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Compare 5 B&B in Chester with updated reviews, rates, and availability.

Ash Street Inn

3.5 star property
10.0 out of 10, Exceptional, (77)
"What a great B&B! The owners were very receptive, accommodating and will certainly return in the future."
The price is SAR 841
SAR 912 total
includes taxes & fees
17 Apr - 18 Apr
Ash Street Inn

Stephen Clay Homestead B&B

2.0 star property
9.8 out of 10, Exceptional, (94)
"A diamond in the rough. The owners were so welcoming and engaging. The historical home was immaculate and the breakfast was complete with a roaring fire and great conversation. We will be coming back again."
The price is SAR 750
SAR 814 total
includes taxes & fees
19 Apr - 20 Apr
Stephen Clay Homestead B&B

Lake Shore Farm Inn

2.0 star property
7.8 out of 10, Good, (69)
"Great old Dame of a hotel. Throwback, but very comfortable. I would come back."
Lake Shore Farm Inn

Inn By The Bandstand

4.0 star property
9.8 out of 10, Exceptional, (63)
"The owner Haimy was more than accommodating. The room was spectacular with a fireplace. Very Romantic. Enjoyed Thoroughly."
The price is SAR 1,018
SAR 1,105 total
includes taxes & fees
21 Apr - 22 Apr
Inn By The Bandstand

Welcoming beautiful quiet one bedroom with private bath overlooking nature

Welcoming beautiful quiet one bedroom with private bath overlooking nature
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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Other property types in Chester

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (13)
"This place is amazing. It was so quiet that I found myself whispering. Our dog loved it and she’s usually stressed out on trips. My only regret is only booking one night. "
The price is SAR 507
SAR 692 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Blake Brook

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

9.6 out of 10, Exceptional, (86)
"I gave this weekend to my family as a Christmas gift. Each year we go away together as my gift to them. This home was a perfect spot for our group. Adults could enjoy games in the spacious kitchen while children enjoyed the theater or karaoke in the other end of the spacious house. The indoor pool was fabulous and many memories were made over the weekend. Highly recommend for your family adventures."
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

Cozy 3 bedroom in a friendly neighborhood close to I-93!

10.0 out of 10, Exceptional, (2)
"This was a great stay. The cleanest property I have ever stayed at bar none! Centrally located. Comfortable beds and thoughtful touches throughout. Definitely would stay again! "
Cozy 3 bedroom in a friendly neighborhood close to I-93!
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.

Frequently asked questions

Searching for B&Bs in Chester?
Whether you’re on a romantic vacation and want to stay somewhere quiet, or you’re a solo traveler hoping to get some local recommendations, B&Bs can be a great choice for many travelers. When you want to explore some attractions in town, Chester Town Hall and Chester Public Library are worth a stop.
Why consider a B&B over a traditional hotel room?
With attentive service, an atmosphere suited to mingling with other guests, and delectable breakfasts, B&Bs all have a unique setting.
What are the best B&Bs in Chester?
Below are some well-liked B&Bs in the area: Ash Street Inn: 5 rooms. 10.4 mi (16.7 km) from the heart of Chester. Enjoy the free cooked breakfast and unique décor. Stephen Clay Homestead B&B: 3 rooms. 7.7 mi (12.5 km) from the downtown core. Enjoy the free cooked breakfast and patio area. Inn By The Bandstand: 8 rooms. 15.8 mi (25.4 km) from the heart of downtown. Enjoy the designer toiletries and fireplace in the lobby. Welcoming beautiful quiet one bedroom with private bath overlooking nature: Located 17.7 mi (28.4 km) from the core of Chester. Enjoy the in-room pools and indoor swimming pool.
When should I stay at a B&B in Chester?
When you’re planning your trip to Chester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chester are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Chester?
When you want to explore some things to do in town, Chester Town Hall and Chester Public Library are some notable sights to visit. You might also consider a trip to sites like Zorvino Vineyards or Onway Lake if you have time 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 Manchester-Boston Regional Airport (MHT), which is located 9.4 mi (15.1 km) from the city center. Otherwise, look for flights into Nashua, NH (ASH-Nashua Municipal), which is 17.8 mi (28.6 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.