Find a Bed and Breakfast in Winchester from CA $170

  • 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
Mar 7 - Mar 9
In two weeks
Mar 14 - Mar 16
In one month
Mar 28 - Mar 30
In two months
Apr 25 - Apr 27

Browse Select Winchester B&B

Cartoon Network Hotel
Exterior

Cartoon Network Hotel

3.5 star property
7.6 out of 10, Good, (1686)
"Perfect hotel for a winter trip to Lancaster. Convenient location. Staff and activities were great for young kids. They can’t wait to go back."
The price is CA $195
CA $217 total
includes taxes & fees
Mar 1 - Mar 2
Cartoon Network Hotel
Bird in Hand Family Inn
Front of property - evening/night

Bird in Hand Family Inn

3.0 star property
9.0 out of 10, Wonderful, (1001)
"We just had the opportunity to stay for a single night, and it was also our first time with the INN. We had a wonderful time. The room was clean and ready to go for us and we have no complaints with the room itself. We will be coming back and look forward to your restaurant being open the next time around for us, but we are very pleased with our stay and hope that we can make it a couple of nights next time around."
The price is CA $181
CA $217 total
includes taxes & fees
Mar 5 - Mar 6
Bird in Hand Family Inn
Red Caboose Motel
Exterior

Red Caboose Motel

2.5 star property
9.4 out of 10, Exceptional, (1001)
"What an assume little “motel, not really a motel like others around though as their rooms are redone cabooses. It’s absolutely awesome sleeping in a very clean and cute, authentic caboose. Adorable, clean, and so much fun. You can also watch the Strasburg train pass right from your front door. The restaurant, Casey Jones, is very convenient, the food is good and the staff are all amazing. We’re already making plans to come back with our granddaughter. "
The price is CA $142
CA $158 total
includes taxes & fees
Mar 5 - Mar 6
Red Caboose Motel
Great Wolf Lodge Perryville
Water park

Great Wolf Lodge Perryville

2.0 star property
8.4 out of 10, Very good, (44)
"Charging for parking To many gusts on relative small facilities Very old facilities Dining area : old furnitures and smelly Value for money : 7 "
The price is CA $285
CA $384 total
includes taxes & fees
Mar 6 - Mar 7
Great Wolf Lodge Perryville
Sonesta Select Newark Christiana Mall
Terrace/patio

Sonesta Select Newark Christiana Mall

3.0 star property
7.8 out of 10, Good, (1005)
"All good baby"
The price is CA $138
CA $153 total
includes taxes & fees
Mar 5 - Mar 6
Sonesta Select Newark Christiana Mall
Tru by Hilton Lancaster East
Room, 2 Queen Beds, Non Smoking

Tru by Hilton Lancaster East

2.5 star property
8.8 out of 10, Excellent, (1000)
"not as many varieties of tea available in the lounge area as it was on last trip"
The price is CA $121
CA $134 total
includes taxes & fees
Mar 16 - Mar 17
Tru by Hilton Lancaster East
AmishView Inn and Suites
Courtyard

AmishView Inn and Suites

3.0 star property
9.8 out of 10, Exceptional, (1006)
"Always a lovely experience when we stay at Amish View Inn & Suites. I would say it’s the best hotel in the area of Lancaster. "
The price is CA $224
CA $249 total
includes taxes & fees
Mar 2 - Mar 3
AmishView Inn and Suites
La Quinta Inn & Suites by Wyndham Lancaster
Executive Room, 1 King Bed, Non Smoking

La Quinta Inn & Suites by Wyndham Lancaster

2.5 star property
8.8 out of 10, Excellent, (1123)
"Very Nice place to stay."
The price is CA $117
CA $130 total
includes taxes & fees
Mar 4 - Mar 5
La Quinta Inn & Suites by Wyndham Lancaster
DoubleTree by Hilton Hotel Wilmington
Reception

DoubleTree by Hilton Hotel Wilmington

4.0 star property
8.0 out of 10, Very good, (1008)
"Very easy check in. Peter at the front desk is kind and efficient. The hotel’s been around for a while, but the updates are modern and comfortable. The rooms are average-sized and the bed is very comfortable."
The price is CA $148
CA $164 total
includes taxes & fees
Mar 6 - Mar 7
DoubleTree by Hilton Hotel Wilmington
Sheraton Suites Wilmington Downtown
Lobby lounge

Sheraton Suites Wilmington Downtown

3.5 star property
8.2 out of 10, Very good, (1003)
"Don't expect anything more than the minimum if you stay at this property. The front desk was unstaffed when I arrived, and the he lobby was dark and uninviting. The room itself was spacious, but there were stains and paint scrapes throughout. The bed linens were scratchy. No clock in the room. Bonus point however for a shower with water pressure and hot water. The restaurant was staffed by a single person, and the menu itself was underwhelming for the price. The next morning I was told that it...
The price is CA $194
CA $213 total
includes taxes & fees
Mar 20 - Mar 21
Sheraton Suites Wilmington Downtown
Parkview Inn & Suites Lancaster
Deluxe Suite, 1 Bedroom, Non Smoking

Parkview Inn & Suites Lancaster

3.0 star property
9.4 out of 10, Exceptional, (1005)
"Top Notch!"
The price is CA $186
CA $206 total
includes taxes & fees
Mar 2 - Mar 3
Parkview Inn & Suites Lancaster
Hersey Farm Resort
1 King with Sofa Bed, Main Inn, Balcony/Patio | View from room

Hersey Farm Resort

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay!! I’d say I’m coming back. Cleaning, staff and service were perfect and also the brunch on Sunday was stupendous. "
The price is CA $144
CA $172 total
includes taxes & fees
Mar 3 - Mar 4
Hersey Farm Resort
Best Western Plus Intercourse Village Inn & Suites
Property amenity

Best Western Plus Intercourse Village Inn & Suites

2.5 star property
9.6 out of 10, Exceptional, (1004)
"I love staying here and using the pool, getting a massage and walking the kitchen kettle village. It's also a short hope from many other places I frequent in the broader area."
The price is CA $185
CA $206 total
includes taxes & fees
Mar 6 - Mar 7
Best Western Plus Intercourse Village Inn & Suites
Best Western Plus Revere Inn & Suites
Reception

Best Western Plus Revere Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Check-in was a breeze. The gentleman at the front desk was so pleasant, the room was clean and the value was amazing. We will definitely stay again"
The price is CA $104
CA $115 total
includes taxes & fees
Mar 25 - Mar 26
Best Western Plus Revere Inn & Suites
Quality Inn & Suites Bel Air I-95 Exit 77A
Desk, free WiFi, bed sheets, alarm clocks

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 star property
7.2 out of 10, Good, (1004)
"This hotel is great. They have the perferct name "Quality". The managers and the staff are friendly and professional."
The price is CA $75
CA $84 total
includes taxes & fees
Mar 2 - Mar 3
Quality Inn & Suites Bel Air I-95 Exit 77A
Hyatt Place Wilmington Riverfront
Exterior

Hyatt Place Wilmington Riverfront

3.0 star property
9.2 out of 10, Wonderful, (822)
"Fantastic all around!!!"
The price is CA $220
CA $242 total
includes taxes & fees
Mar 16 - Mar 17
Hyatt Place Wilmington Riverfront
Hilton Wilmington/Christiana
Property amenity

Hilton Wilmington/Christiana

4.0 star property
8.8 out of 10, Excellent, (1000)
"Good breakfast"
The price is CA $175
CA $194 total
includes taxes & fees
Mar 30 - Mar 31
Hilton Wilmington/Christiana
DoubleTree by Hilton Downtown Wilmington - Legal District
Room, Non Smoking (1 SOFABED PARLOR) | Living area

DoubleTree by Hilton Downtown Wilmington - Legal District

4.0 star property
7.4 out of 10, Good, (1002)
"It was very peaceful and the staff was very friendly and polite "
The price is CA $157
CA $173 total
includes taxes & fees
Mar 21 - Mar 22
DoubleTree by Hilton Downtown Wilmington - Legal District
Embassy Suites by Hilton Newark Wilmington South
Lobby

Embassy Suites by Hilton Newark Wilmington South

3.5 star property
8.0 out of 10, Very good, (1007)
"Rooms could be updated, carpets old, showers not great"
The price is CA $163
CA $181 total
includes taxes & fees
Mar 6 - Mar 7
Embassy Suites by Hilton Newark Wilmington South
Red Roof Inn PLUS+ Wilmington - Newark
Exterior

Red Roof Inn PLUS+ Wilmington - Newark

2.5 star property
6.4 out of 10, (1005)
"The lovely woman desk clerk was so sweet. She even came out to the car to get my license because I’m disabled.. She was very friendly and personable. Very clean rooms and office too."
The price is CA $104
CA $116 total
includes taxes & fees
Mar 5 - Mar 6
Red Roof Inn PLUS+ Wilmington - Newark
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

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Property grounds

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (22)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Homey Retreat in Historic Kennett Square!!
Fridge, microwave, oven, stovetop

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (61)
"The Homey Retreat was a beautiful space with everything we needed. Great location too!"
The price is CA $285
CA $469 total
includes taxes & fees
Mar 25 - Mar 26
Homey Retreat in Historic Kennett Square!!
Tip Of The Town Fresh and New 3 Bedroom Nest
Fridge, microwave, oven, stovetop

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (11)
"Clean, cute little house, convenient location"
The price is CA $222
CA $473 total
includes taxes & fees
Mar 3 - Mar 4
Tip Of The Town Fresh and New 3 Bedroom Nest
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 an accommodation with a small number of rooms and an intimate environment, a B&B may be the perfect thing for your getaway to Winchester.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs offer a truly one-of-a-kind environment.
What are the best bed and breakfasts in Winchester?
Here are some B&Bs in the area: Elk Forge B&B Inn & Day Spa: 14 rooms. 2.6 mi (4.2 km) from the heart of Winchester. Enjoy the free full breakfast and massage services. Vandiver Inn: 17 rooms. 14.6 mi (23.5 km) from the downtown core. Enjoy the free cooked breakfast and fireplace in the lobby. Inn At The Canal Bed & Breakfast: 6 rooms. Situated 10.4 mi (16.7 km) from the heart of Winchester. Enjoy the free full breakfast and library. Fairville Inn: 15 rooms. 17.5 mi (28.1 km) from the heart of downtown. Enjoy the free full breakfast and massage services. The Inn at Whitewing Farm: 10 rooms. Located 17.8 mi (28.7 km) from the core of Winchester. Enjoy the free full breakfast and outdoor pool.
When is the best time to stay at a B&B in Winchester?
When you’re planning your stay in Winchester, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 50 inches.
What is there to do in Winchester?
Spend some time exploring Glasgow Park and Lums Pond State Park if you’re hoping to see some of the area’s natural features. You might put Christiana Mall and Elk Neck State Park on your list if you want to see more of the area.
How can I get to and around Winchester?
Mapping out your trip in and around Winchester is easy with these transportation options. Fly into Baltimore Washington Intl. Airport (BWI), which is located 54.5 mi (87.7 km) from the city center. If you’d like to explore around the area, you may want to rent a car for your trip.