Winchester Hotels from S$100

    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
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Winchester hotels

Best Western Plus Hartford Lodge
1 bedroom, down duvets, pillow-top beds, in-room safe

Best Western Plus Hartford Lodge

2.5 star property
9.0 out of 10, Wonderful, (1003)
"I love the the breakfast, and the friendly staff"
The price is S$207
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus Hartford Lodge
Historical John Rast House
Property grounds

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$218
includes taxes & fees
15 Jul - 16 Jul
Historical John Rast House
Riverfront Inn Roseburg
BBQ/picnic Area

Riverfront Inn Roseburg

2.0 star property
8.6 out of 10, Excellent, (1315)
"Friendly staff, great stay!"
Riverfront Inn Roseburg
The Ranch Motel by OYO Oakland I-5
Reception

The Ranch Motel by OYO Oakland I-5

2.0 star property
9.0 out of 10, Wonderful, (76)
"Great stay! "
The price is S$158
includes taxes & fees
8 Jul - 9 Jul
The Ranch Motel by OYO Oakland I-5
Hampton Inn & Suites Roseburg
Exterior

Hampton Inn & Suites Roseburg

2.5 star property
9.6 out of 10, Exceptional, (891)
"Great hotel very clean and professional staff "
The price is S$277
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn & Suites Roseburg
Holiday Inn Express Roseburg by IHG
Exterior

Holiday Inn Express Roseburg by IHG

2.5 star property
8.8 out of 10, Excellent, (1004)
"Beautiful view. Excellent location!"
The price is S$246
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Roseburg by IHG
Comfort Inn Roseburg
Lobby

Comfort Inn Roseburg

2.5 star property
8.2 out of 10, Very good, (1003)
"We were pleased with the location and cleanliness of the room and lobby."
The price is S$185
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn Roseburg
Super 8 by Wyndham Roseburg
In-room safe, desk, iron/ironing board, free cots/infant beds

Super 8 by Wyndham Roseburg

2.5 star property
7.8 out of 10, Good, (1009)
"It’s a nice stay"
The price is S$100
includes taxes & fees
3 Aug - 4 Aug
Super 8 by Wyndham Roseburg
Best Western Garden Villa Inn
Exterior

Best Western Garden Villa Inn

2.5 star property
8.0 out of 10, Very good, (1003)
"Very clean and comforting. "
The price is S$189
includes taxes & fees
14 Jul - 15 Jul
Best Western Garden Villa Inn
Safari Inn
Property entrance

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$97
includes taxes & fees
8 Jul - 9 Jul
Safari Inn
Sleep Inn & Suites Roseburg North Near Medical Center
Exterior

Sleep Inn & Suites Roseburg North Near Medical Center

2.5 star property
8.0 out of 10, Very good, (1005)
"Great place stay"
The price is S$142
includes taxes & fees
20 Jul - 21 Jul
Sleep Inn & Suites Roseburg North Near Medical Center
Motel 6 Roseburg, OR
Reception

Motel 6 Roseburg, OR

2.0 star property
7.4 out of 10, Good, (1003)
"Location was great"
The price is S$118
includes taxes & fees
20 Jul - 21 Jul
Motel 6 Roseburg, OR
Rice Hill Inn
Terrace/patio

Rice Hill Inn

2.0 star property
7.6 out of 10, Good, (211)
"It was a nice stay"
The price is S$128
includes taxes & fees
8 Jul - 9 Jul
Rice Hill Inn
Baymont by Wyndham Roseburg
Desk, blackout curtains, iron/ironing board, free WiFi

Baymont by Wyndham Roseburg

2.5 star property
7.2 out of 10, Good, (318)
"Fairly basic clean motel in convenient central location. Close to downtown, parks & freeway access. Good little breakfast, nice staff "
The price is S$116
includes taxes & fees
13 Jul - 14 Jul
Baymont by Wyndham Roseburg
Quality Inn Central Roseburg
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Quality Inn Central Roseburg

2.5 star property
7.6 out of 10, Good, (647)
"This place was okay place to stay"
The price is S$129
includes taxes & fees
4 Aug - 5 Aug
Quality Inn Central Roseburg
Motel 6 Sutherlin, OR
Terrace/patio

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$112
includes taxes & fees
27 Jul - 28 Jul
Motel 6 Sutherlin, OR
Howard Johnson by Wyndham Roseburg
Bathroom

Howard Johnson by Wyndham Roseburg

2.0 star property
7.0 out of 10, Good, (811)
"Despite having a breakfast area, the lobby was lock and there was no food service Sunday AM. The room was quite dated and there were stains on the carpet."
The price is S$105
includes taxes & fees
3 Aug - 4 Aug
Howard Johnson by Wyndham Roseburg
Rosewood Inn and Suites
Exterior

Rosewood Inn and Suites

2.5 star property
5.8 out of 10, (54)
"Loved staying here!"
The price is S$119
includes taxes & fees
14 Jul - 15 Jul
Rosewood Inn and Suites
The Green Tree Hotel
Restaurant

The Green Tree Hotel

2.5 star property
6.8 out of 10, (173)
"my stay was quick and good"
The price is S$170
includes taxes & fees
3 Aug - 4 Aug
The Green Tree Hotel
Bell Sister Flats
Private kitchen

Bell Sister Flats

2.0 star property
The price is S$646
includes taxes & fees
16 Jul - 17 Jul
Bell Sister Flats
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

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 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.