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Go beyond your typical stay in Stephentown

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Check prices for these dates

Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Stephentown hotels

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is Rp4.594.606
Rp10.626.564 total
includes taxes & fees
10 Nov - 11 Nov
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Indoor pool

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,838 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is Rp1.453.306
Rp1.821.780 total
includes taxes & fees
10 Nov - 11 Nov
Vacation Village in the Berkshires
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

3. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,004 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is Rp2.425.735
Rp2.709.546 total
includes taxes & fees
10 Nov - 11 Nov
Jiminy Peak Mountain Resort
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
The price is Rp1.690.960
Rp1.888.802 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites
A patio area with outdoor furniture, a fire pit, and potted plants.

5. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is Rp1.912.912
Rp2.098.464 total
includes taxes & fees
10 Dec - 11 Dec
The Springs Motel
Two Adirondack chairs facing a river with a forested hill in the background.

6. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is Rp2.297.303
Rp2.566.106 total
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

7. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (981 reviews)
"Very nice hotel"
United States
Philip
The price is Rp2.100.133
Rp2.345.848 total
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
A spacious hotel lobby with multiple seating areas, large windows, and a television.

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
"Breakfast was great"
United States
Thomas
The price is Rp1.983.459
Rp2.215.523 total
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Berkshires-Lenox
A hotel patio with outdoor seating and a fire pit.

9. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (717 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is Rp2.146.803
Rp2.397.878 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
Exterior

10. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,266 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is Rp1.388.421
Rp1.954.974 total
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is Rp1.989.790
Rp2.222.595 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (937 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is Rp1.429.031
Rp1.596.228 total
includes taxes & fees
10 Nov - 11 Nov
Howard Johnson by Wyndham Lenox
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

13. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (714 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is Rp3.674.780
Rp4.104.729 total
includes taxes & fees
10 Nov - 11 Nov
The Williams Inn
A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,001 reviews)
"enjoyed our stay"
United States
Mark
The price is Rp1.953.612
Rp2.182.185 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

15. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,068 reviews)
"Very nice place beautiful view"
United States
Brian
The price is Rp1.902.121
Rp2.124.669 total
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

16. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (942 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is Rp1.497.586
Rp1.672.803 total
includes taxes & fees
28 Nov - 29 Nov
Berkshire Inn
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

17. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
"Great stay!"
United States
Vandhana
The price is Rp2.272.159
Rp2.538.002 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Lenox Berkshires
A fire feature with a metal frame and a brick wall in the background.

18. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (441 reviews)
"Nicer than your average ~$150 hotels. Clean room, but the details were better than the local Holiday Inn, etc. Would stay again."
United States
Josh
The price is Rp2.675.363
Rp2.988.380 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Williamstown
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

19. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is Rp1.758.974
Rp1.964.646 total
includes taxes & fees
11 Nov - 12 Nov
The Central Downtown Inn & Suites
A hotel room with a bed, a sofa, a TV, and a desk with a lamp.

20. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,006 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is Rp2.156.209
Rp2.408.486 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Downstreet, an Ascend Collection Hotel
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

Indoor pool
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown

10/10 Excellent

Excellent rooms in a great location
United Kingdom
Alan
Reviewed August 4, 2026
Vacation Village in the Berkshires

Frequently Asked Questions

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: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and Comfort Inn Glenmont - Albany South 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 18 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 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.

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 Country Inn & Suites by Radisson, Downtown Albany New York and Hampton Inn & Suites Albany-Downtown. See all available top hotels, or vacation rentals in Stephentown.