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

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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 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, (284 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is AED 713
AED 792 total
includes taxes & fees
6 Oct - 7 Oct
The Captain Stannard
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

2. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (203 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 AED 1,089
AED 1,208 total
includes taxes & fees
1 Oct - 2 Oct
Westbrook Inn B&B
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.

3. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (108 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is AED 886
AED 983 total
includes taxes & fees
7 Oct - 8 Oct
The Homestead
A hotel room with a bed, a desk, a chair, a radiator, a wall-mounted air conditioner, and a window with red curtains.

4. 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
9.6 out of 10, Exceptional, (66 reviews)
"Great place!"
United States
Bruce
The price is AED 361
AED 415 total
includes taxes & fees
29 Sep - 30 Sep
The Williams Center --King-bed room-New London/Mystic area
Interior

5. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (251 reviews)
"The owner Michael and staff were awesome. Michael makes delicious breakfast. We will definitely stay again. Andersens"
United States
Vicki
The price is AED 1,300
AED 1,443 total
includes taxes & fees
6 Oct - 7 Oct
The Scranton Seahorse Inn
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 AED 933
AED 1,036 total
includes taxes & fees
29 Sep - 30 Sep
The Bevin House Bed & Breakfast
A patio area with outdoor seating, a gazebo, and flags.

7. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 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 AED 878
AED 1,010 total
includes taxes & fees
6 Oct - 7 Oct
Inn at Harbor Hill Marina
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, (2 reviews)
"Great stay, very helpful!"
United States
Kevin G.
The price is AED 441
AED 580 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 397
AED 530 total
includes taxes & fees
29 Sep - 30 Sep
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

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"The staff was great! When we arrived, the counter person was amazing, friendly knowledgeable. Our day was comfortable and great."
lisa 1-night trip
Posted 5 hours ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area

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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