Book Cheshire Historic District Bed & Breakfast

Compare 5 B&B in Cheshire Historic District with updated reviews, rates, and availability.

Jay's Ranch
In-room safe, free WiFi, bed sheets
Jay's Ranch
3.0 star property
9.4 out of 10, Exceptional, (3)
"The property is beautiful! Nice and clean. The staff was welcoming, friendly, and professional. And you can’t beat the price. I’m definitely coming back here next time I come to Hamden. "
The price is $70
$81 total
includes taxes & fees
Jun 11 - Jun 12
Jay's Ranch
King/Queen suits available Guest House quiet & serene
1 bedroom, iron/ironing board, WiFi, bed sheets
King/Queen suits available Guest House quiet & serene
King/Queen suits available Guest House quiet & serene
Thimble Islands Bed & Breakfast
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
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2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space
Property grounds
2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space
The price is $700
$1,002 total
includes taxes & fees
Jun 6 - Jun 7
2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space
Captain Josiah Cowles Place
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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See all available properties in Cheshire Historic District
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 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, (1840)
"Ok"
The price is $99
$113 total
includes taxes & fees
Jun 30 - Jul 1
New Haven Village Suites
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (111)
"We were looking for a nice relaxing weekend getaway from NYC and happened to find this listing. The check in process was easy, and the owners were lovely! We'd absolutely book again."
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Furnished Apartments by Hyatus Downtown at Yale
Business center
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, (20)
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"
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 Historic District B&B information

Number of reviews
26
Accommodation
5 B&B
Lowest Price
$70
Highest Price
$700

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. Enjoy the outdoor pool and kids pool. 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. Furnished two bedroom home King/Queen Guest House quiet & serene Private parking: 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.

Recent reviews of Cheshire Historic District hotels
Expedia verified reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

5/5 Excellent
"The staff was super friendly and helpful. The room was clean and modern with an electric kettle and remotes for the lights and HVAC"
A verified traveler stayed at Hotel Marcel New Haven, Tapestry Collection By Hilton
Posted 1 day ago
Hotel Marcel New Haven, Tapestry Collection By Hilton