Search B&B in Cheshire Historic District

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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

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

Jay's Ranch
Terrace/patio

Jay's Ranch

4.0 star property
7.8 out of 10, Good, (37)
"The host is amazing. Super attentive property is beautiful "
Jay's Ranch
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Interior

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

The price is SAR 2,625
SAR 3,971 total
includes taxes & fees
18 Feb - 19 Feb
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Thimble Islands Bed & Breakfast
Front of property

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
Captain Josiah Cowles Place
Exterior

Captain Josiah Cowles Place

3.0 star property
10.0 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
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
Front of property

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2004)
"The room layout, amenities and cleanliness were excellent. Think about adding a continental breakfast."
The price is SAR 331
SAR 380 total
includes taxes & fees
23 Feb - 24 Feb
New Haven Village Suites
Luxury Furnished Apartments by Hyatus Downtown at Yale
Room

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.8 out of 10, Exceptional, (38)
"Great location. Nice place. Noisy neighbors though"
Luxury Furnished Apartments by Hyatus Downtown at Yale
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
Sunset 🌅 Living room view .

Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

10.0 out of 10, Exceptional, (59)
"Our family ranged in ages from 13 to 96. We were 12 people for a couple days and then 10. We all had a marvelous time and my mom just can’t stop talking about how beautiful the view and the antique furniture was. It was difficult for that many people only having two bathrooms, but we made it work. We did run out of hot water so we learned to scatter showers when possible. The view is amazing and the location was wonderful for us. I can’t say enough, how accommodating our hostess was. We told her...
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
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 you’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 it’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: Jay’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. Captain Josiah Cowles Place: 2 rooms. 6 mi (9.6 km) from the heart of downtown. Enjoy the free full breakfast and library.
When is the best time to book my B&B in Cheshire Historic District?
When you’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 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire Historic District is 54 inches.
What is there to do in Cheshire Historic District?
If you’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 you’d like to explore around the area, you may want a rental car for your journey.