One Day in Ashland, Oregon

Ashland, Oregon: where culture runs deep, local cuisine is celebrated, creative inspiration is bountiful, and thespians are the coolest kids in town.

Ashland, Oregon is more than just a touristy little town with a world-class repertory theater and a pretty park. It is a place where culture and memories run deep, creative inspiration is bountiful, local cuisine is celebrated, and Shakespeare reigns.

I still remember the first play I ever attended in Ashland, many years ago in the Angus Bowmer Theater. It was “Our Town,” Thorton Wilder’s 1938 classic play-within-a-play, set in fictional Grover’s Corners around the turn of the 20^th century. I went with my favorite aunt, who had been raised in a small town not unlike Grover’s Corners, adding yet another layer to Wilder’s theatrical onion and offering us abundant fodder for our post-theater conversation. That weekend, in addition to strolling the shops and lunching in Lithia Park, we attended Shakespeare’s “Taming of Shrew” and George Bernard Shaw’s “Major Barbara” as well. I recall the three days we spent in Ashland as some of my fondest times with my Auntie.

Recently, I’ve had a number of opportunities to revisit Ashland, and while much has changed in the years between my first play and my most recent, much remains the same: the beautiful scenery, the vibrant arts scene, and above all, the cheerful, welcoming community.

If you are planning a visit to Ashland, here are a few must-dos to put at the top of your list:

Stroll: Lithia Park

“One touch of nature makes the whole world kin.”
– from Troilus and Cressida

With ninety-some acres of well-maintained paths, lush green lawns, two duck ponds, a Japanese garden, a formal rose garden, wide open spaces, tennis and badminton courts, and picnic areas, Lithia Park has something for everyone. Set in the center of Ashland adjacent to the theater area, this 125-year city park is daily from dawn until 11pm.

A Day in Ashland, Oregon | The Good Hearted Woman

Butler-Perozzi Fountain

If you are the sort of person who likes to have a plan, I suggest that you check out the Lithia Park Trail Guide online. Printed guides are also available for purchase at the following locations:

Ashland Parks & Recreation Office, The Grove, 1195 E. Main St.
Ashland Chamber of Commerce Kiosk, on the Plaza in Ashland
Ashland Chamber of Commerce Office, 110 E Main St

Rejuvenate [or maybe not]: Lithia Water

“Glory is like a circle on the water, which never ceaseth to enlarge itself, till, by broad spreading, it disperses to naught.”
– from Henry VI, Part 1

In the early 1900s, the residents of Ashland discovered that their town sat smack next to a lithium-rich spring. At the time, lithium was being touted as a health tonic, and the city tried to capitalize on this trend by building a health spa. Soon however, plans were abandoned as the lithium fad faded.

You can try lithium water today at the downtown Plaza at the northern most tip of Lithia Park, where a multi-spout “Lithia Water” fountain still stands.

Pro-Tip: Be forewarned – [in my opinion] Lithia Water tastes terrible, kind of like that egg salad you left in the fridge a couple too many days.

Discover: Downtown Ashland

“I like this place and could willingly waste my time in it.”
– from As You Like It

Downtown Ashland streets are lined with bright, cozy boutique shops offering a wide variety of goods, including home décor, artisan pottery, handcrafted jewelry and clothing, gourmet foods and wines, and art by both local and internationally recognized artists. Oh, and yarn. Lots and lots of beautiful yarn.

Nosh: Greenleaf Restaurant

“Tis an ill cook that cannot lick his own fingers.”
– from Romeo & Juliet

The Greenleaf Restaurant has offered delicious vegetarian, vegan, organic, gluten-free, & carnivore dining options on Ashland’s Plaza for more than three decades. It’s a great place to pick up a fresh, locally sourced salad or tasty sandwich. Everything on the menu is available to go, and if you ask them nicely, they will even pack you a marvelous picnic lunch to take to Lithia Park!

Flashy Photo-op: Guanajuato Mural

“Live a little; comfort a little; cheer thyself a little.”
– from As You Like It

Dedicated in 2016, “Las Calles” [“The Streets”] was created to honor Ashland’s sister city of Guanajuato City, Guanajuato, Mexico. Located in downtown Ashland on the exterior side wall of Sesame Asian Kitchen restaurant facing Calle Guanajuanto, it represents a “kind of peace wall. A wall that connects two cultures, two cities, two nations.” [- Barry Thalen, mural patron]

Maybe we need more murals.

Marlynn [UrbanBlissLife.com] practices her cheer moves. She’s still got it, baby!

Sidelight: A mural depicting the highlights of Ashland was dedicated June, 2018 in Guanajuato, Mexico.

Fancy-Pants Eats: Larks

“Dost thou think, because thou are virtuous, there shall be no more cakes and ale?”
– from Twelfth Night

Surprisingly, Ashland is a little like the theater district in Manhattan, in that before showtime, restaurants fill up with well-heeled theater-goers out for a night on the town, and empty once the show doors begin to open. One of the most popular places in Ashland for a before-the-theater meal is Larks, located in the beautiful, historic Ashland Springs Hotel.

Larks offers diners a truly authentic Farm-to-Table experience. With seasonal ingredients delivered daily from local farms, Larks’ kitchen, under the direction of Executive Chef Franco Console, creates fresh, flavorful, innovative, regionally-inspired dishes that are the hallmark of fine Pacific Northwest cuisine.

One of Chef Franco’s guiding tenets is “know our farmers,” and he is passionate about creating a connection between his restaurant’s guests and local farmers, ranchers, distillers, and winemakers.

Larks (Pork Chop) - A Day in Ashland, Oregon | The Good Hearted Woman

My halibut dinner at Larks was succulent and perfectly cooked. So good – I can’t believe I ate the whole thing!

Larks Restaurant {at Ashland Springs Hotel}
212 East Main Street
Ashland, OR 97520
541.488.5558

Out on the Town: Shakespeare & Beyond

I wonder if Angus Bowmer had a glimmer, when he put on Ashland’s first three-day Shakespeare Festival back in 1935, of what his vision would become, and how it would someday shape everything – from pop culture to politics – for his town and far beyond.

“There are more things in heaven and earth, Horatio, than are dreamt of in your philosophy.”
– from Hamlet

Visiting Ashland during Shakespeare Festival season and not seeing at least one play is like visiting Paris and not seeing the Eiffel Tower. It simply isn’t done. But don’t worry if Shakespeare isn’t your jam, because the Festival puts on a broad selection of productions – everything from classic, long-bearded tragedies to fresh, provocative comedies to political activist dramas, and everything in between. There is sure to be something on the lineup that will bring you to your feet.

With a season that now stretches from February to October, the Oregon Shakespeare Festival is the largest repertory theater in the United States. Visit the OSF website for information about tickets and plays.

Allen Elizabethan Theater - A Day in Ashland, Oregon | The Good Hearted Woman

Empty stage, ready for ‘Beauty and the Beast.’ [There are no photos allowed during the actual play.]

^{Disclosure: My dinner at Larks and ticket to Beauty and the Beast were complimentary as part of a Travel Oregon press trip. As always, all opinions and images are my own. This post may contain affiliate links, which means we may receive a commission if you click a link and purchase something that we have recommended. While clicking these links won’t cost you any extra money, they do help keep this site up and running, and at the same time allow us to keep traditional advertising to a minimum. Please check out our disclosure policy for more details. Thank you for your support!}

More Southern Oregon Travel from GHW

Jacksonville, Oregon

Pennington Farms, Applegate Valley

Rogue Creamery, Central Point, Oregon

Lillie Belle Farms {Artisan Chocolates}, Central Point, Oregon

McCully House, Jacksonville, Oregon

Corner Sign - Southern Oregon Travel: McCully House {Jacksonville} | The Good Hearted Woman

Four Scenic Stops on the Applegate Valley Wine Trail

Headlands Coastal Lodge & Spa: Your Perfect Oregon Coast Getaway

April 13 By Renée ♥ 14 Comments

Head Out. Stay In. Whatever you choose, you’ll discover your perfect Oregon coastal getaway at Headlands Coastal Lodge & Spa in Pacific City.

Sunset at Haystack Rock, Pacific City, Oregon | The Good Hearted Woman

Pacific City sunsets can be spectacular. {Image taken 2.25.2017}

When I was a little girl, I lived on the Oregon coast for five glorious summers. One of my most enduring memories from that time is of standing on the edge of the world, looking out into the great vastness of the Pacific Ocean and wondering if somewhere out there, there was a little girl on the other side of the water looking out and wondering about me.

Last month, Mr B and I were invited to stay at the newly opened Headlands Coastal Lodge & Spa in Pacific City, Oregon, and as I sat outside on our room’s lovely little private balcony enjoying a few moments of splendid solitude, I found myself once again looking out into that great unknown, and listening to the wind race and the waves crash, and remembering those two little girls an ocean and a lifetime away.

Many thanks to the Headlands Coastal Lodge & Spa for hosting our stay. This post may contain affiliate links.

Headlands Coastal Lodge: Unpretentious Luxury & Oregon Hospitality

Headlands Coastal Lodge & Spa is a stunningly beautiful destination, expressly designed as a place to relax, recharge, restore, and rediscover. From the moment you walk through the massive glass and wood front doors, you will find yourself surrounded by warm hospitality, rich wood finishings, and unpretentious luxury.

Located adjacent to Cape Kiwanda State Natural Area in Pacific City, Headlands Coastal Lodge has been twenty years in the making. Owners Mary Jones and Jeff Shons spent those years designing and redesigning the lodge, with the goal of creating a luxury destination that takes full advantage of the Oregon Coast’s rugged natural beauty, and highlights the incredible views of Cape Kiwanda and Haystack Rock.

You can find the personal influences of Mary Jones and Jeff Schons throughout the lodge. For example, the “Haystack Rock Wall“ showcases a rotating collection of the work by local artists – all featuring the iconic rock. Local art lines the halls and adorns room walls as well.

Mary, who teaches cooking classes to lodge visitors, keeps a kitchen garden just off this gorgeous, hardwood hall.

“Stay In”

Each and every one of the 33 oceanfront rooms at Headlands comes with a balcony and an unobstructed view of Haystack Rock (the Pacific City one, not the Cannon Beach one). {Editorial: As a lifetime Oregonian, I have never understood why a state with nearly thirty names for rain cannot come up with two unique names for two geographically distinct monolithic rocks adjacent to the beach. C’mon, people!}

Headlands Coastal Lodge & Spa | The Good Hearted Woman

The view from our balcony. [Room 111]

Uniquely, Pacific City is one of the few places in Oregon where you can drive right out onto the beach. Automobile beach access is literally right next door to Headlands, making it particularly appealing for those who may have mobility challenges. Mr B and I are seriously considering bringing my 92-year old mom for a stay so that she can enjoy the beach she loves so much one more time.

Mattress firmness is always a personal issue. That being said, Mr B and I sleep on a lot of hotel mattresses, so I can say with some authority that the mattresses at Headlands are some of the most comfortable we’ve ever slept on.

Mr B and I were absolutely fascinated with the glass-walled shower in our room. The cast iron soaking tub is comfortably sloped and long enough to stretch out in, and generously accommodating for both solo or companion bathing. One of us (not naming names or anything) took both a shower and a bath in one night!

Let’s take a closer look at this shower set-up, shall we? I mean, this is so cool! You can stand in the shower and look out onto the beach – while you shower!!

Our room came with a host of luxury amenities. Mr B and I were both intrigued with the high-tech “Do Not Disturb/Make Up This Room” door card system. To alert resort staff that you are away and your room is ready to be made up, guests need only press “Heading Out” on a switch just inside their room’s entry door to light up a small green “go” light on the room number placard in the hall outside. Conversely, pressing “Staying In” lights up a red “stop” light, letting staff know that you’d like some privacy.

Additional room amenities include a gas fireplace, Bonavita brewing system and freshly ground coffee, Smith tea service and tea kettle, bluetooth lantern speaker, in-room safe, iPad for requesting services, and complimentary WiFi. Well-placed bike hooks and surfboard racks can also be found in every room. In fact, I couldn’t think of a single thing they forgot to include, but if I had, I’m pretty sure someone would have gotten it for us!

As if there weren’t already enough to love about this place, the entire lodge, as well as many of the guest rooms, are dog-friendly!

Cackling Geese ~ Spirit of Headlands

Everywhere you turn at Headlands, you will see the subtle influence of the cackling geese: soaring gracefully across the wrought-iron front door pulls, the front entry desk, the room placards and restaurant menus; even the art on the guest room walls. The cackling geese not only provide a striking logo image, but offer a metaphor for the spirit that Headlands espouses: rugged, beautiful, and ready for adventure. We found the background on these exceptional birds quite interesting.

Pacific City is the only wintering spot in the world of the Semidi Island Aleutian Cackling Geese. Each year, the geese fly south more than 2,000 miles from their small Alaskan nesting islands to Oregon’s North Coast. Every evening during their annual Pacific City stay, they leave the grassy pastures in the Nestucca Valley and soar across a mile of ocean to roost on Haystack Rock—the same towering monolith that Headlands guests can see from their rooms and cottage.

~ Headlands Coastal Lodge

Headlands offers guests surprises around every corner. The stunning “live metal” in the image above can be found in the main lobby’s huge, gender-neutral restroom. {The picture simply doesn’t do it justice.}

Each of the lodge’s three floors also has a “honor pantry,” well-stocked with top-shelf snacks and local favorites, like as Tillamook Ice Cream pints and One Fork Farm Caramels. (Oh. My. Goodness. Seriously, if you haven’t tried One Fork Farm Caramels yet, do so immediately! They are amazing! ➢ Not a sponsored plug – just way too good to not share.)

“Head Out”

Most luxury hotels offer complementary concierge service, but Headlands, embracing the adventurous Pacific Northwest spirit, takes the idea to the next level. “Adventure Coaches” help guests plan specialized outdoor adventures – everything from kayaking, clamming, and cooking classes to hiking, biking, and beach bonfires. (Don’t worry if you didn’t bring a bike: you can get a loaner in the lobby.) They’ll even pack you a lunch from the hotel restaurant!

Tidepools Spa & Wellness Center

Whether you’re in the mood for a good workout, a relaxing soak, or just some quality “me-time,” Headlands in-house spa and wellness center can accommodate your needs.

Tidepools offers both indoor and outdoor exercise options, including a well-stoked weight room, Pilates classes, beach yoga, and surf lessons. (Yes folks, we really do surf here in Oregon.)

If you’re in the mood to relax, you can get a massage or facial, or take a soak in the outdoor hot tub and enjoy the striking ocean view.

Meridian

Meridian at Headlands offers guests a Pacific Northwest-focused menu in a casually elegant setting. Ingredients are locally sourced from the ocean, local farmers, and Mary’s Herb Garden. (I’ll be posting more about Meridian, as well as a recipe from Executive Chef Andrew Garrison, in upcoming posts.) Briefly, the meals we had there were fresh, well-composed, and beautifully presented.

Finally, as far as Oregon coastal accommodations go, Headlands has a decidedly high-end price-tag, but Mr B and I both agree that it is well worth it. Headlands Coastal Lodge would be a perfect destination for a special occasion or well-earned getaway… or when you just need to stare out into the ocean for hours on a windy winter evening and wonder who’s on the other side of the world.

Headlands Coastal Lodge & Spa

33000 Cape Kiwanda Drive
Pacific City, OR 97135
(503) 483-3000

Disclosure: Thanks to the Headlands Coastal Lodge & Spa for hosting our stay. As always, all opinions and photos (except as noted) are our own. This post may contain affiliate links, which means we may receive a commission if you click a link and purchase something that we have recommended. While clicking these links won’t cost you any extra money, they will help us keep this site up and running – and (relatively) ad-free!! Please check out our disclosure policy for more details. Thank you for your support!

Orenco Woods Nature Park {Hillsboro, Oregon}

March 15 By Renée ♥ 9 Comments

Visitors to Orenco Woods Nature Park can choose from wide variety of activities, including hiking, bicycling, geocaching, picnicking, and enjoying the native wildlife. (Oh, and hangin’ out with giant Twig People. Don’t about forget them.)

Last weekend was absolutely Bea-u-tiful here in the Pacific Northwest, so Mr B and I decided to go and explore Orenco Woods Nature Park, a new westside neighborhood park that has been getting a lot of local press attention lately. Here’s just one reason for all the buzz…

But I’ll get back to Hungry Twig Guy later. First, let me take you on a tour around the park.

Orenco Woods Nature Park is a large neighborhood park located in Hillsboro, Oregon, about 30 minutes west of Portland. The 42-acre park is situated on the site of a former nine-hole golf course, between Orchard Park upstream and Noble Woods Park downstream. Rock Creek flows through the park, and Rock Creek Trail snakes through it.

There is a big, open playground near the entrance to the park, with restrooms and drinking fountains for visitors, as well as a large covered picnic area.

This concrete stream channel was one of my favorite features of the playground – it runs downhill alongside one long side of the playground, with strategically placed water pumps set along the “stream bed” that allow kids to feed into the stream with running water during warm weather months, with the water pouring back into Rock Creek after it runs its course. The playground also features sand areas, logs, a large net climber and swings.

The “real” Orenco Apple is a high-quality dessert apple that was introduce to the world c.1840 by the Oregon Nursery Company. The apple is prized for its tender, crisp and juicy flesh, and sweet, piquant flavor.

Rock Creek Trail - Orenco Woods Nature Park {Hillsboro, Oregon} | The Good Hearted Woman

“The Orenco Apple”

Malcolm McDonald House {Est. 1910}

The McDonald House, which sets inside Orenco Woods Nature Park near the park entrance, was built by Oregon Nursery Company Co-founder Malcolm McDonald. Mr. McDonald erected the sprawling Craftsman-style home in 1912, and his business then sold smaller lots to its employees, who built their own houses nearby.

I had some brief contact with the McDonald house back in the early 2000’s when one of my Girl Scout Troops (I had four) did some volunteer work there. At that time, the house was being used as a shelter and home for young, single mothers. The shelter closed in 2012 when the organization that ran it moved to another location.

Despite the fences, I was glad to see that Hillsboro is taking steps to restore it to its former glory. Planners have proposed exhibiting Orenco’s history in the house and renting it out for private events such as weddings.

In 2015, the McDonald House was added to the National Register of Historic Places.

Walking the Rock Creek Nature Trail

A segment of the paved, ADA-accessible Rock Creek Trail runs through the park, connecting to Orchard Park and to the Rock Creek Trailhead at Rock Creek Boulevard just north of Highway 26. You can also walk the much shorter loop around the Orenco Woods Nature Park using the park’s graveled Habitat Trail. Bicycles and on-leash dogs are allowed on the paved trails, but not on the habitat trails [wood chip and gravel].

Arched Bridge - Orenco Woods Nature Park {Hillsboro, Oregon} | The Good Hearted Woman

This is one of my favorite pictures of the day. The little two boys on the bridge were doing their darnest to beat their Dad racing across the bridge, and all three were having so much fun!

At certain times of day, the bridge cast some pretty interesting shadows.

Orenco Woods Nature Park offers visitors a variety of experiences: rolling hills, open meadows, riparian habitat, and forested areas that are home to a variety of birds and wildlife.

As we walked through the park, Mr B reminisced about the times he had golfed there in years past. “That course was always so wet. I remember that there was a par-three hole where you teed off from a box uphill to a mounded green below. When it was rainy, the green would be entirely surrounded by water.” No wonder the golf course didn’t last too long!

Now that we’ve made it around the park, let’s circle back to that giant face made out of twigs…

Woven Willow and Red Twig Dogwood Branch Sculptures

This guy is just one of seven 18-foot tall faces that guard a line of old growth Doug firs along the stretch of main path that runs from the park entrance to the large arched bridge.

Created by artist Patrick Dougherty (along with a battalion of volunteers), the interactive art installation is constructed entirely from locally obtained twigs and branches.

The piece was initially inspired by masks and totems of Northwest indigenous peoples; however, inspirations changed along the way. Says Dougherty, “they morphed during the building process into caricatures of human surprise. The arrangement of elements corrals the trees and creates among them a room of ancient tree trunks, thick and luxurious. Perhaps this invitation to rub shoulders with the craggy bark of such oldsters is the best part of the work. At the last minute, a hint of the heads of Easter Island statuary emerged as we fitted each head with a suitable hat.”

More than 150 volunteers contributed over 1000 hours to create this monumental, interactive sculpture. [Click here to watch the Stickwork Project Time Lapse Video on YouTube.]

In addition to hiking the Rock Creek Trail and hanging out with giant Twig People, visitors can choose from wide variety of activities at the park, including hiking, bicycling, geocaching, and picnicking. Or kick back and enjoy the native wildlife: great blue heron, beavers, red-tail hawks, black-tailed deer, and more all make their homes along Rock Creek and in the adjacent wetlands.

Visitor Information

Orenco Woods Nature Park

7100 NE Birch Street

Hillsboro, Oregon

Orenco Woods Field Guide [Oregon Metro]

Orenco Woods Nature Park is open from sunrise to sunset seven days a week.
The park has restrooms and a large picnic area, as well as a number of smaller, more informal gathering spots.
Significant portions of the park are wheelchair accessible, including the Rock Creek Trail.
Pets are allowed on the Rock Creek Trail portions of the park, but must be on-leash at all times and are not allowed anywhere else at the park.
Don’t bring drones, model planes, model boats and other remote-controlled vehicles – they are not allowed. (Neither is hunting, but do I really need to tell you not to hunt in a park filled with dogs and people?) However, you are welcome to do all the geocaching your little heart desires!

Please leave a comment below! 🏞 What unique parks are in your neighborhood?

One Fine Day in Jacksonville {Oregon}

January 18 By Renée ♥ 23 Comments

Blending small town ambience with sophisticated taste, this 1850’s gold-rush town is booming with music, wine, and history.

This post may contain affiliate links, but don’t worry – they won’t bite.

Last fall, I had the opportunity to visit Jacksonville twice within a few weeks: the first time as part of a press tour hosted by Travel Oregon, and the second with Mr B – who I dragged south a few weeks later because I couldn’t get enough of it on my first visit.

Admittedly, Jacksonville is a little out of the way, but how it has avoided my radar all these years is a complete mystery to me. This charming 1850’s gold mining town is an easy 20- or 30-minute drive from Medford and Ashland, and about 90 minutes from Crater Lake. The mild climate, slow pace, colorful local history, and thriving music and artisan community are just a few of high points that make this idyllic Southern Oregon town such an appealing destination.

One Fine Day in Jacksonville

Stay: The McCully House

One of three Country House Inn properties in and near Jacksonville, the McCully House is located within easy walking distance of historic downtown Jacksonville, local artisan shops, and a variety of dining options. Originally the home of John McCully, Jacksonville’s first doctor, and reportedly the oldest home in Oregon, the McCully House consists of five deluxe guest rooms and two luxury suites. I thoroughly enjoyed my stay here: after a long day of traveling, I relished the quiet, private, relaxing vibe of this place.

{Look for a dedicated post about the McCully House coming soon.}

Breakfast: The Jacksonville Inn

Located in the center of Jacksonville, the restaurant at the Jacksonville Inn is the place in town to celebrate those big occasions in life – anniversaries, milestone birthdays, engagements and the like. Richly appointed in deep mahogany hues, the Jacksonville Inn makes you feel as though you are dining in the luxury of a bygone era. Our breakfast, hosted by Travel Oregon, was both elegant and delicious. (I highly recommend the scones – they were melt-in-your-mouth good!) In the spirit of full disclosure, I was there with the press group and establishments tend to put out their best silver, so to speak, when they know you might be writing about them. Nevertheless, our meal was quite good and the service was impeccable.

Jacksonville Inn - Travel Oregon: A Day in Jacksonville | The Good Hearted Woman

Image Credit: Courtney Pierce, Austin Food Magazine

I’m very picky about my poached eggs, and the ones that came on my Smoked Salmon Lox Eggs Benedict were perfect!

OPTIONS: If you’re looking for something a little less fancy (or pricey) for breakfast, I suggest stopping in at The Mustard Seed Cafe. Known for their biscuits & gravy, great sandwiches and friendly service, this cozy cafe serves up a stellar cinnamon roll, with a side of lively conversation.

Go: Jacksonville Trolley

The Jacksonville Trolley is a great way to discover the people, places, and events that make up historic Jacksonville. The trolley offers five tours a day May through October, as well as private tours and rentals. Tickets are very reasonable ($6 for adults) and only sold in person and on the day of the tours. You can also book the trolley for private events.

Shop: Downtown Jacksonville

Cozy shops with names like Carefree Buffalo, Rebel Heart Books, Farmhouse Treasures, and the Blue Door Garden Store housed in historic 1880’s buildings line Jacksonville’s main thoroughfare, offering everything from kitschy cottage inspirations to finely-crafted artisan creations.

Lunch: The Cheesemonger’s Wife

The Cheesemonger’s Wife is a clean, straightforward eatery that serves up fresh, quality made-to-order European-style sandwiches, cheese plates, and soups. Sandwiches are generous, and filled with some deliciously surprising flavor combinations. They also offer a wide selection of cheeses in the deli case. The space itself is somewhat stark, especially compared to other dining choices in town, but the quality of the food more than makes up for any shortcomings in ambience.

Mr B and I shared a carefully prepared, customized “Vaporetto,” with lots of very fresh, thin-sliced ham and turkey, thin slices of sopressata and mortadella (Italian salamis), and gruyere cheese on a bakery-fresh baguette, and a piping hot bowl of homemade tomato soup. We had more than enough to fill us up, and would eat here again in heartbeat.

Stroll: Historic Jacksonville Walking Tour

Jacksonville was founded in 1851 with the discovery of gold in Rich Gulch, and has somehow survived – despite the railroad bypassing the town and the removal of the county seat to Medford. Now the entire town is a National Historic District, and visiting is taking a step back in time.

You can grab a Jacksonville Walking Tour map/guide at one of many places around town (I got one at the trolley depot) and take a self-guided walking tour. (You can even download an audio narration here for free!) Or, if you are there at the right time, you can catch a “haunted history” guided tour ($5), which offers two options: (1) a Britt Hill tour with saloons, Oregon’s first Chinatown, and two of the most haunted houses in town; and (2) a Courthouse route with tales of brothels, epidemics and hangings. So, fun for the whole family 😉

Jacksonville Railroad - Travel Oregon: A Day in Jacksonville | The Good Hearted Woman

Abandoned remnants of the Rogue River Valley Railway, which once carried passengers, freight, and mail between Jacksonville and Medford.

Explore: Applegate Valley

Visit Pennington Farms

Pennington Farms, located in the Applegate Valley just a short drive from Jacksonville, is not your standard roadside farm stand – not by a long shot. Housed in a beautifully renovated rustic barn on their 90-acre berry farm, the Pennington family offers visitors a bountiful variety of berry jams, scratch-made baked goods, and seasonal berries. The drive there is beautiful and well worth the effort.

Take an Applegate Valley Wine Tour

The Rogue River Valley provides the warmest, driest growing conditions in Oregon, making it a winemaker’s paradise. Visitors to Jacksonville can visit one of the seven tasting rooms in town, or take a short drive into the valley to visit any one of eighteen wineries on the Applegate Wine Trail, eleven on the Bear Creek Wine Trail, and six on the Upper Rogue Wine Trail.

Unwind: Brittfest

Jacksonville’s Britt Music & Arts Festival – Brittfest – is the Pacific Northwest’s premier outdoor summer performing arts festival. Held in a naturally formed amphitheater on the beautiful hillside estate of 19th century photographer Peter Britt, Brittfest presents dozens of summer concerts, featuring world-class artists in classical music, jazz, blues, folk, bluegrass, world, pop and country music. Brittfest was one of the highlights of my press stay in Jacksonville, and what will draw me south again in years to come.

Brittfest - Travel Oregon: A Day in Jacksonville | The Good Hearted Woman

John Butler Trio and Nattali Rize performed the night we attended Brittfest.

Brittfest is a complete experience, offering a number of high-quality food concessions to visitors as well – everything from crispy fish tacos to German-style Gyros (yes, it’s a thing). On the night we attended, I dined on an absolutely delectable meal of Anticucho De Pollo ($13) – grilled chicken marinated Peruvian style and served with cilantro rice and a green salad – from Peruvian Point. SOOOO good!

Late Night: Boomtown Saloon

After Brittfest, as our little group was walking back to our hotel, we decided to stop in at the Boomtown Saloon in downtown Jacksonville. I found the food there decent (for bar food), the drinks reasonably priced, and the bartender extremely friendly. Entertainment offerings at Boomtown include live music every Saturday night, pool, shuffleboard, and a number of board games. (The shuffleboard table was very popular with our group!) I don’t know what other late night spots are hopping in Jacksonville, but this was a fun place to kick back and drink in some local color.

Fun Facts about Jacksonville

Jacksonville was the first whole town in America to be listed as a National Historical Landmark.
Jacksonville was the childhood home of Pinto Colvig, the original Bozo the Clown.
Rumor has it that much of the town is haunted (including the hotel we stayed in!)
Jacksonville was home to the first Chinatown in Oregon, founded by immigrants from San Francisco.
Jacksonville’s sister city is Lawrence, New Zealand.

If you’d like to learn more about Jacksonville, check out these links:

3 Days in Jacksonville [Travel Oregon]
Things to Do in Jacksonville [TripAdvisor]
Where to Eat, Stay, and Play in Jacksonville [Urban Bliss Life]
I Spent the Night in Historic Jacksonville [Melissa Kaylene]

My McCully House stay, Britt Festival tickets, breakfast at Jacksonville Inn, and Applegate Valley Wine Tour were complimentary as part of a #TrailsToFeast press trip with Travel Oregon. As always, all opinions and images (except as noted) are my own.

Disclosure: This post may contain affiliate links, which means we may receive a commission if you click a link and purchase something that we have recommended. While clicking these links won’t cost you any extra money, they will help us keep this site up and running – and (relatively) ad-free!! Please check out our disclosure policy for more details. Thank you for your support!