Find a Bed and Breakfast in Cheshire from CA $223

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Check prices for these dates

Next weekend
May 8 - May 10
In two weeks
May 15 - May 17
In one month
May 29 - May 31
In two months
Jun 26 - Jun 28

Our top choices for Cheshire bed & breakfast

Library

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (84 reviews)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is CA $381
CA $423 total
includes taxes & fees
May 14 - May 15
The Bevin House Bed & Breakfast
Fireplace

Peaceful Modern B&B with Comfort & Charm

Peaceful Modern B&B with Comfort & Charm
Harwinton
8.0 out of 10, Very good, (1 review)
The price is CA $170
CA $223 total
includes taxes & fees
May 4 - May 5
Peaceful Modern B&B with Comfort & Charm
Deluxe Room, 1 King Bed, Fireplace, Garden Area | View from room

The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (24 reviews)
"Charming Inn, "
United States
Susan
The price is CA $428
CA $492 total
includes taxes & fees
May 2 - May 3
The Connecticut River Valley Inn
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is CA $477
CA $530 total
includes taxes & fees
May 5 - May 6
The Homestead
Interior

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

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Hamden
The price is CA $856
CA $1,326 total
includes taxes & fees
May 4 - May 5
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
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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Top Cheshire Hotel Reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

8/10 Good
"We had a wonderful stay at Hotel Marcel. A nice little weekend getaway as a mini-moon for my husband and I who just got married! Highly recommend staying there! Friendly service, awesome bartender, and very wonderful drivers that will take you into Yales cute little town! & the waterfront was right next to us. Beautiful views. We will definitely be back!"
Jessica 3-night trip
Posted 1 hour ago
Hotel Marcel New Haven, Tapestry Collection By Hilton

Find out more about Cheshire

Cheshire B&B information

Number of reviews
199
Accommodation
12 B&B
Lowest Price
CA $223
Highest Price
CA $1,336

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 Bartlem Park and Roaring Brook 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: Peaceful Modern B&B with Comfort & Charm: 18.2 mi (29.3 km) from the downtown core. Jay's Ranch: 3 rooms. Situated 10.6 mi (17.1 km) from the heart of Cheshire. Higganum House B&B: 4 rooms. 18.1 mi (29.1 km) from the heart of downtown. Enjoy the private yard and unique décor.
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 Bartlem Park 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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