Winchester Hotels from S$97

    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
17 Jul - 18 Jul
Tomorrow
18 Jul - 19 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

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, (212)
"It was a nice stay"
The price is S$129
includes taxes & fees
25 Jul - 26 Jul
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 S$209
includes taxes & fees
7 Aug - 8 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, (1000)
"Always stay here when in sutherlin, staff is always nice and the rooms are always clean"
The price is S$99
includes taxes & fees
21 Jul - 22 Jul
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, (1004)
"Simple and comfortable stay. "
The price is S$99
includes taxes & fees
3 Aug - 4 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, (1005)
"Nice place for a stay to nearby national parks and Oregon coast."
The price is S$101
includes taxes & fees
11 Aug - 12 Aug
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, (814)
"Great place to stay for the price. Was in town for work for the week. Room was clean, everything worked, staff was friendly and helpful and always available "
The price is S$114
includes taxes & fees
17 Aug - 18 Aug
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, (1001)
"Great place stay"
The price is S$149
includes taxes & fees
10 Aug - 11 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, (42)
"Friendly people. Comfortable bed. Good breakfast. Lots of history in the house and owners very knowledgeable of it."
The price is S$248
includes taxes & fees
3 Aug - 4 Aug
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 S$640
includes taxes & fees
9 Aug - 10 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)
"We were pleased with the location and cleanliness of the room and lobby."
The price is S$175
includes taxes & fees
3 Aug - 4 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, (892)
"Great hotel very clean and professional staff "
The price is S$280
includes taxes & fees
14 Aug - 15 Aug
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, (652)
"This place was okay place to stay"
The price is S$130
includes taxes & fees
17 Aug - 18 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, (59)
"Loved staying here!"
The price is S$97
includes taxes & fees
30 Jul - 31 Jul
Rosewood Inn and Suites
Baymont by Wyndham Roseburg
Two single beds with comfortable bedding, a desk, chair, TV, and lamp.

Baymont by Wyndham Roseburg

2.5 star property
7.2 out of 10, Good, (325)
"Fairly basic clean motel in convenient central location. Close to downtown, parks & freeway access. Good little breakfast, nice staff "
Baymont by Wyndham Roseburg
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, (1332)
"Friendly staff, great stay!"
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, (1000)
"Beautiful view. Excellent location!"
The price is S$220
includes taxes & fees
20 Jul - 21 Jul
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, (1005)
"Easy check in. Enjoyed our stay"
The price is S$162
includes taxes & fees
23 Jul - 24 Jul
Best Western Garden Villa Inn
The Green Tree Hotel
Enjoy dining in a traditional Mexican setting with leather booths and tables, surrounded by vibrant decor and a ceiling fan.

The Green Tree Hotel

2.5 star property
6.8 out of 10, (173)
"my stay was quick and good"
The price is S$171
includes taxes & fees
4 Aug - 5 Aug
The Green Tree Hotel
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, (126)
"If your main objective is to get a safe, simple, clean room with a good bed, only a few rooms where you can park your vehicle literally 3' from your door, this old style roadside hotel is for you. The family that runs the place lives in one of the units, and took care to give me a middle room as I was a female traveling solo. Carpet, upholstery, bedding, fridge, microwave all looked new. Bathroom had new toilet, clean shower and sink. Bring your own food. "
The price is S$105
includes taxes & fees
19 Jul - 20 Jul
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, (353)
"A quiet little place . Just right down the street from wildlife Safari . "
The price is S$110
includes taxes & fees
21 Jul - 22 Jul
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

Riverfront Inn Roseburg

Riverfront Inn Roseburg

10/10 Excellent
"Awesome stay"
Carlos 1-night trip
Posted 2 days ago
Riverfront Inn Roseburg

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.

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 115 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.