Find a Bed and Breakfast in Chester

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Chester B&B

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chester

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great silence environment "
The price is CA $144
CA $156 total
includes taxes & fees
Feb 6 - Feb 7
Postcard Cabins Blake Brook

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

9.4 out of 10, Exceptional, (82)
"My sister and I hosted a girls’ weekend with 15 friends. Chelsi’s house was perfect to accommodate everyone! The house was beautiful, there were plenty of beds and bathrooms for all of us, and we had the best time! Chelsi was also super great/quick with communication when I had a question! We had an amazing weekend in NH! "
The price is CA $2,174
CA $3,323 total
includes taxes & fees
Feb 17 - Feb 18
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

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?
If you want to find a place to stay with a small number of rooms and a more personalized environment, a bed and breakfast may be the perfect thing for your getaway to Chester.
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 spend some time in the great outdoors, Bear Brook State Park and Mine Falls Park are some notable spots. You might put Mall of New Hampshire and Canobie Lake Park 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 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.