Winchester Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Winchester hotel prices

Tomorrow night
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

Riverfront Inn Roseburg
2.0 star property
8.6 out of 10, Excellent, (1220)
"Great place, I will stay here again"
The price is P5,962
P6,529 total
includes taxes & fees
Nov 3 - Nov 4
Riverfront Inn Roseburg
Super 8 by Wyndham Roseburg
2.5 star property
7.6 out of 10, Good, (1004)
"Overall, it was a good experience!"
The price is P4,419
P4,838 total
includes taxes & fees
Nov 3 - Nov 4
Super 8 by Wyndham Roseburg
Comfort Inn Roseburg
2.5 star property
8.2 out of 10, Very Good, (1002)
"The reception whom checked us in was very sweet and thoughtful! "
The price is P5,257
P5,756 total
includes taxes & fees
Dec 1 - Dec 2
Comfort Inn Roseburg
Sleep Inn & Suites Roseburg North Near Medical Center
2.5 star property
8.0 out of 10, Very Good, (1001)
"Opening the doors with the key was difficult. The outside door you pulled the handle down, inside door pull the handle up. Had to try several times. Window in weight room did not close, anyone could come in from the outside. The breakfast was hot and good, but the fruit was very ripe. Didn't eat the fruit. Overall, it was nice, clean and quiet. We have stayed there before and will stay again. We like that we can bring our little dog. "
The price is P4,439
P4,860 total
includes taxes & fees
Dec 1 - Dec 2
Sleep Inn & Suites Roseburg North Near Medical Center
Best Western Garden Villa Inn
2.5 star property
8.0 out of 10, Very Good, (1003)
"Comfortable place to stay."
The price is P6,174
P6,760 total
includes taxes & fees
Nov 10 - Nov 11
Best Western Garden Villa Inn
Holiday Inn Express Roseburg, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (1009)
"Excellent!!!!"
The price is P8,368
P9,163 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Express Roseburg, an IHG Hotel
Hampton Inn & Suites Roseburg
2.5 star property
9.6 out of 10, Exceptional, (800)
"Property was clean, and conveniently located."
The price is P9,336
P10,223 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn & Suites Roseburg
Motel 6 Roseburg, OR
2.0 star property
7.2 out of 10, Good, (999)
"All good "
The price is P3,602
P3,945 total
includes taxes & fees
Nov 10 - Nov 11
Motel 6 Roseburg, OR
Quality Inn Central Roseburg
2.5 star property
7.6 out of 10, Good, (601)
"Good service, clean room, good breakfast, convenient location "
The price is P3,836
P4,201 total
includes taxes & fees
Dec 1 - Dec 2
Quality Inn Central Roseburg
Days Inn by Wyndham Roseburg
2.5 star property
6.2 out of 10, (1000)
"Staff were very pleasant. Check in and out a breeze. Room was pretty large, but very dark. Room 212 had a sloping bathroom floor which made for a good conversation"
The price is P3,607
P3,949 total
includes taxes & fees
Nov 3 - Nov 4
Days Inn by Wyndham Roseburg
Baymont by Wyndham Roseburg
2.5 star property
7.0 out of 10, Good, (252)
"It was convenient "
The price is P4,643
P5,084 total
includes taxes & fees
Nov 9 - Nov 10
Baymont by Wyndham Roseburg
Howard Johnson by Wyndham Roseburg
2.0 star property
7.0 out of 10, Good, (787)
"Very short. Checked in, and never got back in until 1am. Then had to leave early morning "
The price is P3,797
P4,158 total
includes taxes & fees
Nov 3 - Nov 4
Howard Johnson by Wyndham Roseburg
Historical John Rast House
3.0 star property
10.0 out of 10, Exceptional, (34)
"great stay"
Historical John Rast House
Roseburg Inn
2.0 star property
6.0 out of 10, (33)
"We booked it late. Night the office was open and was helpful "
Roseburg Inn
Bell Sister Flats
The price is P20,111
P26,499 total
includes taxes & fees
Nov 3 - Nov 4
Bell Sister Flats
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
3.0 star property
9.0 out of 10, Wonderful, (2)
"Attractive tiny house, well equipped, peaceful neighborhood, convenient to town. Bedroom is a bit small, but living area and bath (with shower and washer/dryer) are good sized. Helpful owner suggested Brix local restaurant we really liked too. Nearby Upper Umpquah waterfalls, hiking, river rafting made a nice vacation."
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Where is the best place for a stay in Winchester?

Riverfront Inn Roseburg, located 4.6 mi (7.5 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Super 8 by Wyndham Roseburg and Sleep Inn & Suites Roseburg North Near Medical Center. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What are some hotels with pools in Winchester?

Super 8 by Wyndham Roseburg: Features free breakfast, a pool, and free parking. Best Western Plus Hartford Lodge and Comfort Inn are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What is the best accommodation for staying close to Mahlon Sweet Field Airport (EUG)?

Maison du Jour- Your Home for the Day! is one of the top choices for your stay and is a popular guesthouse featuring private patios. It's located 2.5 mi (4.1 km) from Mahlon Sweet Field Airport. Other choices close to the airport include Royal Inn Eugene and Budget Lodge Eugene.

What's it like staying in Winchester?

Visitors can enjoy all that Winchester has to offer including its restaurants. There are 93 hotels and other accommodations in the surrounding area. Find out more about Winchester.

What should I do while I'm visiting Winchester?

A favorite place to visit is North Umpqua River. You'll also find Stewart Park and Melrose Vineyards in the area. Check out what more to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. Average annual precipitation for Winchester is 49 inches.