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
The price is AED 369 per night from Dec 1 to Dec 2
AED 369
AED 408 total
1 Dec - 2 Dec
includes taxes & fees
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! (1,003 reviews)
Fabulous stay as always and wonderful staff and breakfast. Clean and quiet.
Reviewed on 23 November 2025
The Lindsay Lodge & Restaurant
15100 Oregon 238 Jacksonville OR
The price is AED 785 per night from Dec 11 to Dec 12
AED 785
AED 796 total
11 Dec - 12 Dec
includes taxes & fees
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Applegate Library and Red Lily Vineyards are located ...
8.6/10 Excellent! (33 reviews)
Nice place to stay. Room was great!
Reviewed on 11 November 2025
The Orth House Inn by Remotion
105 W Main St Jacksonville OR
The price is AED 529 per night from Dec 28 to Dec 29
AED 529
AED 768 total
28 Dec - 29 Dec
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! (22 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
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.
Enchanting Getaway: Farmhouse and Tiny House Duo
Jacksonville OR
Stay at this aparthotel in Jacksonville. Enjoy a garden. Popular attractions Ruch Library and Fiasco Winery are located nearby.
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Jacksonville OR
Stay at this cottage in Jacksonville. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Red Lily Vineyards and Devitt Winery and Vineyards ...
9.6/10 Exceptional! (32 reviews)
This property was a stunning, quaint place, perfect for an extended weekend stay. We stayed Thursday-Monday and it was perfect. The kitchenette setup is perfect for quick breakfasts. The bathroom is spacious and the beds are comfortable. The goats and chickens were so cute and the treats kept out ...
Reviewed on 13 October 2025
Paschal Winery
1122 Suncrest Rd Talent OR
Book a stay at this luxury cottage in Talent. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Paschal Winery and Talent Library are ...
9.6/10 Exceptional! (14 reviews)
The cottage was really nice. It was clean and nicely decorated. It had so many amenities including a well stocked kitchen , comfortable beds and a great hot tub with an amazing view. The management was friendly and allowed us to check in early which was great.
Reviewed on 26 November 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
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.
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.
Jacksonville Cemetery
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.
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.
Ruch Library
Ruch Library is just one of the places to see in Ruch, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savor the top-notch restaurants.
Valley View Winery
You can enjoy a tasting or tour at Valley View Winery during your travels to Jacksonville. Check out the charming coffeehouses or top-notch restaurants in this family-friendly area.
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.
- Britt Pavilion
- Jacksonville Cemetery
- Applegate Lake
- Ruch Library
- Red Lily Vineyards
- Valley View Winery
- Beekman House
- Applegate Library
- Britt Ridge Trail
- Buncom
- Kharmic Creations
- Art Presence Art Center
- Fiasco Winery
- Cowhorn Vineyard
- Cricket Hill Winery
- Quady North
- Beekman Loop Trail
- Sarah Zigler Interpretive Trail
- Devitt Winery and Vineyards
- Rogue River-Siskiyou National Forest
