Jacksonville, OR

Travel Guide

A hat display in a store with various hats hanging on a rack.
A vintage green pickup truck parked in front of a house with a porch.
A mountainous landscape with a winding road, a small body of water, and dense forests.
A sunset over a grassy field with a horse grazing, a fence, and distant mountains.
A nighttime street scene with illuminated buildings and light trails from moving vehicles.

Where to stay in Jacksonville

Find the best Jacksonville areas and neighborhoods for the activities you enjoy most.

Jacksonville Historic District

Historic sites, restaurants, and shopping highlight some of the noteworthy features of Jacksonville Historic District. Make a stop by Jacksonville Cemetery or Kharmic Creations while you're exploring the neighborhood.

Wine Country Inn

Wine Country Inn

3 out of 5
830 N 5th St Jacksonville OR
The price is AED 419 per night from Dec 4 to Dec 5
AED 419
per night
Dec 4 - Dec 5
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! (1,002 reviews)
"This hotel is our next go too ! The pet friendly rooms are clean and updated ! The staff is friendly and helpful . It’s close to restaurants and has an electric car charging station ! It’s quiet even though it’s on the main drag !"

Reviewed on 1 November 2026

Wine Country Inn
The Lindsay Lodge & Restaurant

The Lindsay Lodge & Restaurant

2 out of 5
15100 Oregon 238 Jacksonville OR
The price is AED 777 per night from Nov 4 to Nov 5
AED 777
per night
Nov 4 - Nov 5
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Applegate Library and Billy Mountain are located ...
The Lindsay Lodge & Restaurant
Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville OR
Fully refundable
The price is AED 400 per night from Nov 19 to Nov 20
AED 400
per night
Nov 19 - Nov 20
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! (249 reviews)
"Such a nice place, cozy and comfortable. Has everything you might need. Right on the Main street in and out of town, so it is conveniently located."

Reviewed on 19 October 2026

Charleen's Cottage~Couple Perfect!Great Location! A Gem!
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.
Cowgirl Craftsman - Private King Suite Upstairs -  Historic Downtown J'ville

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Kharmic Creations and Jacksonville Cemetery ...
10/10 Exceptional! (19 reviews)
"This is a great location and wonderful host. Exceeded all expectations. Thanks!"

Reviewed on 12 October 2026

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Jacksonville OR
Book a stay at this family-friendly vacation home in Jacksonville. Enjoy free WiFi, private pools, and a garden. Popular attractions Britt Ridge Trail and Britt ...
9.6/10 Exceptional! (93 reviews)
"Very nice property will book it again with family and friends"

Reviewed on 28 September 2026

Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC

Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC

Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy a garden, laundry facilities, and patios. Popular attractions Cowhorn Vineyard and Buncom are located ...
10/10 Exceptional! (11 reviews)
"Beautiful and peaceful site. Enjoyed the visit from the deer everyday. Really clean and lovely"

Reviewed on 2 November 2026

Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC
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.

Stay near popular Jacksonville attractions