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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

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

Ash Street Inn
Exterior

Ash Street Inn

3.5 star property
10.0 out of 10, Exceptional, (76)
"Gracious hosts. Lovely place. Excellent!!!!"
The price is AED 786
AED 853 total
includes taxes & fees
5 Mar - 6 Mar
Ash Street Inn
Inn By The Bandstand
Abenaki Room | 2 bedrooms, premium bedding, desk, blackout drapes

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 AED 997
AED 1,081 total
includes taxes & fees
10 Mar - 11 Mar
Inn By The Bandstand
Lake Shore Farm Inn
Boating

Lake Shore Farm Inn

2.0 star property
8.0 out of 10, Very Good, (66)
"Great old Dame of a hotel. Throwback, but very comfortable. I would come back."
Lake Shore Farm Inn
Stephen Clay Homestead B&B
Garden

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 AED 735
AED 797 total
includes taxes & fees
15 Mar - 16 Mar
Stephen Clay Homestead B&B
Welcoming beautiful quiet one bedroom with private bath overlooking nature
Indoor pool

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
Exterior

Postcard Cabins Blake Brook

2.0 star property
9.6 out of 10, Exceptional, (5)
"Amamos a experiência,local limpo e aconchegante "
The price is AED 496
AED 538 total
includes taxes & fees
25 Mar - 26 Mar
Postcard Cabins Blake Brook
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Indoor pool, a heated pool

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

9.6 out of 10, Exceptional, (84)
"This is a charming 400-year-old farmhouse that has been well-loved and is perfect for hosting large get togethers. While it has been updated over the years, most of the original layout remains intact. There are lots of rules, but none are unreasonable, and there is a lot to know simply because it is a very large, historic home. This house feels warm and welcoming. It has tons of windows offering lots of light and lovely views from every room. There are six bedrooms upstairs, and the room off the...
The price is AED 5,509
AED 8,420 total
includes taxes & fees
16 Mar - 17 Mar
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Peek-a-Boo Lake Views & Yard: Windham Home
Terrace/patio

Peek-a-Boo Lake Views & Yard: Windham Home

10.0 out of 10, Exceptional, (1)
"We have rented thru VRBO before. This was by far our best experience. The house had everything we needed (no running out first thing for toilet paper) Best of all was the Christmas tree and decorations. It really made it “home for the holiday.”The agent and owners were super communicative, let us know what and where’s promptly.I can’t thank them enough for the experience. Our dog loved the space it trapped in a hotel room."
Peek-a-Boo Lake Views & Yard: Windham Home
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 Public Library and Chester Town Hall 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. Inn By The Bandstand: 8 rooms. 15.8 mi (25.4 km) from the downtown core. Enjoy the designer toiletries and fireplace in the lobby. Stephen Clay Homestead B&B: 3 rooms. 7.7 mi (12.5 km) from the heart of downtown. Enjoy the free cooked breakfast and patio area. 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 Public Library and Chester Town Hall are some notable sights to visit. You might also consider a trip to sites like Zorvino Vineyards or Candia Woods Golf Links 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.