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Top hotels and accommodation in Stephentown

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1003)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is AU$170
includes taxes & fees
16 Dec - 17 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1003)
"Great stay!"
United States
Ann
The price is AU$150
includes taxes & fees
14 Dec - 15 Dec
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (808)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AU$184
includes taxes & fees
8 Dec - 9 Dec
Berkshires Untold
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is AU$166
includes taxes & fees
8 Dec - 9 Dec
Vacation Village in the Berkshires
Lobby
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very good, (1004)
"Room was spotless, staff very friendly."
United States
amber
The price is AU$160
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn & Suites East Greenbush - Albany
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (796)
"Place was great!"
United States
Benjamin
The price is AU$255
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very good, (982)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AU$154
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is AU$320
includes taxes & fees
5 Jan - 6 Jan 2026
The Red Lion Inn
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is AU$290
includes taxes & fees
8 Dec - 9 Dec
The Cornell Inn, Lenox & The Berkshires
Reception
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3.0 star property
Downtown Albany
9.0 out of 10, Wonderful, (1331)
"Would definitely stay here again!"
United States
Steven
The price is AU$169
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Albany/Downtown
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is AU$163
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (780)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is AU$180
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel
Free buffet breakfast
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
Rensselaer
8.8 out of 10, Excellent, (857)
"Friends visiting our church stayed here -- and they thought it was great! Treated very nicely by the staff; great view of Albany's skyline."
United States
Nicholas
The price is AU$172
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Lobby
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

3.0 star property
Downtown Albany
8.0 out of 10, Very good, (438)
"Had a great stay ! "
United States
Bethany
The price is AU$170
includes taxes & fees
14 Dec - 15 Dec
Country Inn & Suites by Radisson, Downtown Albany New York
Fridge, microwave, stovetop, dishwasher
TownePlace Suites by Marriott Albany Downtown/Medical Center

TownePlace Suites by Marriott Albany Downtown/Medical Center

3.0 star property
Albany
8.4 out of 10, Very good, (852)
"I have been there a few times always good experience"
United States
Aysha
The price is AU$198
includes taxes & fees
18 Dec - 19 Dec
TownePlace Suites by Marriott Albany Downtown/Medical Center
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
BBQ/picnic Area
Hampton Inn & Suites Albany-East Greenbush

Hampton Inn & Suites Albany-East Greenbush

2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (881)
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
The price is AU$191
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites Albany-East Greenbush
Lobby
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 star property
Downtown Albany
8.8 out of 10, Excellent, (1042)
"Clean room, great staff! Enjoyed our stay!!"
United States
Maureen
The price is AU$156
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Albany-Downtown
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is AU$224
includes taxes & fees
22 Dec - 23 Dec
Hotel On North
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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Stay near popular Stephentown attractions

Zema's Nursery

Enjoy a stop at Zema's Nursery, an entertaining place to visit in Stephentown. Discover the mountain views in this quaint area or enjoy its ski slopes.
See properties

Top Stephentown Hotel Reviews

Recent Reviews in Stephentown

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

10/10 Excellent
"Would definitely stay here again!"
Steven 1-night trip
Posted 2 days ago
Hyatt Place Albany/Downtown

More cheap accommodation in Stephentown

Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY
The price is AU$156 per night from 14 Dec to 15 Dec
AU$156
14 Dec - 15 Dec
includes taxes & fees
8.6/10 Excellent! (1,038 reviews)

Frequently asked questions

Where is the best place to stay in Stephentown?
Located 5.3 mi (8.6 km) from the heart of Stephentown, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Hyatt Place Albany/Downtown and Hotel Downstreet, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Stephentown.
What are some of the best holiday rentals that Stephentown has to offer?
Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of Stephentown is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Stephentown.
If I need to cancel my hotel reservation in Stephentown, will I receive a refund?
Yes! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Stephentown.
What's the best dog-friendly place to stay in Stephentown?
Berkshire Mountain House is a top dog-friendly B&B, and offers a rooftop terrace along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Stephentown.
What are some accommodation options with pools in Stephentown?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Hotel Downstreet, an Ascend Collection Hotel and Berkshire Mountain Lodge are a couple of other choices that offer an on-site pool. View all hotels with pools in Stephentown.
How is it to stay in Stephentown?
Visitors can enjoy all that Stephentown has to offer, including the ski areas and restaurants. In Stephentown, there are 14 hotels and other accommodation options to choose from. Find out more about Stephentown.
What should I see while I'm in Stephentown?
A couple of favourite places to visit are Taconic Ridge State Forest and Zema's Nursery. You'll also find Jiminy Peak Mountain Resort and Hancock Shaker Village in the area. Take a look at what more there is to see and do in Expedia's Stephentown guide.
What's the seasonal weather like in Stephentown?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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