A calm river with boats, wooden docks, and buildings along the shore.

Find a Bed and Breakfast in Chester from CA $165

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Chester bed & breakfast

A living room with a stone fireplace, grey sofas, and a coffee table.

1. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (285 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
The price is CA $272
CA $302 total
includes taxes & fees
Nov 8 - Nov 9
The Captain Stannard
A patio with Adirondack chairs, a fire pit, and a view of a lake.

2. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (205 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is CA $415
CA $461 total
includes taxes & fees
Oct 29 - Oct 30
Westbrook Inn B&B
Interior

3. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (252 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is CA $329
CA $365 total
includes taxes & fees
Oct 28 - Oct 29
The Scranton Seahorse Inn
A patio with red chairs and a table, an umbrella, and a fire pit.

4. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (112 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is CA $326
CA $362 total
includes taxes & fees
Nov 2 - Nov 3
The Homestead
A patio area with outdoor seating, a gazebo, and flags.

5. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.6 out of 10, Exceptional, (1,002 reviews)
"Beautiful property overlooking the water with delicious breakfast every morning. Loved our stay there!"
United States
Margarita
The price is CA $226
CA $260 total
includes taxes & fees
Nov 1 - Nov 2
Inn at Harbor Hill Marina
A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

6. 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 CA $332
CA $369 total
includes taxes & fees
Nov 11 - Nov 12
The Bevin House Bed & Breakfast
A hotel room with a bed, a desk, a chair, a radiator, a wall-mounted air conditioner, and a window with red curtains.

7. The Williams Center --King-bed room-New London/Mystic area

The Williams Center --King-bed room-New London/Mystic area
3.0 star property
New London
9.8 out of 10, Exceptional, (73 reviews)
"Simple but spotlessly clean, comfortable room and a friendly, helpful and welcoming host. Definitely recommended."
United States
Derek
The price is CA $143
CA $165 total
includes taxes & fees
Nov 9 - Nov 10
The Williams Center --King-bed room-New London/Mystic area
Room

8. Clean and cozy, King bed, private bathroom, ample parking, free internet

Clean and cozy, King bed, private bathroom, ample parking, free internet
New London
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, very helpful!"
United States
Kevin G.
The price is CA $168
CA $221 total
includes taxes & fees
Oct 28 - Oct 29
Clean and cozy, King bed, private bathroom, ample parking, free internet
A bedroom with a bed, two bedside tables with lamps, a door, and a window.

9. Clean master bedroom with King & private bath, 2 blocks from Rt 95, Free Wi-Fi

Clean master bedroom with King & private bath, 2 blocks from Rt 95, Free Wi-Fi
New London
8.0 out of 10, Very good, (1 review)
"The host was nice, helpful and easy to communicate with. Our room had an assigned bathroom, it wasn’t in the room, but just down the hall. That worked fine for us. We needed a clean, reasonably priced place for an overnight stay on our road trip and this ticked all the boxes."
United States
Warren
The price is CA $151
CA $202 total
includes taxes & fees
Oct 28 - Oct 29
Clean master bedroom with King & private bath, 2 blocks from Rt 95, Free Wi-Fi
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 Chester Hotel Reviews

Hampton Inn Norwich

Hampton Inn Norwich

10/10 Excellent
"This is my second time staying here, and I will do so again. I rated the amenities lower because I didn't use them."
Robin 1-night trip
Posted 6 hours ago
Hampton Inn Norwich

Find out more about Chester

Chester B&B information

Number of reviews
1,818
Accommodation
13 B&B
Lowest Price
CA $165
Highest Price
CA $461

Frequently asked questions

Searching for B&Bs in Chester?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be the perfect alternative for your vacation. While you're enjoying your trip to Chester, you might want to explore the theater scene by catching a show at Norma Terris Theater.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to interact with the owner, and tasty breakfasts, B&Bs provide a one-of-a-kind environment.
What are the top B&Bs in Chester?
Here are some well-liked B&Bs in the surrounding area: Inn at Harbor Hill Marina: 16 rooms. 16.2 mi (26.1 km) from the downtown core. Enjoy the free full breakfast and marina onsite. The Homestead: 10 rooms. Situated 10.9 mi (17.6 km) from the heart of Chester. Enjoy the deli and unique décor. The Captain Stannard: 11 rooms. 8.4 mi (13.5 km) from the heart of downtown. Enjoy the private yard and unique décor. The Bevin House Bed & Breakfast: 5 rooms. Located 12.1 mi (19.4 km) from the core of Chester. Enjoy the free full breakfast and designer toiletries.
What's the best time of year to book my B&B in Chester?
When you're dreaming of a escape to Chester, 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 35°F. Average annual precipitation for Chester is 54 inches.
What is there to do in Chester?
When you want to explore some things to do in town, Connecticut River and Chester Creek Marina are some notable sights to visit. You might put Norma Terris Theater and Connecticut Valley Railroad State Park Trail on your list if you want to see more of the area.
How can I get to and around Chester?
You can plan your excursions in and around Chester ahead of time with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.1 mi (37.2 km) away from the city center. Otherwise, look for flights into New London, CT (GON-Groton - New London), which is 23.1 mi (37.2 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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