5/5 - Excellent
Verified traveler
Ate at a wonderful Italian restaurant, friendly people in town.
Jacksonville, OR
Travel Guide
Visit Jacksonville
Where to stay in Jacksonville
Jacksonville Historic District
Historic sites, restaurants, and shopping highlight some of the noteworthy features of Jacksonville Historic District. Make a stop by Kharmic Creations or Art Presence Art Center while you're exploring the neighborhood.
Wine Country Inn
830 N 5th St Jacksonville OR
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,000 reviews)
Very nice staff. Received a warm welcome. Our room was amazing, clean and beautiful
Reviewed on 9 February 2026
The Orth House Inn by Remotion
105 W Main St Jacksonville OR
The price is SAR 540 per night from Mar 16 to Mar 17
SAR 540
SAR 784 total
16 Mar - 17 Mar
includes taxes & fees
Stay at this inn in Jacksonville. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Kharmic Creations and Sarah Zigler Interpretive ...
9.2/10 Wonderful! (23 reviews)
My husband and I spent the weekend at the Orth house. We had tickets to a night at the Brit and wanted to stay within walking distance. We loved this hideaway with its old world charm, lovely wine and even a ghost story. We were also able to walk all over town and didn’t need to drive for 2 days. ...
Reviewed on 8 September 2025
Charleen's Cottage~Couple Perfect!Great Location! A Gem!
Jacksonville OR
The price is SAR 304 per night from Feb 16 to Feb 17
SAR 304
SAR 419 total
16 Feb - 17 Feb
includes taxes & fees
Book a stay at this golf guesthouse in Jacksonville. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Art Presence Art Center and Quady ...
9.8/10 Exceptional! (193 reviews)
The hosts were great! The house was very clean and within walking distance to town. We would stay there again.
Reviewed on 26 January 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Award Winning Britt Bungalow in the Historical Heart of Jacksonville Oregon
Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Kharmic Creations and Sarah Zigler Interpretive ...
9.8/10 Exceptional! (39 reviews)
Fabulous stay, beautiful light bright home, meticulously clean and decorated! It was stocked with every detail you could imagine needing! Not to mention the host was lovely and very warm and responsive! I wish every VRBO was this high quality!
Reviewed on 9 February 2026
Jacksonville Mountain Retreat
Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Britt Ridge Trail and Britt Pavilion are located ...
9.6/10 Exceptional! (80 reviews)
Great house for our family group to gather. Kitchen well equipped, great layout.
Reviewed on 19 January 2026
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Jacksonville OR
Book a stay at this family-friendly cottage in Jacksonville. Enjoy free WiFi, a water park, and a garden. Popular attractions Quady North and Kharmic Creations ...
10/10 Exceptional! (34 reviews)
Super great space! Cute, cozy, and easy walk to downtown and the Britt. Perfect girls getaway!
Reviewed on 14 August 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Applegate Lake
Commune with nature and explore the great outdoors at Applegate Lake during your travels in Jacksonville. Discover the restaurants and live music in this relaxing area.
Red Lily Vineyards
You can enjoy a tasting or tour at Red Lily Vineyards during your travels to Jacksonville. Discover the coffeehouses and festivals in this relaxing area.
Enchanted Forest Trail
You can take time to visit Enchanted Forest Trail during your travels to Jacksonville. Discover the restaurants and live music in this relaxing area.
Britt Pavilion
Get tickets for a show at Britt Pavilion, a storied theater in Jacksonville. While you're here, you can savor the top-notch restaurants.
Cricket Hill Winery
You can enjoy a tasting or tour at Cricket Hill Winery during your travels to Jacksonville. Savor the charming coffeehouses and top-notch restaurants while in town.
Beekman House
You can browse the exhibits at Beekman House, a museum with a storied past, during your trip to Jacksonville. While you're here, you can savor the top-notch restaurants.
Reviews of Jacksonville
4.8
Top Destination
5/5 - Excellent
Verified traveler
We loved the downtown area of Jacksonville. It is so quaint. It was fun to go into all the shops. We stopped at 2 wine tasting locations and they were both excellent. We will definitely be back again.
4/5 - Good
Woodchip93
Cool historical town!
5/5 - Excellent
Verified traveler
Went to "The Piano Guys " concert at the Britt. A unique and wonderful experience! Our hostess at the Inn also gave us passes for the Historical trolley tour which we thoroughly enjoyed.
5/5 - Excellent
Verified traveler
Jacksonville is a quaint area with great shopping, food, and wine tasting nearby.
4/5 - Good
Verified traveler
Unique small town with boutique shops and great dining.
