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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Chester

Stephen Clay Homestead B&B
Garden

Stephen Clay Homestead B&B

2.0 star property
9.8 out of 10, Exceptional, (96)
"Great place to stay while visiting family."
$188 nightly
The price is $205
Sep 9 - Sep 10
Total includes taxes and fees
Stephen Clay Homestead B&B
Inn By The Bandstand
Abenaki Room | 1 bedroom, premium bedding, desk, blackout drapes

Inn By The Bandstand

4.0 star property
9.8 out of 10, Exceptional, (63)
"We loved this Inn. Everything about was immaculate, beautiful, and inviting!! And proximity to the lovely downtown was perfect. We would definitely stay here again!"
$330 nightly
The price is $358
Aug 12 - Aug 13
Total includes taxes and fees
Inn By The Bandstand
Lake Shore Farm Inn
Reception

Lake Shore Farm Inn

2.0 star property
8.0 out of 10, Very Good, (71)
"Beautiful location, very quiet and room was updated for an older building."
Lake Shore Farm Inn
Ash Street Inn
Exterior

Ash Street Inn

3.5 star property
10.0 out of 10, Exceptional, (81)
"Beautiful BnB. Close to downtown and walkable to many restaurants. The owners were so welcoming and helpful. Really enjoyed our stay! "
$249 nightly
The price is $270
Aug 13 - Aug 14
Total includes taxes and fees
Ash Street Inn
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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Top Chester Hotel Reviews

Sonesta ES Suites Andover Boston

Sonesta ES Suites Andover Boston

10/10 Excellent
"The room was nice and had a comfortable bed. The water pressure in the shower was poor though, and the tub filled up some. The breakfast was decent and had variety. We would stay here again. "
Katherine 4-night trip
Posted 2 days ago
Sonesta ES Suites Andover Boston

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Chester?
Prices for B&Bs in Chester often vary, but you can find a great deal from $205 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chester B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Chester?
The best time to book a B&B in Chester is during the summer months, particularly from June to August, when the area comes alive with outdoor activities and vibrant community events. This season is ideal for travelers who appreciate warm weather and beautiful scenery, with average temperatures ranging from the mid-60s to high 80s Fahrenheit. With opportunities for hiking, boating, and exploring the stunning natural landscapes, summer in Chester offers a number of adventures for those seeking an invigorating getaway.

July is particularly popular among visitors, as it hosts various local festivals and events that showcase the charm of Chester. The pleasant weather allows for comfortable exploration, whether you're wandering through the picturesque town or enjoying a day on the water at nearby Lake Almanor.

For travelers looking for a more budget-friendly option, consider planning your visit in October. This month is less crowded, yet still provides a delightful experience with the beautiful autumn foliage painting the landscape in vibrant hues. The tranquil atmosphere allows for relaxed exploration of the area's scenic views and outdoor activities without the hustle and bustle of peak season.
What is the difference between a Chester Bed & Breakfast and a hotel?
Every Chester B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chester B&Bs.