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 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.
A vintage wooden building with a metal roof and two large orange wheels in front.

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 Kharmic Creations or Art Presence Art Center 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 378 per night from Sep 28 to Sep 29
AED 378
AED 418 total
28 Sep - 29 Sep
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 ...
Wine Country Inn
The Lindsay Lodge & Restaurant

The Lindsay Lodge & Restaurant

2 out of 5
15100 Oregon 238 Jacksonville OR
The price is AED 811 per night from Sep 20 to Sep 21
AED 811
AED 823 total
20 Sep - 21 Sep
includes taxes & fees
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
The price is AED 400 per night from Sep 30 to Oct 1
AED 400
AED 524 total
30 Sep - 1 Oct
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! (242 reviews)
"Perfect for us! At first hard to find ( but once we knew right by chiropractic office- no other issues) Walking distance to a coffee place, grocery store and a really good restaurant. Nice and quiet and the bed was so comfy!! Loved that it had laundry in the unit. If ever this way again we would ..."

Reviewed on 16 September 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.
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! (92 reviews)
"Beautiful home, pool and hot ton worked great. Close to town for picking up last minute things. Great for our family get together"

Reviewed on 15 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 attraction Buncom is located nearby.
10/10 Exceptional! (8 reviews)
"Beautiful place to stay in a rural setting."

Reviewed on 12 September 2026

Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

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 ...
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
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