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Search B&B in Cheshire

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Compare 7 B&B in Cheshire with updated reviews, rates, and availability.

Seasonal outdoor pool, pool umbrellas, sun loungers
The Bevin House Bed & Breakfast
3.5 star property
9.6 out of 10, Exceptional, (63)
"Beautiful place. Excellent library. Worth the price. "
The price is NT$6,384
NT$7,086 total
includes taxes & fees
May 13 - May 14
The Bevin House Bed & Breakfast
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters
The Homestead
3.0 star property
10.0 out of 10, Exceptional, (63)
"Excellent accommodations and Host. "
The price is NT$9,712
NT$10,781 total
includes taxes & fees
May 14 - May 15
The Homestead
Aerial view
The Connecticut River Valley Inn
3.5 star property
9.4 out of 10, Exceptional, (24)
"The Inn and the innkeepers were lovely. The decor is quirky and elegant at the same time. Every convince is thought of. The fireplace in every room is a fabulous touch. We can’t wait to visit again soon"
The price is NT$11,321
NT$13,019 total
includes taxes & fees
May 5 - May 6
The Connecticut River Valley Inn
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In-room safe, free WiFi, bed sheets
Jay's Ranch
3.0 star property
The price is NT$5,180
NT$5,957 total
includes taxes & fees
May 13 - May 14
Jay's Ranch
Property grounds
Thimble Islands Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (4)
"Property was first class inside and out. The view was breath taking The owners made us feel at home and did not want to leave ! Already thinking about next trip back."
Thimble Islands Bed & Breakfast
Seasonal outdoor pool
Green Acres B&B
3.0 star property
9.6 out of 10, Exceptional, (150)
"Gracious hosts, many amenities and the best breakfast!"
Green Acres B&B
Exterior
Captain Josiah Cowles Place
3.0 star property
9.8 out of 10, Exceptional, (19)
"This is a beautiful old home (c 1730), that is now used as an Inn-B&B establishment. It is very beautiful, clean and the owners provided a great breakfast and great hospitality ....which included the owners hand made Maple syrup made from the owners' Sugar Maples on the property. It was quite an experience, a real treat to be vacationing for a night in a home/Inn that was built before the Revolutionary War was even thought of and on the National Registry of Historic Homes/Buildings......It...
Captain Josiah Cowles Place
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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.

Other property types in Cheshire

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1819)
"Great stay. Only thing bad was the breakfast. Cold pancakes and no protein. "
The price is NT$3,394
NT$3,903 total
includes taxes & fees
May 21 - May 22
New Haven Village Suites
Business center
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, (16)
"Apartment is very clean. Property management is very helpful. We definitely will stay here again, when we visit New Haven next time. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
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.

Cheshire B&B information

Number of reviews
229
Accommodation
7 B&B
Lowest Price
NT$5,180
Highest Price
NT$11,321

Frequently asked questions

Searching for B&Bs in Cheshire?
If you want to find a place to stay with fewer rooms than the traditional hotel and a cozy environment, a B&B may be the perfect thing for your getaway to Cheshire. While you’re here, you can get to know Cheshire by exploring its natural beauty. Consider a stop by Drazen Orchards and Bartlem Park.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to mingle with other guests, and top-rated breakfasts, B&Bs all have a one-of-a-kind environment.
What are the best B&Bs in Cheshire?
Here are some B&Bs in the surrounding area: Jay’s Ranch: 3 rooms. 10.6 mi (17.1 km) from the heart of downtown. Enjoy the outdoor pool and kids pool. Thimble Islands Bed & Breakfast: 2 rooms. Located 18.5 mi (29.8 km) from the core of Cheshire. Enjoy the free cooked breakfast and designer toiletries.
When should I book my B&B in Cheshire?
When you’re dreaming of a getaway to Cheshire, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire is 54 inches.
What is there to do in Cheshire?
If you’re looking to find something to do during your travels, you might consider checking out Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. You might put Maplecroft Plaza Shopping Center and Drazen Orchards on your list if you want to see more of the area.
How can I get to and around Cheshire?
Planning your excursions in and around Cheshire is easier with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) away from the heart of the city. You can also search for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.

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