5/5 - Excellent
Verified traveler
Ate at a wonderful Italian restaurant, friendly people in town.
Jacksonville, OR
Travel Guide
Visit Jacksonville
Wine Country Inn
830 N 5th St, Jacksonville, OR
The price is AED 430 per night from Apr 28 to Apr 29
AED 430
AED 475 total
includes taxes & fees
28 Apr - 29 Apr
Stay at this 3-star business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,001 reviews)
"The check-in was very easy and the personnel were very friendly. The room was also very comfortable. A good place to stay."
Reviewed on 6 April 2025
Charleen's Cottage. Best Location! Couple Perfect!!!
Jacksonville
Book a stay at this ski guesthouse in Jacksonville. Enjoy free WiFi, a water park, and ski-in/ski-out access. Popular attractions Art Presence Art Center and ...
9.8/10 Exceptional! (134 reviews)
Perfect stay
"Great hosts. Walking distance to store and restaurants. Short drive to Medford and Ashland."
Reviewed on 13 April 2025
The Lindsay Lodge & Restaurant
15100 Oregon 238, Jacksonville, OR
The price is AED 853 per night from Apr 20 to Apr 21
AED 853
AED 866 total
includes taxes & fees
20 Apr - 21 Apr
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Applegate Library and Red Lily Vineyards are located ...
8.4/10 Very Good! (22 reviews)
"The kindness and joy felt by the staff is amazing. The food at the restaurant is top notch and the dogs are so welcomed. Our new found gem!"
Reviewed on 23 February 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.
Sun Cottage Downtown Jacksonville
Jacksonville
Stay at this vacation home in Jacksonville. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Kharmic Creations and Art Presence Art Center ...
9.8/10 Exceptional! (15 reviews)
Great relaxing weekend…
"We came to discover Jacksonville and it did not disappoint. We were a block away from downtown so we walked to explore and dine out. The house was great right on the corner with a nice lawn great for our Josie (dog). It was well supplied with everything you need to enjoy the house. Check in and check ..."
Reviewed on 30 March 2025
Enchanting Getaway: Farmhouse and Tiny House Duo
Jacksonville
Stay at this aparthotel in Jacksonville. Enjoy a garden. Popular attractions Ruch Library and Fiasco Winery are located nearby.
Beautiful Luxury Cottage. Walk To It All!
Jacksonville
Book a stay at this family-friendly vacation home in Jacksonville. Enjoy free WiFi, a garden, and patios. Popular attractions Art Presence Art Center and Quady ...
10/10 Exceptional! (116 reviews)
Christmas in Jacksonville
"Upon entering the home, we were greeted with Christmas music, heated rooms, and snack treats. Jackie was always quick to respond to our few questions and had provided lots of information about the area. We spent our days exploring Jacksonville and Ashland, and the location of the house made this ..."
Reviewed on 27 December 2024
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 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.
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.
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.
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.
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.
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
- Applegate Lake
- Jacksonville Cemetery
- Red Lily Vineyards
- Buncom
- Cowhorn Vineyard
- Quady North
- Beekman House
- Cricket Hill Winery
- Applegate Library
- Valley View Winery
- Kharmic Creations
- Fiasco Winery
- Ruch Library
- Sarah Zigler Interpretive Trail
- Britt Ridge Trail
- Art Presence Art Center
- Devitt Winery and Vineyards
- Beekman Loop Trail
- Rogue River-Siskiyou National Forest