Search B&B in Cheshire Historic District

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

Jay's Ranch

3.5 star property
7.8 out of 10, Good, (36)
"Best stay ever !!! Felt like I was family , she cooked us breakfast in the morning and also offered lunch and dinner , and also addressed that every Wednesday was laundry day and it was included with our stay, and told us if we pay for two days that we have the option to stay the third day free of charge "
The price is AED 273
AED 305 total
includes taxes & fees
4 Dec - 5 Dec
Jay's Ranch

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

2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space

The price is AED 1,102
AED 1,760 total
includes taxes & fees
2 Dec - 3 Dec
2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space

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

3.0 star property
7.6 out of 10, Good, (1966)
"Convenient location, helpful staff, comfortable bed. Thanks!"
The price is AED 364
AED 405 total
includes taxes & fees
3 Dec - 4 Dec
New Haven Village Suites

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

10.0 out of 10, Exceptional, (126)
"We stayed here for an anniversary weekend away and found the property and neighborhood to be amazing. We enjoyed the hot tub, pool and firepit and went kayaking in the afternoon. Enjoyed amazing sunsets from the deck; Adam gave us spot-on restaurant recommendations. I don't know if the supply of snacks is standard or an anniversary "special", but all in all this place was a wonderful find. Thank you!!"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.8 out of 10, Exceptional, (34)
"Great location! Clean building And modern. "
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.

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.Thimble Islands Bed & Breakfast: 2 rooms. 17.7 mi (28.5 km) from the downtown core. Enjoy the free cooked breakfast and designer toiletries. 2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space: Situated 10.7 mi (17.2 km) from the heart of Cheshire Historic District. 1 King suit available in Guest House quiet & serene: 10.1 mi (16.2 km) from the heart of downtown. Captain Josiah Cowles Place: 2 rooms. Located 6 mi (9.6 km) from the core of Cheshire Historic District. 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.