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7 Aug - 8 Aug
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8 Aug - 10 Aug
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15 Aug - 17 Aug

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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, (214)
"It was a nice stay"
The price is €70
includes taxes & fees
10 Aug - 11 Aug
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, (1002)
"Great breakfast."
The price is €139
includes taxes & fees
13 Aug - 14 Aug
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, (999)
"Absolutely a great peaceful night stay… clean and comfortable great front desk staff!"
The price is €44
includes taxes & fees
27 Aug - 28 Aug
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, (1001)
"Simple and comfortable stay. "
The price is €62
includes taxes & fees
11 Aug - 12 Aug
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, (1003)
"Nice place for a stay to nearby national parks and Oregon coast."
The price is €68
includes taxes & fees
7 Sept - 8 Sept
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 €72
includes taxes & fees
2 Sept - 3 Sept
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, (1002)
"Great location, easy check in and friendly staff "
The price is €100
includes taxes & fees
24 Aug - 25 Aug
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!! "
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 €489
includes taxes & fees
8 Aug - 9 Aug
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, (1004)
"Nice place for the price"
The price is €119
includes taxes & fees
17 Aug - 18 Aug
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, (903)
"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 €167
includes taxes & fees
7 Sept - 8 Sept
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, (663)
"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 €97
includes taxes & fees
13 Aug - 14 Aug
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, (71)
"Loved staying here!"
The price is €59
includes taxes & fees
5 Sept - 6 Sept
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, (1353)
"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 €167
includes taxes & fees
7 Sept - 8 Sept
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, (1000)
"Great overnight stay for road trip "
The price is €121
includes taxes & fees
2 Sept - 3 Sept
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 €63
includes taxes & fees
8 Aug - 9 Aug
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 €65
includes taxes & fees
2 Sept - 3 Sept
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.
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Learn more about Winchester

Trip time! Discover the local cuisine in Winchester.

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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 2 days 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 traveller data. Other good choices 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.

What are some of the best holiday rentals that Winchester has to offer?


~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath: This holiday home rental outside of Winchester offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all vacation rentals in Winchester.

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

Yes! Most hotel bookings are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What are some hotels with pools in Winchester?

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

What's it like to stay in Winchester?

Visitors can enjoy all that Winchester has to offer, including its restaurants. There are 113 hotels and other accommodation options in the surrounding area. Find out more about Winchester.

What are the top places to visit in Winchester?

A favourite place to visit is North Umpqua River. You'll also find Stewart Park and Melrose Vineyards in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and February, with an average of 5°C. Average annual precipitation for Winchester is 1255 mm.