Search B&B in Winchester

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 2 B&B in Winchester with updated reviews, rates, and availability.

Riverfront Inn Roseburg
BBQ/picnic area

Riverfront Inn Roseburg

2.0 star property
8.6 out of 10, Excellent, (1248)
"Simple, clean place with beautiful views of the river and park/walking path. The room was decent size and the bed was good. Things to know before you book: The functional, but small bathrooms have little ventilation and the bathroom windows open on the front walkway. The bedding was minimal (bring an extra blanket) and the air unit was noisy. We could hear voices from the next room, but not bad. "
The price is SAR 409
SAR 448 total
includes taxes & fees
17 Mar - 18 Mar
Riverfront Inn Roseburg
Holiday Inn Express Roseburg by IHG
Exterior

Holiday Inn Express Roseburg by IHG

2.5 star property
8.8 out of 10, Excellent, (1001)
"Excellent stay, Easy access, clean, quiet and an awesome breakfast."
The price is SAR 476
SAR 522 total
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Express Roseburg by IHG
Best Western Garden Villa Inn
Exterior

Best Western Garden Villa Inn

2.5 star property
8.0 out of 10, Very Good, (1000)
"The place was super clean. The front desk were awesome! The only thing i don’t like it’s the bed not being very comfortable. "
The price is SAR 303
SAR 332 total
includes taxes & fees
13 Apr - 14 Apr
Best Western Garden Villa Inn
Sleep Inn & Suites Roseburg North Near Medical Center
Exterior

Sleep Inn & Suites Roseburg North Near Medical Center

2.5 star property
8.0 out of 10, Very Good, (1003)
"I hav stayed hee muliple times. Always a good nights rest."
The price is SAR 287
SAR 314 total
includes taxes & fees
30 Mar - 31 Mar
Sleep Inn & Suites Roseburg North Near Medical Center
Motel 6 Sutherlin, OR
Terrace/patio

Motel 6 Sutherlin, OR

2.0 star property
7.6 out of 10, Good, (985)
"Excellent "
The price is SAR 187
SAR 206 total
includes taxes & fees
30 Mar - 31 Mar
Motel 6 Sutherlin, OR
Comfort Inn Roseburg
Lobby

Comfort Inn Roseburg

2.5 star property
8.2 out of 10, Very Good, (1004)
"The staff was very friendly and helpful. Facilities seem old but fine. The room, though, had a strong cigarette smell. I found the bed comfortable."
The price is SAR 335
SAR 367 total
includes taxes & fees
23 Mar - 24 Mar
Comfort Inn Roseburg
Super 8 by Wyndham Roseburg
In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Roseburg

2.5 star property
7.6 out of 10, Good, (1001)
"Check in was easy because I checked in online. Staff were real nice, property was real clean, room was clean and pleasant to stay in.i would recommend this hotel for sure. Plus you get a small continental breakfast."
The price is SAR 230
SAR 251 total
includes taxes & fees
24 Mar - 25 Mar
Super 8 by Wyndham Roseburg
Motel 6 Roseburg, OR
Front of property

Motel 6 Roseburg, OR

2.0 star property
7.4 out of 10, Good, (1000)
"Watch planes take off"
The price is SAR 202
SAR 223 total
includes taxes & fees
30 Mar - 31 Mar
Motel 6 Roseburg, OR
Hampton Inn & Suites Roseburg
Exterior

Hampton Inn & Suites Roseburg

2.5 star property
9.6 out of 10, Exceptional, (859)
"Comfy beds, good breakfast, and friendly staff. Great gym setup and the hot tub felt good!"
The price is SAR 571
SAR 625 total
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn & Suites Roseburg
Best Western Plus Hartford Lodge
Down comforters, pillowtop beds, in-room safe, desk

Best Western Plus Hartford Lodge

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Staff at front desk are always amazing & very helpful "
The price is SAR 388
SAR 425 total
includes taxes & fees
15 Apr - 16 Apr
Best Western Plus Hartford Lodge
Baymont by Wyndham Roseburg
Suite, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi

Baymont by Wyndham Roseburg

2.5 star property
7.0 out of 10, Good, (275)
"Great deal"
The price is SAR 226
SAR 248 total
includes taxes & fees
28 Mar - 29 Mar
Baymont by Wyndham Roseburg
Safari Inn
Property entrance

Safari Inn

2.0 star property
7.6 out of 10, Good, (340)
"Everything is fine, hotel like usual."
The price is SAR 225
SAR 244 total
includes taxes & fees
17 Mar - 18 Mar
Safari Inn
Quality Inn Central Roseburg
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

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 SAR 255
SAR 279 total
includes taxes & fees
30 Mar - 31 Mar
Quality Inn Central Roseburg
Steamboat Inn
Balcony

Steamboat Inn

2.5 star property
9.4 out of 10, Exceptional, (112)
"Our stay was amazing. I highly recommend this gem for a getaway trip. The cleanliness and maintenance was impressive. Great small touches and we did three hikes the next day to two beautiful waterfalls and a hot springs. "
The price is SAR 1,013
SAR 1,028 total
includes taxes & fees
20 Mar - 21 Mar
Steamboat Inn
Howard Johnson by Wyndham Roseburg
Studio Suite, 1 King Bed, Non Smoking | Bathroom | Hair dryer, towels, soap, shampoo

Howard Johnson by Wyndham Roseburg

2.0 star property
7.0 out of 10, Good, (798)
"On main road st odd "
The price is SAR 206
SAR 225 total
includes taxes & fees
30 Mar - 31 Mar
Howard Johnson by Wyndham Roseburg
Travelodge by Wyndham Canyonville
Free daily on-the-go breakfast

Travelodge by Wyndham Canyonville

2.0 star property
7.4 out of 10, Good, (330)
"very quaint and nice facility so close to seven feathers. we will definitely stay there again. "
The price is SAR 219
SAR 223 total
includes taxes & fees
23 Mar - 24 Mar
Travelodge by Wyndham Canyonville
Rice Hill Inn
Terrace/patio

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 SAR 304
SAR 308 total
includes taxes & fees
29 Mar - 30 Mar
Rice Hill Inn
Quick Stop Motel
Property grounds

Quick Stop Motel

2.0 star property
7.0 out of 10, Good, (122)
"Great "
The price is SAR 240
SAR 281 total
includes taxes & fees
17 Mar - 18 Mar
Quick Stop Motel
Rosewood inn and suites
Room, 2 Queen Beds, Non Smoking | 1 bedroom, desk, blackout drapes, iron/ironing board

Rosewood inn and suites

2.5 star property
8.0 out of 10, Very Good, (1)
"Room wasnt swept and hair and dirt in shower"
The price is SAR 184
SAR 201 total
includes taxes & fees
17 Mar - 18 Mar
Rosewood inn and suites
Charming 4-bedroom Pearce Historic Farmhouse in Roseburg with AC and WIFI
Terrace/patio

Charming 4-bedroom Pearce Historic Farmhouse in Roseburg with AC and WIFI

10.0 out of 10, Exceptional, (1)
"The Tennant’s were amazing and the house was just about picture perfect. "
Charming 4-bedroom Pearce Historic Farmhouse in Roseburg with AC and WIFI
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
Sign in
Sign up, it's free

Other property types in Winchester

Singing Waters at N. Umpqua
Interior

Singing Waters at N. Umpqua

10.0 out of 10, Exceptional, (5)
"Beautifully decorated house! Loved the view of the river in the backyard. So clean and new! No complaints!!"
Singing Waters at N. Umpqua
Firewater Lodge Cabin Experience
Outdoor dining

Firewater Lodge Cabin Experience

10.0 out of 10, Exceptional, (52)
"The place was clean, cozy and extremely comfortable!!The hosts were more than accommodating and I highly recommend this rental!!"
Firewater Lodge Cabin Experience
A Restful Studio Near a Creek and Forest - Pets
Terrace/patio

A Restful Studio Near a Creek and Forest - Pets

10.0 out of 10, Exceptional, (25)
"Peaceful and clean."
The price is SAR 356
SAR 620 total
includes taxes & fees
25 Mar - 26 Mar
A Restful Studio Near a Creek and Forest - Pets
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.

Frequently asked questions

Searching for B&Bs in Winchester?
If you want to find a place to stay with fewer rooms than the traditional hotel and a more personalized environment, a B&B might be a great fit for your vacation to Winchester. When you want to explore some of the destination’s attractions, North Umpqua River is worth a visit.
Why should you consider B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it’s a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Winchester?
Here is a B&B that guests like in the surrounding area: Historical John Rast House: 3 rooms. 4.7 mi (7.5 km) from the downtown core.
When is the best time to book my B&B in Winchester?
When you’re dreaming of a escape to Winchester, be sure to take into account the year-round temperatures. 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.
What is there to do in Winchester?
If you want to check out some popular attractions in Winchester, you might enjoy a visit to North Umpqua River. You might also consider a trip to sites like Melrose Vineyards or Reustle Prayer Rock Vineyards if you have time to see more of the area.