Search Chalets in Chester

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

16 Jum. I - 18 Jum. I

In two weeks

23 Jum. I - 25 Jum. I

In one month

6 Jum. II - 8 Jum. II

In two months

4 Raj. - 6 Raj.

Compare 3 Chalets in Chester with updated reviews, rates, and availability.

3 bedrooms, desk, iron/ironing board, travel crib

"Short couples getaway to recharge. The house was perfect and the wood stove kept the house toasty through the cold windy stay. HINT: coming from NY/NJ, buy your groceries as you pass through Great Barrington and save that extra trip."

"Great spot for a friends' getaway! The house is spacious with a bright, big living room perfect for gatherings. The location is stunning, nestled in a beautiful area with a hiking trail right in the backyard. Plus, there are interesting places to visit nearby like Historic Deerfield and Shelburne Falls. The only downside was some machinery noise from the first floor, especially at night. Overall, a lovely stay!"

"The location was great. Very peaceful. Not far from Lee, Lenox or Great Barrington. The house was very cute and as described. Will absolutely stay again. "

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

Other property types in Chester

"Very comfortable property in a lovely setting "

SAR 582 total

includes taxes & fees

11 May - 12 May

"We stayed in Holyoke as my daughter was performing at UMASS Amherst and this was a great location only 25 minutes of so away from campus. The home is spacious with two bedrooms and bathrooms. A very clean and well maintained the home. Would definitely recommend and will visit again!! "

SAR 1,085 total

includes taxes & fees

12 May - 13 May

Recent reviews of Chester hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection

5/5 Excellent

"Great location, friendly staff, and clean/comfortable room!"

A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection

Posted 3 days ago

5/5 Excellent

"I had a wonderful stay at The Yankee, Trademark Collection by Wyndham. The room was beautiful and comfortable, making for a very relaxing experience. The staff was incredibly kind, welcoming, and made check-in and check-out effortless. However, during my visit, there was construction happening nearby, which was quite noisy and inconvenient as it was right next to our room. Additionally, the lobby was not accessible at the time, which was a bit disappointing. Despite these minor issues, my overall experience was positive, largely thanks to the excellent staff and comfortable accommodations."

A verified traveler stayed at The Yankee, Trademark Collection by Wyndham

Posted 3 days ago