Search hotels in Chester, MA

Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts is located in Chester, just 22 miles from Tanglewood and 23 miles from Norman Rockwell Museum.

Located in Becket, within 8 miles of Cranwell Spa & Golf Club and 10 miles of Tanglewood Musical Center, Berkshire Lake Lodge has accommodations with water sports facilities and free WiFi throughout...

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Paul

From

United States

Amazing hospitality!! Definitely worth it!

Located in South Lee and within 5 mi of Norman Rockwell Museum, Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires has barbecue facilities and nonsmoking rooms.

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Yehonatan

From

Israel

Great place with good pool and mini golf. Nice trails around the hotel

The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains.

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ceren

From

Turkey

My husband and I stayed here for New Year's Eve, and loved it so much that we extended our stay another night! The staff was very friendly and helpful with everything. The rooms were comfortable and clean. You can buy some snacks and drinks at the reception and the food at the Indian restaurant was amazing!

This historic Massachusetts bed and breakfast features free Wi-Fi access and a beautiful front yard. Cable TV and a private bathroom are featured in every uniquely styled room.

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Scott

From

United States

The room- very nice room. Felt like home.

Quality Inn Lee - Lenox South has accommodations in Lee. This 4-star inn offers free WiFi. The property is non-smoking throughout and is located 3.6 miles from Cranwell Spa & Golf Club.

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Denise

From

Belgium

The breakfast was great: a lot of choice, very good coffee, spacious place; large room with two King size beds very comfortable ! A lot of restaurants nearby.

Devonfield Inn in Lee provides accommodations with a garden, a terrace, and a shared lounge.

This motel offers refrigerators in each room and free parking. It is located within a 5 - minute drive of Interstate 90 and 10 miles from Six Flags Amusement Park and Blandford Ski Area.

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Kathleen

From

United States

Staff very friendly, place was newly remodeled and very clean.

Located in Lee, 5.4 miles from Norman Rockwell Museum and 5.9 miles from Cranwell Spa & Golf Club, Econo Lodge Lee - Great Barrington has mountain views and free WiFi.

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Andrea

From

United States

Property was cute, everything looks newer / fresh like the floor wasn’t old the shower wasn’t old etc, property is definitely well maintained and cleaned thoroughly after the guests!

Offering an outdoor swimming pool, Sunset Inn is located in Lee, Massachusetts just 10 minutes’ drive from Tanglewood music venue. Free Wi-Fi access is available.

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William

From

United States

Everything the staff was nice and perfect room was nice