Stephentown Hotels from S$109

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Our top choices for Stephentown hotels

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is S$135
includes taxes & fees
6 Jan - 7 Jan, 2026
The Central Downtown Inn & Suites

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (448)
"It is the perfect place to stay!"
United States
Darrell
The price is S$236
includes taxes & fees
22 Jan - 23 Jan, 2026
The Porches Inn at Mass MoCA

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush
2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1000)
"Nice motel and easy to get to."
United States
lucille
The price is S$139
includes taxes & fees
1 Jan - 2 Jan, 2026
Fairfield Inn & Suites Albany East Greenbush

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"The owner Brandi was outstanding, friendly, she made us fresh homemade breakfast each morning, which the best. Will differently stay there again. Wonderful place and people."
United States
alton
The price is S$293
includes taxes & fees
15 Jan - 16 Jan, 2026
Harbour House Inn

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, (68)
"Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!"
United States
Jeanne
The price is S$163
includes taxes & fees
4 Jan - 5 Jan, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is S$185
includes taxes & fees
2 Jan - 3 Jan, 2026
Hilton Garden Inn Lenox Pittsfield

Hampton Inn & Suites Albany-East Greenbush

Hampton Inn & Suites Albany-East Greenbush
2.5 star property
East Greenbush
9.0 out of 10, Wonderful, (883)
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
The price is S$168
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Albany-East Greenbush

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is S$110
includes taxes & fees
6 Jan - 7 Jan, 2026
Best Western Plus Berkshire Hills Inn & Suites

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1001)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is S$180
includes taxes & fees
6 Jan - 7 Jan, 2026
Hotel Downstreet, an Ascend Collection Hotel

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (807)
"Clean room and staff was super friendly"
United States
Yuen
The price is S$214
includes taxes & fees
15 Jan - 16 Jan, 2026
Hotel On North

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is S$243
includes taxes & fees
29 Dec - 30 Dec
Blue Vista Motor Lodge

Residence Inn by Marriott Albany East Greenbush/Tech Valley

Residence Inn by Marriott Albany East Greenbush/Tech Valley
3.0 star property
East Greenbush
8.8 out of 10, Excellent, (230)
"excellent room, staff and amenities"
United States
Vishal
The price is S$189
includes taxes & fees
2 Jan - 3 Jan, 2026
Residence Inn by Marriott Albany East Greenbush/Tech Valley

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is S$119
includes taxes & fees
6 Jan - 7 Jan, 2026
Berkshire Inn

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (794)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is S$171
includes taxes & fees
11 Jan - 12 Jan, 2026
Berkshire Mountain Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (212)
" Nice"
United States
Katherine
The price is S$167
includes taxes & fees
25 Dec - 26 Dec
Chatham Travel Lodge

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is S$315
includes taxes & fees
6 Jan - 7 Jan, 2026
Jiminy Peak Mountain Resort

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is S$114
includes taxes & fees
24 Dec - 25 Dec
Howard Johnson by Wyndham Lenox

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn

Renaissance Albany Hotel

Renaissance Albany Hotel
3.5 star property
Downtown Albany
9.2 out of 10, Wonderful, (965)
"Room and location were great"
United States
Donna
The price is S$235
includes taxes & fees
25 Dec - 26 Dec
Renaissance Albany Hotel

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, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is S$134
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

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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 Comfort Inn Glenmont - Albany South. See all available top hotels, or 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. Comfort Inn Glenmont - Albany South and Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 17 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 Zema's Nursery and Taconic Ridge State Forest. You'll also find Jiminy Peak Mountain Resort and Mount Lebanon 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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