Find a Bed and Breakfast in Winslow from CA $92

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Winslow B&B

Oxford Guest House
Surrounded by lush greenery, this backyard features a charming deck, a small pavilion, and a white picket fence.

Oxford Guest House

4.0 star property
9.0 out of 10, Wonderful, (148)
"A lovely stay, clean, and the owners were very accommodating, would definitely stay again."
The price is CA $124
CA $148 total
includes taxes & fees
Aug 17 - Aug 18
Oxford Guest House
The Cherry Tree
The traditional building features a symmetrical facade with evenly spaced windows and a central entrance.

The Cherry Tree

4.0 star property
9.2 out of 10, Wonderful, (66)
"great overnight stay"
The price is CA $133
CA $160 total
includes taxes & fees
Aug 11 - Aug 12
The Cherry Tree
The Talkhouse
Relax by the fireplace in this cozy bar area with a selection of drinks and comfortable seating.

The Talkhouse

4.0 star property
8.6 out of 10, Excellent, (148)
"Quaint, historic, charming, friendly staff"
The price is CA $153
CA $183 total
includes taxes & fees
Aug 6 - Aug 7
The Talkhouse
Harlington Manor
Stroll through the beautifully maintained garden, lined with topiary trees and a traditional brick wall.

Harlington Manor

3.5 star property
9.8 out of 10, Exceptional, (188)
"Steeped in history, wonderful architecture, very hospitable owner."
The price is CA $134
CA $161 total
includes taxes & fees
Aug 10 - Aug 11
Harlington Manor
The Clifden Arms
Escape to a tranquil cottage surrounded by a lush garden with a variety of flowering plants.

The Clifden Arms

4.0 star property
9.4 out of 10, Exceptional, (84)
"Characterful country pub accommodation and dining experience. "
The price is CA $141
CA $188 total
includes taxes & fees
Aug 7 - Aug 8
The Clifden Arms
Yew Tree Farm
Stroll through the serene garden, surrounded by lush greenery and a vibrant wisteria vine.

Yew Tree Farm

3.5 star property
9.8 out of 10, Exceptional, (260)
"Good accommodation, very welcome hosts, excellent breakfast. "
The price is CA $160
CA $192 total
includes taxes & fees
Aug 5 - Aug 6
Yew Tree Farm
The Crewe Arms
Relax in a serene outdoor space with picnic tables and green umbrellas, surrounded by a well-manicured lawn and a charming brick building.

The Crewe Arms

3.0 star property
8.4 out of 10, Very good, (62)
"Brilliant little break for a night, lovely pleace , value for money and nice staff"
The price is CA $92
CA $110 total
includes taxes & fees
Aug 10 - Aug 11
The Crewe Arms
OYO Lina Guest House
Relax in a spacious room with a large bed, desk, and comfortable seating area.

OYO Lina Guest House

3.0 star property
8.0 out of 10, Very good, (124)
"The staff is very nice. The location is at summer town."
The price is CA $134
CA $164 total
includes taxes & fees
Aug 11 - Aug 12
OYO Lina Guest House
House Forty one
Stunning two-story house with a pitched roof and brick exterior, featuring a central entrance and a small porch area.

House Forty one

4.0 star property
10.0 out of 10, Exceptional, (172)
"A fabulous stay in an extremely clean and well appointed house. A great breakfast that was plentiful and made with top quality ingredients. The host was so accomodating too and so I've no hesitation in recommending this B&B!"
The price is CA $170
CA $205 total
includes taxes & fees
Aug 6 - Aug 7
House Forty one
The Angel B&B
Relax on the charming porch with a bench, taking in the view from the comfort of this inviting space.

The Angel B&B

3.0 star property
9.2 out of 10, Wonderful, (84)
"Charming rooms, excellent breakfast and lovely staff. Clearly a small establishment that goes out of it’s way to please."
The price is CA $229
CA $275 total
includes taxes & fees
Aug 18 - Aug 19
The Angel B&B
The Old School
Relax in a classic living room with a comfortable sofa set, plush armchair, and fireplace.

The Old School

3.0 star property
9.2 out of 10, Wonderful, (10)
"Hospitality of the owner. She was delightful"
The price is CA $183
CA $220 total
includes taxes & fees
Aug 6 - Aug 7
The Old School
Home Farm Bed & Breakfast
Traditional stone house with a symmetrical facade and well-manicured lawn.

Home Farm Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (116)
"people were very warm and friendly made us feel welcome the room was amazing lovely and comfortable "
The price is CA $153
CA $183 total
includes taxes & fees
Aug 20 - Aug 21
Home Farm Bed & Breakfast
Hill Farm
Escape to a serene oasis surrounded by lush greenery and vibrant flowers.

Hill Farm

4.0 star property
9.4 out of 10, Exceptional, (198)
"What a peaceful place to stay during our time in the Oxford area! We really enjoyed the countryside views and early morning visits from the deer and rabbits. The hosts were very helpful and accommodating. Please note that you will need to drive by car between the farm and Oxford city center. The location can be confusing for taxi drivers."
The price is CA $236
CA $284 total
includes taxes & fees
Aug 18 - Aug 19
Hill Farm
Bartholomew Arms
Cozy bedroom with a large bed, television, and artwork.

Bartholomew Arms

3.0 star property
8.8 out of 10, Excellent, (33)
"Lovely place in a nice location "
The price is CA $96
CA $116 total
includes taxes & fees
Aug 13 - Aug 14
Bartholomew Arms
Church End Cottage
Traditional stone house with a central entrance and well-manicured garden.

Church End Cottage

3.0 star property
10.0 out of 10, Exceptional, (62)
"Always great to be back! I have been already 3 times and will come back"
The price is CA $142
CA $171 total
includes taxes & fees
Aug 10 - Aug 11
Church End Cottage
Stone House Bed and Breakfast
Experience a traditional home with a front garage and beautifully maintained garden, complete with a stone wall and lush greenery.

Stone House Bed and Breakfast

2.0 star property
8.6 out of 10, Excellent, (31)
"Comfortable stay in pretty village. Friendly hosts and dogs!"
Stone House Bed and Breakfast
Heyford House Bed & Breakfast
Exterior

Heyford House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (72)
"Very clean and tidy Pleasant setting and hospitable host Most comfortable bed ever slept in! "
Heyford House Bed & Breakfast
Wisteria Haze
Enjoy a peaceful retreat with a view of the outdoors from this cozy room featuring a dresser and chair.

Wisteria Haze

3.0 star property
10.0 out of 10, Exceptional, (26)
"Very pleasent stay. The hostess are the best! Te place clean and confortable "
Wisteria Haze
Silverstone Grand Prix
Relax by the pool surrounded by lush greenery and a brick building with a sloping roof.

Silverstone Grand Prix

2.5 star property
10.0 out of 10, Exceptional, (1)
Silverstone Grand Prix
Claddagh Guest House
Escape to a serene garden oasis with lush plants and a charming wooden structure.

Claddagh Guest House

3.5 star property
10.0 out of 10, Exceptional, (8)
"The property was sparkling clean, warm. comfortable and very quiet. The choice of breakfasts was excellent and nothing was too much trouble for our hostess, Mena."
Claddagh Guest House
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winslow Hotel Reviews

Leonardo Hotel Milton Keynes

Leonardo Hotel Milton Keynes

10/10 Excellent
"Lovely place to stay when seeing family "
Zilch 4-night trip
Posted 1 day ago
Leonardo Hotel Milton Keynes

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Winslow?
Prices for B&Bs in Winslow often vary, but you can find a great deal from CA $92 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winslow B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Winslow?
The best time to book a B&B in Winslow is during the spring months, particularly from March to May, when the weather is pleasantly mild and the natural beauty of the area is in full bloom. This season is especially popular among outdoor enthusiasts who relish the chance to explore Winslow's scenic trails and unique attractions, including the iconic Standin' on the Corner Park.

March generally sees temperatures ranging from 10 to 15 degrees Celsius, providing comfortable conditions for sightseeing and leisurely walks. As you wander through the charming streets of Winslow, you'll be greeted by the vibrant colours of spring flowers and the warm sunshine that enhances the town's friendly setting.

For those looking for a more budget-friendly option, visiting in February can be advantageous. Although this month is quieter, it offers a unique opportunity to experience the town without the usual crowds, allowing for a more intimate exploration of local history and culture.
What is the difference between a Winslow Bed and Breakfast and a hotel?
Every Winslow B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winslow B&Bs.