Winchester Hotels

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Top 10 trending Winchester hotels

Riverfront Inn Roseburg

2.0 star property
8.6 out of 10, Excellent, (1230)
"Stayed here many times, great cozy hotel on the river. "
The price is €102
includes taxes & fees
5 Dec - 6 Dec
Riverfront Inn Roseburg

Super 8 by Wyndham Roseburg

2.5 star property
7.6 out of 10, Good, (1000)
"The accessible shower did not have a shower curtain available so water travelled around bathroom floor even whjle being very cautious. Need hooks on door for clothing while showering. The beds were excellent and room quiet, staff very helpful."
The price is €74
includes taxes & fees
15 Dec - 16 Dec
Super 8 by Wyndham Roseburg

Comfort Inn Roseburg

2.5 star property
8.2 out of 10, Very good, (1003)
"The room was spacious, the bed comfortable and we had a real choice of pillows. The fridge, the microwave and the heating/cooling system worked. The bathroom was sparkling. Will definitely stay again. Also, a nice selection of restaurants near by "
The price is €88
includes taxes & fees
8 Dec - 9 Dec
Comfort Inn Roseburg

Sleep Inn & Suites Roseburg North Near Medical Center

2.5 star property
8.0 out of 10, Very good, (1031)
"The staff went above and beyond, the breakfast was hot, fresh and delicious and there's a hot tub. I would definitely stay there again."
The price is €79
includes taxes & fees
8 Dec - 9 Dec
Sleep Inn & Suites Roseburg North Near Medical Center

Best Western Garden Villa Inn

2.5 star property
8.0 out of 10, Very good, (1035)
"Great front desk staff on every shift. Very helpful and friendly. "
The price is €89
includes taxes & fees
1 Dec - 2 Dec
Best Western Garden Villa Inn

Days Inn by Wyndham Roseburg

2.5 star property
6.2 out of 10, (1000)
"Staff were very pleasant. Check in and out a breeze. Room was pretty large, but very dark. Room 212 had a sloping bathroom floor which made for a good conversation"
The price is €65
includes taxes & fees
24 Nov - 25 Nov
Days Inn by Wyndham Roseburg

Hampton Inn & Suites Roseburg

2.5 star property
9.6 out of 10, Exceptional, (808)
"This is always a safe haven off I-5, convenient and lovely."
The price is €159
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Roseburg

Holiday Inn Express Roseburg, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (1033)
"Very nice view."
The price is €126
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Roseburg, an IHG Hotel

Motel 6 Roseburg, OR

2.0 star property
7.2 out of 10, Good, (1003)
"Clean "
The price is €60
includes taxes & fees
15 Dec - 16 Dec
Motel 6 Roseburg, OR

Quality Inn Central Roseburg

2.5 star property
7.6 out of 10, Good, (604)
"Need to improve floor cleaning service."
The price is €68
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Central Roseburg

Baymont by Wyndham Roseburg

2.5 star property
7.0 out of 10, Good, (259)
"Clean and convenient "
The price is €84
includes taxes & fees
28 Nov - 29 Nov
Baymont by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg

2.0 star property
7.0 out of 10, Good, (788)
"We loved the friendly staff and the bathtub was awesome."
The price is €67
includes taxes & fees
24 Nov - 25 Nov
Howard Johnson by Wyndham Roseburg

Tiny House nestled into the Forest on 160 acre Playground.

8.8 out of 10, Excellent, (3)
"We had an amazing time here it was so quite and peaceful and the host were amazing we will be going back"
The price is €167
includes taxes & fees
23 Nov - 24 Nov
Tiny House nestled into the Forest on 160 acre Playground.

Roseburg Inn

2.0 star property
6.0 out of 10, (33)
"We booked it late. Night the office was open and was helpful "
The price is €73
includes taxes & fees
24 Nov - 25 Nov
Roseburg Inn

Bell Sister Flats

2.0 star property
The price is €463
includes taxes & fees
23 Nov - 24 Nov
Bell Sister Flats

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

10.0 out of 10, Exceptional, (21)
"Excellent experience! We were passing through and wanted a cozy experience from multiple hotel stays. Our hosts were outstanding and so friendly, attentive to every little detail to make us feel welcomed and comfortable. An outstanding bed and breakfast experience!"
The price is €222
includes taxes & fees
24 Nov - 25 Nov
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Historical John Rast House

3.0 star property
10.0 out of 10, Exceptional, (34)
"great stay"
Historical John Rast House

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

9.6 out of 10, Exceptional, (21)
"The house was inviting with little touches that made you feel at home. Best night sleep. Host went out of her way to make sure you had everything you would need. It was easy to find and convenient to the highway "
The price is €224
includes taxes & fees
23 Nov - 24 Nov
The Urban Boho Charmer with Private Backyard, BBQ & Hammock

Cozy Roseburg Home w/ Fire Pit + Gas Grill!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Attractive tiny house, well equipped, peaceful neighborhood, convenient to town. Bedroom is a bit small, but living area and bath (with shower and washer/dryer) are good sized. Helpful owner suggested Brix local restaurant we really liked too. Nearby Upper Umpquah waterfalls, hiking, river rafting made a nice vacation."
Cozy Roseburg Home w/ Fire Pit + Gas Grill!

Firewater Lodge Cabin Experience

10.0 out of 10, Exceptional, (45)
"We loved everything about our stay here!! Wonderful communication with our host, clean, and quiet were some of our first impressions! Check-in and checkout were simple and everything I could have thought of as a question is answered for me before I think of it. Open and comfortable living area made for a great movie night. We enjoyed playing in the creek and sitting by the fire pit! The kitchen was fully stocked, so appreciated! The beds provided plenty of space for all of us and everyone...
Firewater Lodge Cabin Experience
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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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 Sleep Inn & Suites Roseburg North Near Medical Center. See all available top hotels, or vacation rentals in Winchester.

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

Sophisticated Bungalow, Sparkling clean!: This holiday home rental outside of Winchester is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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 93 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.