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
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Cheshire bed & breakfast

A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.

1. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.6 out of 10, Exceptional, (14 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$1,629 total
includes taxes & fees
5 Oct - 6 Oct
Sunny Peace Homestay
A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

2. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (109 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is HK$1,893
HK$2,101 total
includes taxes & fees
12 Oct - 13 Oct
The Homestead
A building with a grey exterior, a front door, and a small porch with steps.

3. Peaceful Modern Private Room with Comfort & Charm

Peaceful Modern Private Room with Comfort & Charm
Harwinton
8.4 out of 10, Very good, (6 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$1,554
HK$2,014 total
includes taxes & fees
4 Oct - 5 Oct
Peaceful Modern Private Room with Comfort & Charm
A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

4. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (90 reviews)
"The house was beautiful! The innkeeper Amanda made an excellent breakfast and was friendly and knowledgeable about the property. The house renovations fit in with the period of the house, but provided modern convenience. It was a joy to stay there"
United States
Eric
The price is HK$1,994
HK$2,213 total
includes taxes & fees
5 Oct - 6 Oct
The Bevin House Bed & Breakfast
View from room

5. The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (28 reviews)
"Lovely gardens and pool"
United States
Julie
The price is HK$2,454
HK$2,822 total
includes taxes & fees
16 Oct - 17 Oct
The Connecticut River Valley Inn
Exterior

6. Silas W Robbins House

Silas W Robbins House
2.0 star property
Old Wethersfield Historic District
10.0 out of 10, Exceptional, (46 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$3,523
HK$4,051 total
includes taxes & fees
3 Oct - 4 Oct
Silas W Robbins House
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Nice clean hotel and wonderful staff."
Michael 1-night trip
Posted 15 hours ago
Best Western Executive Hotel Of New Haven - West Haven

Find out more about Cheshire

Cheshire B&B information

Number of reviews
287
Accommodation
12 B&B
Lowest Price
HK$1,629
Highest Price
HK$4,051

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 is a B&B that guests like in the area: Sunny Peace Homestay: 2 rooms. Situated 18.2 mi (29.3 km) from the heart 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 Cheshire Hollow Farm and Drazen Orchards. 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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