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Stephentown – 4 hotels and places to stay

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Berkshire Valley Inn

Williamstown (Near Stephentown)

Situated in Williamstown, 36 km from Cranwell Spa & Golf Club, Berkshire Valley Inn features accommodation with a seasonal outdoor swimming pool, free private parking, a shared lounge and barbecue...

M
Melissa
From
United Kingdom
Great friendly motel, with updated facilities, a delicious breakfast, with different options each morning and a newly refurbished pool. The pool was quiet so we had it all to ourselves, and the lovely owner Pamela provides towels and pool floats. The small details have been thought about here. Location. Was great to use the mountain summer facilities including mountain coaster and rafting. We would love to return in the winter season too.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 62 reviews
Price from
US$127.88
1 night, 2 adults

Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak

Hancock (Near Stephentown)

Featuring a hot tub, Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak is set in Hancock.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 9 reviews
Price from
US$447.55
1 night, 2 adults

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4

Hancock (Near Stephentown)

Boasting an outdoor pool and mountain views, Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 is situated in Hancock. It is located 33 km from Cranwell Spa & Golf Club and features a lift.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 24 reviews
Price from
US$143.64
1 night, 2 adults

Vacation Village in the Berkshires

Hancock (Near Stephentown)

Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities.

T
TARANA
From
United States
We tried this place out for just one day to see what it would be like. The room was very spacious for the price. This place must very popular and hard to book during the summer. It was surprising it even had two TVs in the room we stayed in. Loved the gas fireplace and big refrigerator and the balcony. Unbeatable for the value. This will be our go to getaway place from now on for this area.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,457 reviews
Price from
US$118.15
1 night, 2 adults

Jiminy Peak Mountain Resort

Hancock (Near Stephentown)

Nestled on Hancock, Massachusetts’ ski slopes, Jiminy Peak Mountain Resort offers a restaurant, adventure parks and ski-to-door access.

P
Park
From
United Kingdom
The room was a spacious suite with a good-sized bedroom with en-suite bathroom which had the bonus of having an additional separate sink/vanity, both accessible from both the bedroom and the living room. The rooms were nothing fancy, but had a kitchenette and were very clean and pretty quiet. The mountain setting is peaceful and beautiful.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 152 reviews
Price from
US$159
1 night, 2 adults

Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort

Hancock (Near Stephentown)

Featuring a garden, an outdoor pool and mountain views, Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort is set in Hancock.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 15 reviews
Price from
US$297.54
1 night, 2 adults

Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy

Hancock (Near Stephentown)

Featuring an outdoor pool and mountain views, Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy is located in Hancock.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 15 reviews
Price from
US$143.64
1 night, 2 adults

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak

Hancock (Near Stephentown)

Featuring a private pool and mountain views, Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak is located in Hancock. It is set 33 km from Cranwell Spa & Golf Club and provides a lift.

X
Xia
From
United States
Really nice host! We encountered a power outage for one day in the Jiminy Peak area due to a storm and the host nicely let us stay one more day without charge! That's really sweet for them. Love the room decoration and style. Have almost everything needed to cook. Near to the mountain and lifts with just a little walk.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 20 reviews
Price from
US$143.64
1 night, 2 adults

Hotel on North

Pittsfield (Near Stephentown)

Situated in Pittsfield and within 13 km of Cranwell Spa & Golf Club, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property.

R
Raymond
From
Ireland
lovely hotel with friendly staff, great place to stay
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 194 reviews
Price from
US$146.28
1 night, 2 adults

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield (Near Stephentown)

Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western...

C
Christian
From
Germany
Brand new Hotel opened in July 2025, great breakfast, nice management.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 28 reviews
Price from
US$141.55
1 night, 2 adults
See all hotels in and around Stephentown

Hotels with parking in Stephentown

Free parking
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 169 reviews
From US$255.79 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 77 reviews
From US$133.83 per night
Free parking
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 322 reviews
From US$104.42 per night
Free parking
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 22 reviews
Free parking
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 28 reviews
From US$127.23 per night
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 764 reviews
From US$139.74 per night
Free parking
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 99 reviews
From US$175.37 per night
Free parking
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 110 reviews
From US$165.32 per night
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 509 reviews
From US$136.08 per night
Free parking
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 205 reviews
From US$131.90 per night

Most booked hotels in Stephentown and surroundings in the past month

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Popular with guests booking hotels in Hancock

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 39 reviews

Popular with guests booking hotels in New Lebanon

Popular with guests booking hotels in Hancock

Popular with guests booking hotels in Williamstown

Popular with guests booking hotels in Hancock

Popular with guests booking hotels in New Lebanon

Popular with guests booking hotels in Hancock

Budget hotels in Stephentown and nearby

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 9 reviews

2 Bed Berkshire Getaway minutes to Jiminy Peak Ski is situated in Hancock, 33 km from Tanglewood Musical Center, 33 km from Tanglewood, and 34 km from Cranwell Spa & Golf Club.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Hancock, 33 km from Tanglewood Musical Center and 33 km from Tanglewood, The entire Stephentown Hotel. 28 person occupancy offers air conditioning.

Berkshires Studio Apartment at the Stephentown Hotel, a property with a garden, is situated in Hancock, 33 km from Tanglewood, 34 km from Cranwell Spa & Golf Club, as well as 35 km from Rensselaer...

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 28 reviews

Located in Hancock and only 33 km from Cranwell Spa & Golf Club, Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury provides accommodation with mountain views, free WiFi and free private parking...

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 298 reviews

Located in Hancock just 35 miles from Norman Rockwell Museum, this hotel features an indoor and outdoor pool. Tennis courts and a hot tub are located on site.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 6 reviews

Boasting a private pool and mountain views, Jurassic Dino Suite Jiminy-Must See Sleeps 4 is situated in Hancock.

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 13 reviews

Boasting an outdoor pool and mountain views, WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk is situated in Hancock. It is located 33 km from Cranwell Spa & Golf Club and features a lift.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 39 reviews

Located 33 km from Cranwell Spa & Golf Club, Disney Magic at Jiminy Mountain offers 4-star accommodation in Hancock and has a shared lounge, a restaurant and a bar.

Best hotels with breakfast in Stephentown and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 62 reviews

Situated in Williamstown, 36 km from Cranwell Spa & Golf Club, Berkshire Valley Inn features accommodation with a seasonal outdoor swimming pool, free private parking, a shared lounge and barbecue...

From US$172.02 per night
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 19 reviews

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn is situated in Hancock, 33 km from Tanglewood Musical Center, 33 km from Tanglewood, and 43 km from Norman Rockwell Museum.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Boasting an outdoor pool and mountain views, Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor is set in Hancock.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 6 reviews

Featuring an outdoor pool and mountain views, 1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor is located in Hancock.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 6 reviews

Featuring an outdoor pool and mountain views, Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 is located in Hancock. The air-conditioned accommodation is 33 km from Cranwell Spa & Golf Club.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 21 reviews

Situated in Hancock, Mountain View Suite on Jiminy Peak Ski On Off -New features accommodation with a private pool and mountain views.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 14 reviews

Boasting an outdoor pool and mountain views, Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off is set in Hancock.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Featuring an outdoor pool and mountain views, Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator Pool and Lobby is set in Hancock.

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