Search B&B in Cheshire Historic District

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 4 B&B in Cheshire Historic District with updated reviews, rates, and availability.

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Property grounds

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

The price is AEDĀ 2,571
AEDĀ 3,918 total
includes taxes & fees
4 May - 5 May
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Jay's Ranch
Exterior

Jay's Ranch

4.0 star property
7.8 out of 10, Good, (38)
"Quiet and safe "
The price is AEDĀ 319
AEDĀ 459 total
includes taxes & fees
4 May - 5 May
Jay's Ranch
Thimble Islands Bed & Breakfast
Property grounds

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
Thimble Islands Bed & Breakfast
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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Other property types in Cheshire Historic District

New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2026)
"Okay place to stay "
New Haven Village Suites
Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (45)
"Love their kitchen. Room is clean and comfortable. The staff is helpful. Will turn. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Outdoor pool, a heated pool

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
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 Cheshire Historic District?
If youā€™re looking for something a little quirkier than your standard hotel experience, a bed and breakfast could be a great option for your vacation.
Why should you consider B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether itā€™s a picturesque garden or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Cheshire Historic District?
Below are some well-liked B&Bs in the area: Jayā€™s Ranch: 3 rooms. 10.1 mi (16.2 km) from the heart of Cheshire Historic District.Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space: 10.7 mi (17.2 km) from the downtown core. Thimble Islands Bed & Breakfast: 2 rooms. Situated 17.7 mi (28.5 km) from the heart of Cheshire Historic District. Enjoy the free cooked breakfast and designer toiletries.
When is the best time to book my B&B in Cheshire Historic District?
When youā€™re planning your trip to Cheshire Historic District, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70Ā°F, while the coldest months are January and February with an average of 33Ā°F. Average annual precipitation for Cheshire Historic District is 54 inches.
What is there to do in Cheshire Historic District?
If youā€™re looking to find something to do during your travels, you might consider checking out Lake Compounce and Quassy Amusement Park. You might put Toyota Oakdale Theatre and Sleeping Giant State Park on your list if you want to see more of the area.
How can I get to and around Cheshire Historic District?
You can plan your excursions in and around Cheshire Historic District ahead of time with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12.3 mi (19.8 km) away from the city center. Otherwise, look for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 15.8 mi (25.5 km) away. If youā€™d like to explore around the area, you may want a rental car for your journey.