Find hotels in Stephentown, NY from ฿2,844

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24 Dec - 25 Dec
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25 Dec - 26 Dec
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26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Stephentown hotels

Balcony
The Central Downtown Inn & Suites

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 ฿2,924
฿3,266 total
includes taxes & fees
25 Dec - 26 Dec
The Central Downtown Inn & Suites
Lobby
Fairfield Inn & Suites Albany East Greenbush

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)
Located in East Greenbush, this hotel offers easy access to MVP Arena and University at Albany. Enjoy complimentary WiFi, parking, and daily buffet breakfast. The clean rooms provide comfort after exploring nearby Crossgates Mall and Regal East Greenbush.
"Nice motel and easy to get to."
United States
lucille
The price is ฿3,014
฿3,346 total
includes taxes & fees
5 Jan - 6 Jan 2026
Fairfield Inn & Suites Albany East Greenbush
Exterior
The Porches Inn at Mass MoCA

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 ฿4,468
฿5,686 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Porches Inn at Mass MoCA
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
Unwind at this cosy Cheshire inn offering free WiFi and parking. Explore nearby Mount Greylock State Reservation or catch a show at Adams Theatre, then return to comfortable accommodation just 16 minutes from Pittsfield Station.
"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 ฿6,688
฿7,069 total
includes taxes & fees
7 Jan - 8 Jan 2026
Harbour House Inn
Restaurant
Hampton Inn & Suites Albany-East Greenbush

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)
Just 15 minutes from University at Albany, this hotel offers an indoor pool and fitness centre. Enjoy free breakfast, WiFi, and parking. Explore nearby Regal East Greenbush, or drive to Colonie Centre Mall. Clean rooms and helpful staff await.
"The room was clean, the included breakfast was excellent, and the staff were friendly."
Canada
Roman
The price is ฿3,545
฿4,044 total
includes taxes & fees
30 Dec - 31 Dec
Hampton Inn & Suites Albany-East Greenbush
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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)
Located 10 minutes from Tanglewood Music Centre, this hotel provides complimentary breakfast, WiFi, and parking. After exploring nearby attractions, unwind in the indoor pool or soothing hot tub for a peaceful end to your Pittsfield adventure.
"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 ฿3,517
฿3,928 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness centre. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is ฿3,978
฿4,443 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Lenox Pittsfield
Property amenity
Residence Inn by Marriott Albany East Greenbush/Tech Valley

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)
This business-friendly hotel offers a refreshing indoor pool and 24-hour fitness centre. Just a short drive from MVP Arena and Crossgates Mall, guests enjoy free WiFi, parking, and breakfast. Fellow travellers praise the helpful staff and well-maintained property.
"excellent room, staff and amenities"
United States
Vishal
The price is ฿4,106
฿4,558 total
includes taxes & fees
9 Jan - 10 Jan 2026
Residence Inn by Marriott Albany East Greenbush/Tech Valley
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

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)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness centre or enjoy nearby skiing options. Tanglewood Music Centre and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.
"Very friendly and good Breakfast."
United States
Jesse
The price is ฿2,376
฿2,654 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
This motel offers a peaceful retreat with 2 hot tubs and a rejuvenating sauna. Located near Florida Free Public Library, guests praise the helpful staff and clean rooms. Enjoy free WiFi and parking during your North Adams adventure.
"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 ฿5,555
฿5,872 total
includes taxes & fees
28 Dec - 29 Dec
Blue Vista Motor Lodge
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1000)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ฿3,881
฿4,335 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Downstreet, an Ascend Collection Hotel
Balcony
Chatham Travel Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (212)
Peaceful countryside motel offers daily housekeeping, free WiFi, and complimentary parking. Explore nearby attractions like The Mac-Haydn Theatre or Shaker Museum, with convenient access to Hudson Station and airport.
" Nice"
United States
Katherine
The price is ฿3,608
฿4,041 total
includes taxes & fees
25 Dec - 26 Dec
Chatham Travel Lodge
Property entrance
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (808)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transport Centre, enjoy room service and the convenient city centre location.
"Clean room and staff was super friendly"
United States
Yuen
The price is ฿4,635
฿5,177 total
includes taxes & fees
30 Dec - 31 Dec
Hotel On North
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Centre. Close to Colonial Theatre and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.
"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 ฿2,675
฿2,988 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Inn
Check-in/check-out kiosk
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (795)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is ฿3,070
฿4,124 total
includes taxes & fees
14 Jan - 15 Jan 2026
Berkshire Mountain Lodge
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
Experience mountain magic at this ski-in/ski-out resort featuring 2 restaurants, 2 bars, and an outdoor pool. Condos include microwaves and DVD players, while the property offers ski storage, rentals, and lessons just steps from Mountain Coaster.
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ฿6,812
฿7,609 total
includes taxes & fees
14 Jan - 15 Jan 2026
Jiminy Peak Mountain Resort
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ฿17,886
฿19,621 total
includes taxes & fees
26 Dec - 27 Dec
Inn at Kenmore Hall
In-room safe, desk, laptop workspace, iron/ironing board
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
This centrally located motel has an inviting outdoor pool where you can cool off after exploring nearby attractions. Free WiFi and self parking add extra value while the helpful staff ensures a pleasant stay in clean, comfortable rooms.
"Staff was very friendly and helpful."
United States
Pamela
The price is ฿2,457
฿2,745 total
includes taxes & fees
25 Dec - 26 Dec
Howard Johnson by Wyndham Lenox
Front of property
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
Relax in this Lenox retreat featuring poolside drinks and a garden oasis. Just minutes from Shakespeare and Company, this B&B offers free breakfast, WiFi and parking. Guests consistently praise the attentive staff for an exceptional stay.
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn
Premium bedding, pillow-top beds, individually decorated
Four Season Motel

Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (195)
This roadside motel offers convenient access to nearby attractions like Funplex Fun Park and Brookview Station Winery. Enjoy practical amenities including free parking and helpful room service with round-the-clock front desk assistance.
"I thought the staff was genuinely interested in me and wanted me to rest "
United States
Joseph
The price is ฿2,177
฿2,417 total
includes taxes & fees
26 Dec - 27 Dec
Four Season Motel
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

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

10/10 Excellent
"very good stay my only recommendation would be to have more coffee supplies as their is only enough for one pot of coffee and we were staying two days other than that very peaceful and comfortable."
Dennis 2-night trip
Posted 2 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap stays in Stephentown

Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY
The price is ฿2,484 per night from 22 Jan to 23 Jan
฿2,484
฿2,844 total
22 Jan - 23 Jan 2026
includes taxes & fees
7.8/10 Good! (1,002 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 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.