Winchester Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 12 - Nov 13
Tomorrow
Nov 13 - Nov 14
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

In-room safe, desk, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

2.5 star property
Roseburg
7.8 out of 10, Good, (1001)
"The staff was wonderful and the room was very clean."
United States
Lisa
The price is P3,809
P4,170 total
includes taxes & fees
Nov 18 - Nov 19
Super 8 by Wyndham Roseburg
Lobby
Comfort Inn Roseburg

Comfort Inn Roseburg

2.5 star property
Roseburg
8.2 out of 10, Very Good, (1003)
"Very friendly, polite, accommodating, clean and comfortable. "
United States
Lolita
The price is P5,353
P5,862 total
includes taxes & fees
Dec 7 - Dec 8
Comfort Inn Roseburg
Down comforters, pillowtop beds, in-room safe, desk
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1000)
"Clean room great staff only place to stay when your in this area "
United States
Kim
The price is P5,706
P6,248 total
includes taxes & fees
Dec 13 - Dec 14
Best Western Plus Hartford Lodge
Exterior
Best Western Garden Villa Inn

Best Western Garden Villa Inn

2.5 star property
Roseburg
8.0 out of 10, Very Good, (1005)
"Great "
United States
Elijah
The price is P5,112
P5,598 total
includes taxes & fees
Nov 18 - Nov 19
Best Western Garden Villa Inn
Exterior
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2.0 star property
Roseburg
8.6 out of 10, Excellent, (1422)
"Great park, walkable 24 hour stay."
United States
Julie
Riverfront Inn Roseburg
Desk, blackout drapes, iron/ironing board, free WiFi
Umpqua Valley Hotel

Umpqua Valley Hotel

2.5 star property
Roseburg
7.2 out of 10, Good, (340)
"Good accommodations above the street-level parking. (No elevator) Decent breakfast. Clean, comfortable and quiet."
United States
Alan
The price is P3,927
P4,300 total
includes taxes & fees
Nov 13 - Nov 14
Umpqua Valley Hotel
Exterior
Rosewood Inn and Suites

Rosewood Inn and Suites

2.5 star property
Roseburg
5.8 out of 10, (112)
"Loved staying here!"
United States
Leisha
The price is P3,478
P3,809 total
includes taxes & fees
Nov 13 - Nov 14
Rosewood Inn and Suites
Exterior
Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

2.5 star property
Roseburg
9.6 out of 10, Exceptional, (945)
"Always love staying here "
United States
Jake
The price is P7,971
P8,728 total
includes taxes & fees
Dec 5 - Dec 6
Hampton Inn & Suites Roseburg
Terrace/patio
Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

2.0 star property
Sutherlin
7.6 out of 10, Good, (1000)
"Very pet friendly, quiet, great bed, we had a great night's sleep and the staff were very kind, helpful and accomodating."
Canada
Anna
The price is P3,184
P3,504 total
includes taxes & fees
Dec 7 - Dec 8
Motel 6 Sutherlin, OR
Reception
Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

2.0 star property
Roseburg
7.4 out of 10, Good, (1002)
"It’s a very safe and clean place to stay "
United States
Carol
The price is P3,429
P3,774 total
includes taxes & fees
Nov 19 - Nov 20
Motel 6 Roseburg, OR
Exterior
Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg

2.0 star property
Roseburg
7.0 out of 10, Good, (820)
"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 "
United States
Joseph
The price is P3,833
P4,197 total
includes taxes & fees
Nov 13 - Nov 14
Howard Johnson by Wyndham Roseburg
Exterior
Rice Hill Inn

Rice Hill Inn

2.0 star property
Oakland
7.6 out of 10, Good, (229)
"Check in was fast, front desk gal was friendly, room was clean, AC worked. Quick stop while traveling and it stored our needs and was a great price. Beds are not the most comfortable but it was adequate for what we paid. I felt safe as a woman traveling alone with kids "
United States
Tiara
The price is P4,776
P4,847 total
includes taxes & fees
Nov 16 - Nov 17
Rice Hill Inn
Free daily buffet breakfast
Holiday Inn Express Roseburg by IHG

Holiday Inn Express Roseburg by IHG

2.5 star property
Roseburg
8.8 out of 10, Excellent, (1000)
"We we're pleasantly surprised by how gorgeous the river view was. Breakfast buffet was a great perk as well! "
United States
Mackenzie
The price is P6,662
P7,295 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express Roseburg by IHG
Property entrance
Safari Inn

Safari Inn

2.0 star property
Winston
7.6 out of 10, Good, (370)
"They check-in and check out was easy. The staff was very polite "
United States
Mitch
The price is P3,538
P3,839 total
includes taxes & fees
Nov 14 - Nov 15
Safari Inn
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Quality Inn Central Roseburg

Quality Inn Central Roseburg

2.5 star property
Roseburg
7.6 out of 10, Good, (698)
"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is P4,538
P4,969 total
includes taxes & fees
Dec 9 - Dec 10
Quality Inn Central Roseburg
Desk, free WiFi
Quick Stop Motel

Quick Stop Motel

2.0 star property
Myrtle Creek
6.8 out of 10, (135)
"Right off fwy"
United States
Dennis
The price is P3,921
P3,980 total
includes taxes & fees
Nov 14 - Nov 15
Quick Stop Motel
Lobby sitting area
Historical John Rast House

Historical John Rast House

3.0 star property
Roseburg
10.0 out of 10, Exceptional, (48)
"Very nice place to stay with a real focus on sharing history of the house and the town. We loved it!"
United States
PHILLIP
The price is P7,907
P10,428 total
includes taxes & fees
Dec 4 - Dec 5
Historical John Rast House
Outdoor spa tub
C.H. Bailey House

C.H. Bailey House

2.0 star property
Roseburg
The price is P14,960
P15,184 total
includes taxes & fees
Nov 13 - Nov 14
C.H. Bailey House
Private kitchen
Bell Sister Flats

Bell Sister Flats

2.0 star property
Roseburg
The price is P22,841
P29,531 total
includes taxes & fees
Nov 13 - Nov 14
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Comfort Inn Roseburg

Comfort Inn Roseburg

10/10 Excellent
"Courteous staff and cleanly all around. Convenient location to I-5 and the Wildlife Safari.,"
Evelyn 2-night trip
Posted 16 hours ago
Comfort Inn Roseburg

More cheap stays in Winchester

Riverfront Inn Roseburg

Riverfront Inn Roseburg

315 W Harvard Ave, Roseburg, OR
Get rates
8.4/10 Very Good! (1,419 reviews)

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 traveler data. Two other options for your stay in the area are Holiday Inn Express Roseburg by IHG and Motel 6 Roseburg, OR. See all available top hotels, or vacation rentals in Winchester.
What's the top vacation rental in Winchester?
River Vista Vacation Homes: This vacation home rental outside Winchester is located on a river and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What's it like staying in Winchester?
Visitors can enjoy all that Winchester has to offer including its restaurants. There are 117 hotels and other accommodations in the surrounding area. Find out more about Winchester.
What should I do while I'm visiting Winchester?
A favorite place to visit is North Umpqua River. You'll also find Melrose Vineyards and Reustle Prayer Rock Vineyards in the area. Check out what more to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. Average annual precipitation for Winchester is 49 inches.

Explore a world of travel with Expedia