A stone tower with a metal gate, surrounded by trees and a stone wall.

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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
In one month
18 Sept - 20 Sept
In two months
16 Oct - 18 Oct

Our top choices for Cheshire bed & breakfast

Garden

1. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.4 out of 10, Exceptional, (11 reviews)
"When I arrived after dark, it was hard to tell if I was at the right house. The bedroom was clean and quiet. Appears to be a shared bathroom but lucky one of the two bedrooms were vacant. Good for a quick stay."
United States
Dean
The price is HK$1,024
HK$1,628 total
includes taxes & fees
25 Aug - 26 Aug
Sunny Peace Homestay
Exterior detail

2. Peaceful Modern Private Room with Comfort & Charm

Peaceful Modern Private Room with Comfort & Charm
Harwinton
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay . Communication with our host was easy & prompt. We would stay again “"
United States
Laurel B.
The price is HK$1,083
HK$1,402 total
includes taxes & fees
24 Aug - 25 Aug
Peaceful Modern Private Room with Comfort & Charm
View from room

3. The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (27 reviews)
"This is an exceptionally nice place to stay. The hosts are warm and attentive and the property is first class in every way."
United States
Robert
The price is HK$2,453
HK$2,821 total
includes taxes & fees
19 Aug - 20 Aug
The Connecticut River Valley Inn
Exterior

4. Silas W Robbins House

Silas W Robbins House
2.0 star property
Old Wethersfield Historic District
10.0 out of 10, Exceptional, (44 reviews)
"Beautiful place with a comfortable and relaxing atmosphere. Dimitri was gracious and knowledgeable about the house and town history. Loved it!!!"
United States
Cynthia
The price is HK$3,522
HK$4,050 total
includes taxes & fees
19 Aug - 20 Aug
Silas W Robbins House
Terrace/patio

5. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (100 reviews)
"Very enjoyable stay! Love the “house” guitar available to guests."
United States
Mary
The price is HK$2,182
HK$2,422 total
includes taxes & fees
9 Sept - 10 Sept
The Homestead
Library

6. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (88 reviews)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is HK$1,898
HK$2,107 total
includes taxes & fees
19 Aug - 20 Aug
The Bevin House 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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Top Cheshire Hotel Reviews

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

10/10 Excellent
"The room was a very good deal for its size. It was clean and neat. It had large counters and a large bathroom. The pull out couch was a little too hard."
MATTHEW 1-night trip
Posted 10 hours ago
Courtyard by Marriott New Haven Orange-Milford

Find out more about Cheshire

Cheshire B&B information

Number of reviews
75
Accommodation
12 B&B
Lowest Price
HK$1,402
Highest Price
HK$4,050

Frequently asked questions

Searching for B&Bs in Cheshire?
If you'd like to find some accommodation with fewer rooms than a hotel and an intimate environment, a bed and breakfast 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 stopping at Drazen Orchards and Bartlem Park.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to interact with the owner and of course a scrumptious breakfast, B&Bs provide a one-of-a-kind environment.
What are the best B&Bs in Cheshire?
Here are some well-liked B&Bs in the surrounding area: Sunny Peace Homestay: 2 rooms. 18.2 mi (29.3 km) from the city centre. Enjoy the outdoor pool and unique decor. Jay's Ranch: 3 rooms. Located 10.6 mi (17.1 km) from the core of Cheshire.
When is the best time to book my B&B in Cheshire?
When you're dreaming of a escape to Cheshire, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.
What is there to do in Cheshire?
If you're looking to find something to do during your travels, you might consider visiting Drazen Orchards and Barker Character, Comic and Cartoon Museum. You should 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?
Mapping out your trip in and around Cheshire is easy with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) away from the city centre. Otherwise, you can search for flights to 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 a rental car for your journey.

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