Compare Cheap 3 Star Hotels
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Winchester Hotels
Singing Waters at N. Umpqua
Roseburg North OR
1.52 mi from city center
Located in Roseburg North, this vacation home is on the waterfront, within a 15-minute drive of Winchester Dam and North Umpqua River.
Kitchen
Washer
Riverfront Inn Roseburg
315 W Harvard Ave Roseburg OR
$99 nightly
The price is $108 total per night
$108 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.64 mi from city center
With a stay at Riverfront Inn Roseburg, you'll be centrally located in Roseburg, within a 15-minute drive of Wildlife Safari and Harvard Medical Park.
Pool
Breakfast included
Super 8 by Wyndham Roseburg
3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR
$66 nightly
The price is $73 total per night
$73 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.22 mi from city center
When you stay at Super 8 by Wyndham Roseburg in Roseburg, you'll be near the airport, within a 5-minute drive of Mercy Medical Center and North Umpqua River.
Pool
Breakfast included
Holiday Inn Express Roseburg by IHG
375 Harvard Blvd Roseburg OR
$105 nightly
The price is $115 total per night
$115 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
4.64 mi from city center
With a stay at Holiday Inn Express Roseburg by IHG, you'll be centrally located in Roseburg, within a 15-minute drive of Wildlife Safari and Stewart Park.
Pool
Breakfast included
Comfort Inn Roseburg
1539 NW Mullholland Drive Roseburg OR
$81 nightly
The price is $89 total per night
$89 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.56 mi from city center
With a stay at Comfort Inn Roseburg, you'll be centrally located in Roseburg, within a 15-minute drive of Wildlife Safari and South Umpqua River.
Pool
Hot Tub
Motel 6 Roseburg, OR
3100 Nw Aviation Dr Roseburg OR
$56 nightly
The price is $61 total per night
$61 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
2.19 mi from city center
With a stay at Motel 6 Roseburg, OR in Roseburg, you'll be within a 5-minute drive of Mercy Medical Center and South Umpqua River.
Pet friendly
Parking included
Hampton Inn & Suites Roseburg
1620 Nw Mulholland Dr Roseburg OR
$146 nightly
The price is $160 total per night
$160 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.5 mi from city center
With a stay at Hampton Inn & Suites Roseburg in Roseburg, you'll be within a 15-minute drive of Wildlife Safari and South Umpqua River.
Pool
Breakfast included
Motel 6 Sutherlin, OR
1400 Hospitality Way Sutherlin OR
$48 nightly
The price is $53 total per night
$53 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
7.29 mi from city center
When you stay at Motel 6 Sutherlin, OR in Sutherlin, you'll be in the business district, within a 5-minute drive of Umpqua Golf Resort and Central Park.
Pet friendly
Parking included
Best Western Garden Villa Inn
760 NW Garden Valley Boulevard Roseburg OR
$84 nightly
The price is $92 total per night
$92 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.62 mi from city center
A stay at Best Western Garden Villa Inn places you in the heart of Roseburg, within a 5-minute drive of South Umpqua River and Stewart Park.
Pool
Hot Tub
Best Western Plus Hartford Lodge
150 Myrtle St Sutherlin OR
$97 nightly
The price is $106 total per night
$106 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.53 mi from city center
A stay at Best Western Plus Hartford Lodge places you in the heart of Sutherlin, within a 5-minute drive of Umpqua Golf Resort and Central Park.
Breakfast included
Pet friendly
Quality Inn Central Roseburg
427 Nw Garden Valley Blvd Roseburg OR
$71 nightly
The price is $78 total per night
$78 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.66 mi from city center
With a stay at Quality Inn Central Roseburg in Roseburg, you'll be in the business district, within a 15-minute drive of Wildlife Safari and South Umpqua River.
Pool
Breakfast included
Rosewood Inn and Suites
790 NW Garden Valley Blvd Roseburg OR
$65 nightly
The price is $71 total per night
$71 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.39 mi from city center
A stay at Rosewood Inn and Suites places you in the heart of Roseburg, within a 5-minute drive of South Umpqua River and Umpqua Valley Tennis Center.
Pool
Breakfast included
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Winchester hotels essential information
Accommodation | 119 hotels |
|---|---|
Lowest Price | $53 |
Highest Price | $160 |
Popular hotels | Singing Waters at N. Umpqua, Riverfront Inn Roseburg, Super 8 by Wyndham Roseburg, Holiday Inn Express Roseburg by IHG, Comfort Inn Roseburg, Motel 6 Roseburg, OR, Hampton Inn & Suites Roseburg, Motel 6 Sutherlin, OR, Best Western Garden Villa Inn, Best Western Plus Hartford Lodge, Quality Inn Central Roseburg, Rosewood Inn and Suites |
Most Recent Winchester Hotel Reviews
Super 8 by Wyndham Roseburg
5 out of 5
Posted 7 days ago
CheapTickets Verified Review
"The room was clean the beds were very comfortable and the staff was very nice♥️ I would stay here again!!"
A verified traveler stayed at Super 8 by Wyndham Roseburg
Top 20 Winchester Hotels
Hotels Near Winchester
Cities near Winchester
Top Picks
Hotels
- Hotels in Gearhart
- 4 Star Hotels in Grants Pass
- Hotels in Hillsboro
- Hotels in Eugene
- Hotels in La Pine
- Hotels in Bend
- Hotels in Astoria
- Hotels in Cave Junction
- Hotels in Woodburn
- Hotels in Cascade Locks
- Hotels in Medford
- Hotels in Madras
- Hotels in Seaside
- Hotels in Cannon Beach
- Hotels in Salem
- Hotels in Coos Bay
- Hotels in St. Helens
- Hotels in Forest Grove
Flights
Packages