Winchester Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

Rice Hill Inn
Situated in a scenic area, this hotel offers a traditional architectural style with a brick facade and wooden overhang.

Rice Hill Inn

2.0 star property
7.6 out of 10, Good, (213)
"It was a nice stay"
The price is P4,669
P4,739 total
includes taxes & fees
Aug 10 - Aug 11
Rice Hill Inn
Best Western Plus Hartford Lodge
Two large beds with white linens and throw blankets, a desk, chair, TV, and wardrobe.

Best Western Plus Hartford Lodge

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great breakfast."
The price is P8,560
P9,374 total
includes taxes & fees
Aug 12 - Aug 13
Best Western Plus Hartford Lodge
Motel 6 Sutherlin, OR
Stunning residential building with a symmetrical facade and beautifully manicured grounds.

Motel 6 Sutherlin, OR

2.0 star property
7.6 out of 10, Good, (1005)
"Absolutely a great peaceful night stay… clean and comfortable great front desk staff!"
The price is P2,681
P2,951 total
includes taxes & fees
Aug 26 - Aug 27
Motel 6 Sutherlin, OR
Motel 6 Roseburg, OR
Check-in and relax in our welcoming reception area, featuring a digital screen and framed photographs.

Motel 6 Roseburg, OR

2.0 star property
7.4 out of 10, Good, (1000)
"Simple and comfortable stay. "
The price is P3,631
P3,997 total
includes taxes & fees
Aug 11 - Aug 12
Motel 6 Roseburg, OR
Super 8 by Wyndham Roseburg
Two single beds with white linens, a desk with TV, and a chair, offering a view of the outdoors.

Super 8 by Wyndham Roseburg

2.5 star property
7.8 out of 10, Good, (1001)
"Nice place for a stay to nearby national parks and Oregon coast."
The price is P4,215
P4,615 total
includes taxes & fees
Sep 2 - Sep 3
Super 8 by Wyndham Roseburg
Howard Johnson by Wyndham Roseburg
Cross Neal Lane Bridge, a historic structure built in 1939, surrounded by lush greenery.

Howard Johnson by Wyndham Roseburg

2.0 star property
7.0 out of 10, Good, (817)
"Very clean and nice people. Location in Roseburg was beautiful and peaceful. "
The price is P4,497
P4,924 total
includes taxes & fees
Sep 2 - Sep 3
Howard Johnson by Wyndham Roseburg
Sleep Inn & Suites Roseburg North Near Medical Center
Enjoy a wide selection of food and beverage options at our buffet, featuring a waffle maker, coffee machine, and fresh fruit juice dispenser.

Sleep Inn & Suites Roseburg North Near Medical Center

2.5 star property
8.0 out of 10, Very Good, (1009)
"Great location, easy check in and friendly staff "
The price is P6,095
P6,674 total
includes taxes & fees
Aug 24 - Aug 25
Sleep Inn & Suites Roseburg North Near Medical Center
Historical John Rast House
Cozy room with a fireplace, chandelier, and comfortable seating area.

Historical John Rast House

3.0 star property
10.0 out of 10, Exceptional, (45)
"The hosts were lovely people. So much history with the house. Clean and comfortable space, great breakfast! Enjoyable stay!! "
The price is P8,208
P10,708 total
includes taxes & fees
Aug 27 - Aug 28
Historical John Rast House
Bell Sister Flats
Enjoy cooking in this well-equipped kitchen with an oven, stainless steel refrigerator, and sleek cabinetry.

Bell Sister Flats

2.0 star property
The price is P22,331
P32,907 total
includes taxes & fees
Aug 7 - Aug 8
Bell Sister Flats
Comfort Inn Roseburg
Welcome to our hotel lobby, featuring a spacious reception area with a comfortable seating space and beautiful artwork on the walls.

Comfort Inn Roseburg

2.5 star property
8.2 out of 10, Very Good, (1003)
"Nice place for the price"
The price is P7,301
P7,995 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Inn Roseburg
Hampton Inn & Suites Roseburg
Welcome to Hampton Inn & Suites, featuring a modern entrance with a prominent sign and flat roof.

Hampton Inn & Suites Roseburg

2.5 star property
9.6 out of 10, Exceptional, (902)
"The complimentary breakfast was the best we had on our 2 week trip. Staff is friendly, everything was clean and we enjoyed the clean pool and hot tub. Hilton & Hampton stays from here on out! "
The price is P11,221
P12,287 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Roseburg
Quality Inn Central Roseburg
Two beds with crisp linens and a decorative runner, a flat-screen TV, and a comfortable armchair by the window.

Quality Inn Central Roseburg

2.5 star property
7.6 out of 10, Good, (662)
"Nice little hotel. It isn't super fancy but met our needs for a place to stay for the night. My son enjoyed the pool facilities."
The price is P5,880
P6,439 total
includes taxes & fees
Sep 4 - Sep 5
Quality Inn Central Roseburg
Rosewood Inn and Suites
Stunning hotel entrance with a clear view into the lobby area, flanked by two potted plants.

Rosewood Inn and Suites

2.5 star property
5.6 out of 10, (69)
"Loved staying here!"
The price is P3,632
P3,977 total
includes taxes & fees
Sep 5 - Sep 6
Rosewood Inn and Suites
Riverfront Inn Roseburg
Escape to a serene lakeside retreat with a tranquil dock and beautifully manicured lawns.

Riverfront Inn Roseburg

2.0 star property
8.6 out of 10, Excellent, (1352)
"Nice place to stay if you are planning to visit Crater Lake."
Riverfront Inn Roseburg
Holiday Inn Express Roseburg by IHG
Indulge in a variety of breakfast options, including omelets, at our buffet.

Holiday Inn Express Roseburg by IHG

2.5 star property
8.8 out of 10, Excellent, (1001)
"The staff was very caring and polite, room had nice view of river moring breafast was excellamt, cinnamon rolls were addictive 😋 "
The price is P10,842
P11,872 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express Roseburg by IHG
Best Western Garden Villa Inn
Experience the grand entrance of this urban hotel, marked by a striking arched overhang supported by multiple beams.

Best Western Garden Villa Inn

2.5 star property
8.0 out of 10, Very Good, (1006)
"Great overnight stay for road trip "
The price is P7,301
P7,995 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Garden Villa Inn
Quick Stop Motel
Two single beds with wooden headboards and white pillows, a nightstand, and a table lamp.

Quick Stop Motel

2.0 star property
7.0 out of 10, Good, (131)
"Right off fwy"
The price is P4,192
P4,255 total
includes taxes & fees
Aug 7 - Aug 8
Quick Stop Motel
Safari Inn
Welcome to 101 B, a charming entrance to a cozy abode.

Safari Inn

2.0 star property
7.6 out of 10, Good, (356)
"I would like to thank Rick from staff for the outstanding reception and support during my stay "
The price is P4,035
P4,378 total
includes taxes & fees
Sep 2 - Sep 3
Safari Inn
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Winchester

Trip time! Discover the local cuisine in Winchester.

See all hotels in Winchester

Top Winchester Hotel Reviews

Safari Inn

Safari Inn

10/10 Excellent
"I would like to thank Rick from staff for the outstanding reception and support during my stay "
Paulo 1-night trip
Posted 19 hours ago
Safari Inn

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 Holiday Inn Express Roseburg by IHG. 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 113 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.