Winchester Hotels from S$71

  • 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 prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Winchester hotels

Rice Hill Inn

2.0 star property
7.6 out of 10, Good, (199)
"Could use an update. New paint, flooring, matttresses."
The price is S$109
includes taxes & fees
2 Apr - 3 Apr
Rice Hill Inn

The Ranch Motel by OYO Oakland I-5

2.0 star property
9.0 out of 10, Wonderful, (54)
"Although it is of course a bit dated, the staff is friendly and accommodating. Overall a pleasant stay."
The price is S$108
includes taxes & fees
22 Mar - 23 Mar
The Ranch Motel by OYO Oakland I-5

Best Western Plus Hartford Lodge

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Staff at front desk are always amazing & very helpful "
The price is S$151
includes taxes & fees
16 Apr - 17 Apr
Best Western Plus Hartford Lodge

Motel 6 Sutherlin, OR

2.0 star property
7.6 out of 10, Good, (985)
"Excellent "
The price is S$79
includes taxes & fees
22 Mar - 23 Mar
Motel 6 Sutherlin, OR

Motel 6 Roseburg, OR

2.0 star property
7.4 out of 10, Good, (1000)
"Watch planes take off"
The price is S$79
includes taxes & fees
31 Mar - 1 Apr
Motel 6 Roseburg, OR

Super 8 by Wyndham Roseburg

2.5 star property
7.6 out of 10, Good, (1004)
"Clean and safe "
The price is S$89
includes taxes & fees
26 Mar - 27 Mar
Super 8 by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg

2.0 star property
7.0 out of 10, Good, (799)
"Very easy to check in online. Staff was very pleasant and had keys ready when we arrived. Older building but was very clean. Minor problems with a loose tap . Some towels need to be replaced as they very very rough and thin. Not very white ( grey looking) ."
The price is S$79
includes taxes & fees
30 Mar - 31 Mar
Howard Johnson by Wyndham Roseburg

Sleep Inn & Suites Roseburg North Near Medical Center

2.5 star property
8.0 out of 10, Very good, (1003)
"All amenities available for a travel night with a good breakfast included."
The price is S$111
includes taxes & fees
8 Apr - 9 Apr
Sleep Inn & Suites Roseburg North Near Medical Center

Historical John Rast House

3.0 star property
10.0 out of 10, Exceptional, (34)
"great stay"
The price is S$230
includes taxes & fees
2 Apr - 3 Apr
Historical John Rast House

Bell Sister Flats

2.0 star property
The price is S$703
includes taxes & fees
31 Mar - 1 Apr
Bell Sister Flats

Comfort Inn Roseburg

2.5 star property
8.2 out of 10, Very good, (1004)
"Nice place. I would be happy to stay there again."
The price is S$130
includes taxes & fees
13 Apr - 14 Apr
Comfort Inn Roseburg

Hampton Inn & Suites Roseburg

2.5 star property
9.6 out of 10, Exceptional, (861)
"Clean and easy to access. "
The price is S$222
includes taxes & fees
27 Mar - 28 Mar
Hampton Inn & Suites Roseburg

Quality Inn Central Roseburg

2.5 star property
7.6 out of 10, Good, (620)
"Super clean. Excellent Thai cuisine close bun "
The price is S$112
includes taxes & fees
28 Mar - 29 Mar
Quality Inn Central Roseburg

Rosewood inn and suites

2.5 star property
9.0 out of 10, Wonderful, (4)
"Good staff. Easy check out. "
The price is S$71
includes taxes & fees
23 Mar - 24 Mar
Rosewood inn and suites

Baymont by Wyndham Roseburg

2.5 star property
7.0 out of 10, Good, (277)
"Economical room, but it had great toiletries, the most comfortable hotel bed I've slept in in years, and the staff was friendly and helpful from check in and check out. Great shpwer with good water pressure and close to town amenities. I would highly recommend this as an overnight stop on a longer trip, or as a place to stay when you're enjoying the town. "
The price is S$88
includes taxes & fees
28 Mar - 29 Mar
Baymont by Wyndham Roseburg

Riverfront Inn Roseburg

2.0 star property
8.6 out of 10, Excellent, (1244)
"One night on our way to San Francisco. The staff is great and the room was adequate for our stay. Microwave, coffee maker, frig. We had a dog with us and the extra fee was reasonable and included an extra sheet to place on top of the bed plus pet treats and other helpful items. The room was clean and everything worked. We have stayed here before and most likely will stay again. "
The price is S$151
includes taxes & fees
30 Mar - 31 Mar
Riverfront Inn Roseburg

Holiday Inn Express Roseburg by IHG

2.5 star property
8.8 out of 10, Excellent, (1002)
"i definitely recommend staying here, it was amazing"
The price is S$191
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Express Roseburg by IHG

Best Western Garden Villa Inn

2.5 star property
8.0 out of 10, Very good, (1000)
"Our stay here in March for 1 night was great. Room was clean, both queen beds were comfy. Water pressure was great!! Ha"
The price is S$118
includes taxes & fees
13 Apr - 14 Apr
Best Western Garden Villa Inn

The Green Tree Hotel

2.5 star property
6.8 out of 10, (173)
"I was happy to find that the room was very clean and the food was really good at the Mexican restaurant downstairs. The staff were friendly and helpful."
The price is S$177
includes taxes & fees
3 Apr - 4 Apr
The Green Tree Hotel

Quick Stop Motel

2.0 star property
7.0 out of 10, Good, (122)
"Great "
The price is S$100
includes taxes & fees
21 Mar - 22 Mar
Quick Stop Motel
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

Learn more about Winchester

Trip time! Discover the local cuisine in Winchester.

Frequently asked questions

Where is the best place for a stay in Winchester?

Holiday Inn Express Roseburg by IHG, 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 Riverfront Inn Roseburg and Best Western Garden Villa Inn. 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 107 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 Melrose Vineyards and Reustle Prayer Rock 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.