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 Beekman House or Jacksonville Cemetery 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! (1,005 reviews)
The staff were so nice, the rooms are clean, modern, and very comfortable.
Reviewed on 9 March 2026
The Orth House Inn by Remotion
105 W Main St Jacksonville OR
The price is AED 529 per night from Apr 9 to Apr 10
AED 529
AED 768 total
9 Apr - 10 Apr
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 ...
9/10 Wonderful! (25 reviews)
Very clean room. Beautifully decorated. Nice linens, very quiet and great location to walk downtown.
Reviewed on 1 March 2026
Charleen's Cottage~Couple Perfect!Great Location! A Gem!
Jacksonville OR
The price is AED 337 per night from Mar 16 to Mar 17
AED 337
AED 454 total
16 Mar - 17 Mar
includes taxes & fees
Book a stay at this golf guesthouse in Jacksonville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Art Presence Art Center and Quady North ...
10/10 Exceptional! (197 reviews)
This was our second stay at Charleen's Cottage and once again it was wonderful! Great location, comfortable home and everything we could possibly need- coffee, tea, waters, creamer, shampoo and soaps, extra bedding and plenty of dishes and cookware. On top of this, it is in walking distance to all ...
Reviewed on 8 March 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.
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
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! (40 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
Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy free WiFi, private pools, and a garden. Popular attractions Britt Ridge Trail and Britt Pavilion are located ...
9.8/10 Exceptional! (81 reviews)
Great house, wonderful location, beautiful views
Reviewed on 25 February 2026
Safari: Downtown Jacksonville
Jacksonville OR
Stay at this apartment in Jacksonville. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Art Presence Art Center and Quady ...
9.6/10 Exceptional! (15 reviews)
My husband and I stayed here 3 nights and we loved it! I went food shopping at Ray’s grocery store when we arrived for snacks and drinks. Ray’s is next door to Ace Hardware and both are very close. You are within a short walking distance to downtown so we enjoyed the three coffee shops and restaurants. ...
Reviewed on 25 September 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
4.5/5(10 reviews)
Commune with nature and explore the great outdoors at Applegate Lake during your travels in Jacksonville. Discover the restaurants and live music in this walkable 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 walkable 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 walkable area.
Britt Pavilion
4.5/5(15 reviews)
Get tickets for a show at Britt Pavilion, a storied theater in Jacksonville. While you're here, you can savor the top-notch restaurants.
Buncom
You can learn about the history of Jacksonville with a trip to Buncom. Visit the shops in this walkable area, or simply enjoy its restaurants.
Jacksonville Cemetery
4.5/5(54 reviews)
You can find out about the history of Jacksonville with a trip to Jacksonville Cemetery. While in this family-friendly area, 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.
