Hotels in Winchester

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Check prices for these dates

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

Where to stay in Winchester?

BBQ/picnic area

Riverfront Inn Roseburg

Riverfront Inn Roseburg
2.0 star property
Roseburg
8.6 out of 10, Excellent, (1,475 reviews)
The price is $114
$125 total
includes taxes & fees
Jun 10 - Jun 11
Riverfront Inn Roseburg
Suite, 1 King Bed, Non Smoking (with Sofabed) | Bathroom | Hair dryer, towels

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,008 reviews)
The price is $80
$88 total
includes taxes & fees
Jun 10 - Jun 11
SureStay by Best Western Roseburg
Lobby

The Ranch Motel

The Ranch Motel
2.0 star property
Oakland
9.2 out of 10, Wonderful, (99 reviews)
The price is $102
$104 total
includes taxes & fees
Jun 10 - Jun 11
The Ranch Motel
Indoor pool

Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,006 reviews)
This well-positioned hotel offers an indoor pool and complimentary breakfast, parking, and WiFi. Hike or mountain bike on nearby trails, or visit local attractions like Umpqua Valley Tennis Center and Stewart Park. Travelers consistently praise the quiet setting, helpful staff, and clean rooms.
The price is $82
$90 total
includes taxes & fees
Jun 21 - Jun 22
Super 8 by Wyndham Roseburg
Lobby sitting area

Rice Hill Inn

Rice Hill Inn
2.0 star property
Oakland
7.8 out of 10, Good, (264 reviews)
Wake up in the peaceful Oakland countryside at this welcoming inn. Enjoy free WiFi and parking while exploring nearby hiking and mountain biking trails. MarshAnne Landing attraction awaits just minutes away, and the helpful staff receives consistent praise from fellow travelers.
The price is $59
$60 total
includes taxes & fees
Jun 20 - Jun 21
Rice Hill Inn
Exterior

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1,003 reviews)
Just off the highway in Sutherlin, this welcoming hotel offers an indoor pool for year-round swimming and free breakfast to start your day. Explore nearby Umpqua Golf Resort or unwind in rooms with complimentary WiFi after a workout in the fitness center.
The price is $128
$140 total
includes taxes & fees
Jun 10 - Jun 11
Best Western Plus Hartford Lodge
Lobby

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.4 out of 10, Very Good, (1,006 reviews)
This golf-adjacent hotel offers quiet rooms with refrigerators and microwaves. Enjoy the indoor pool and soothing hot tub after exploring nearby Stewart Park. Free breakfast, WiFi, and parking complement the helpful staff and convenient location.
The price is $123
$134 total
includes taxes & fees
Jun 14 - Jun 15
Comfort Inn Roseburg
Property entrance

Safari Inn

Safari Inn
2.0 star property
Winston
7.6 out of 10, Good, (376 reviews)
The price is $70
$76 total
includes taxes & fees
Jun 12 - Jun 13
Safari Inn
Exterior

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1,010 reviews)
Located right off the interstate but surprisingly quiet, this well-maintained Roseburg hotel offers a relaxing hot tub and complimentary breakfast. Nearby Stewart Park and Umpqua Valley Tennis Center provide recreation options, while helpful staff ensure a pleasant stay.
The price is $97
$106 total
includes taxes & fees
Jun 10 - Jun 11
Best Western Garden Villa Inn
Porch

C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
9.8 out of 10, Exceptional, (9 reviews)
The price is $206
$209 total
includes taxes & fees
Jun 30 - Jul 1
C.H. Bailey House
Property grounds

Quick Stop Motel

Quick Stop Motel
2.0 star property
Myrtle Creek
6.8 out of 10, (137 reviews)
Nestled in Myrtle Creek, this simple motel offers free WiFi and parking with daily housekeeping service. Explore nearby Pyrenees Vineyard & Cellars or enjoy the South Umpqua River during your affordable Oregon getaway.
The price is $59
$69 total
includes taxes & fees
Jun 22 - Jun 23
Quick Stop Motel
Lobby

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.8 out of 10, Good, (1,000 reviews)
The price is $80
$88 total
includes taxes & fees
Jun 18 - Jun 19
Motel 6 Roseburg, OR
Property amenity

Holiday Inn Express And Suites Roseburg North By Ihg

Holiday Inn Express And Suites Roseburg North By Ihg
2.5 star property
Roseburg
9.8 out of 10, Exceptional, (25 reviews)
The price is $224
$245 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express And Suites Roseburg North By Ihg
Basic Double Room | 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, (360 reviews)
Discover comfort in Roseburg at this hotel near Stewart Park and Umpqua Valley Tennis Center. Enjoy a complimentary full breakfast each morning, work out in the 24-hour fitness center, and take advantage of free WiFi and parking during your stay.
The price is $98
$107 total
includes taxes & fees
Jul 9 - Jul 10
Umpqua Valley Hotel
Exterior

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (718 reviews)
Just a short drive from Wildlife Safari, this friendly hotel offers complimentary full breakfast and parking. Take a swim in the seasonal outdoor pool after exploring nearby Stewart Park and Umpqua Valley Tennis Center.
The price is $89
$98 total
includes taxes & fees
Jun 15 - Jun 16
Quality Inn Central Roseburg
Front of property

Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
9.8 out of 10, Exceptional, (50 reviews)
Beautifully restored period architecture welcomes you to this authentic getaway in Roseburg. Enjoy hiking trails, kayaking, and rafting nearby while taking advantage of free WiFi and parking. Douglas County Museum and Stewart Park are just minutes away.
The price is $149
$193 total
includes taxes & fees
Jun 15 - Jun 16
Historical John Rast House
Exterior

The Lodge at Roseburg

The Lodge at Roseburg
2.5 star property
Roseburg
8.8 out of 10, Excellent, (1,010 reviews)
Unwind at this quiet riverside retreat with mountain and city views from lake-facing rooms. Just 15 minutes from Wildlife Safari, enjoy the indoor pool, fitness center, and garden terrace. Stewart Park and Umpqua Valley Tennis Center are located nearby.
The price is $202
$221 total
includes taxes & fees
Jun 14 - Jun 15
The Lodge at Roseburg
Fireplace

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg
2.5 star property
Roseburg
9.6 out of 10, Exceptional, (993 reviews)
This comfortable hotel provides free WiFi, self parking, and daily buffet breakfast from 6:00 AM to 10:00 AM. The indoor pool offers year-round relaxation, with Umpqua Valley Tennis Center and Stewart Park just moments away.
The price is $226
$247 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn & Suites Roseburg
Exterior

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (834 reviews)
Discover a quiet retreat in Roseburg where helpful staff earn top marks from travelers. This motel offers free WiFi and parking, with a 24-hour front desk for convenience. Stewart Park and Umpqua Valley Tennis Center await just minutes away.
The price is $80
$88 total
includes taxes & fees
Jun 14 - Jun 15
Howard Johnson by Wyndham Roseburg
Deluxe Apartment, City View | Bathroom

Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is $315
$422 total
includes taxes & fees
Jun 10 - Jun 11
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.
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Check out reviews of Winchester hotels guests love

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

10/10 Excellent
"Nice place to stay. Would recommend"
Abel 2-night trip
Posted less than an hour ago
Hampton Inn & Suites Roseburg

Frequently asked questions

What accommodations do travelers recommend in Winchester?
Guests like Riverfront Inn Roseburg, SureStay by Best Western Roseburg and Super 8 by Wyndham Roseburg.
Can I book refundable accommodations in Winchester?
If you need the flexibility to change your plans to Winchester, most hotels offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Winchester be like during my trip?
August and July are typically the warmest months in Winchester when the average temp is 64°F. December and February are the coldest months when the average temperature is 41°F. December and March are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.