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Stephentown Hotels from S$99

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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 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 S$751
includes taxes & fees
8 Nov - 9 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, (2,830 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is S$129
includes taxes & fees
8 Nov - 9 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, (1,002 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is S$189
includes taxes & fees
7 Nov - 8 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, (1,001 reviews)
"Room was spacious and clean"
United States
James
The price is S$134
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites
A building entrance with a large planter with purple flowers and a small tree.

5. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (979 reviews)
"Very nice hotel"
United States
Philip
The price is S$166
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
A patio area with outdoor furniture, a fire pit, and potted plants.

6. 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 S$130
includes taxes & fees
6 Dec - 7 Dec
The Springs Motel
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

7. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is S$115
includes taxes & fees
6 Dec - 7 Dec
Berkshire Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is S$141
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Two Adirondack chairs facing a river with a forested hill in the background.

9. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The location was good for our trip."
United States
Basil
The price is S$156
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

10. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (935 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is S$113
includes taxes & fees
8 Nov - 9 Nov
Howard Johnson by Wyndham Lenox
Exterior

11. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,257 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is S$138
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
A spacious hotel lobby with multiple seating areas, large windows, and a television.

12. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is S$157
includes taxes & fees
12 Nov - 13 Nov
Hampton Inn & Suites Berkshires-Lenox
A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

13. 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, (1,000 reviews)
"enjoyed our stay"
United States
Mark
The price is S$147
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

14. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (434 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is S$141
includes taxes & fees
8 Nov - 9 Nov
The Central Downtown Inn & Suites
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

15. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (934 reviews)
"Friendly staff"
United States
William
The price is S$102
includes taxes & fees
8 Nov - 9 Nov
FairBridge Inn Express
A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

16. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
8.8 out of 10, Excellent, (164 reviews)
"The bed was soooo comfortable!"
United States
DONNA
The price is S$160
includes taxes & fees
6 Nov - 7 Nov
Gregory House Country Inn
A kitchen with a countertop, a refrigerator, and a window.

17. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (838 reviews)
"Everything was so clean, staff at the front desk were kind, will definitely be back if we stay in the area again!"
United States
Khileigh
The price is S$99
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

18. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is S$170
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

19. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (366 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is S$118
includes taxes & fees
8 Nov - 9 Nov
Williamstown Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

20. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
The price is S$121
includes taxes & fees
8 Nov - 9 Nov
Willows Motel Williamstown
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.
View all properties

Compare top hotels in Stephentown

Indoor pool

Vacation Village in the Berkshires

3.0 star property
Williamstown
View
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

Jiminy Peak Mountain Resort

3.0 star property
Hancock
View
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
View
A building entrance with a large planter with purple flowers and a small tree.

Hotel On North

3.5 star property
Pittsfield
View
A patio area with outdoor furniture, a fire pit, and potted plants.

The Springs Motel

2.0 star property
New Ashford
View
8.8
Excellent
2,830 reviews
8.4
Very good
1,002 reviews
8.4
Very good
1,001 reviews
9.6
Exceptional
979 reviews
9.2
Wonderful
123 reviews
The price is S$129
includes taxes & fees
8 Nov - 9 Nov
The price is S$189
includes taxes & fees
7 Nov - 8 Nov
The price is S$134
includes taxes & fees
1 Dec - 2 Dec
The price is S$166
includes taxes & fees
29 Nov - 30 Nov
The price is S$130
includes taxes & fees
6 Dec - 7 Dec
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
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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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very centrally located. Right next to a good little market. Very reasonable price for an apartment like room."
Holly 3-night trip
Posted less than an hour ago
Berkshire Mountain Lodge

More cheap stays in Stephentown

Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY
The price is S$125 per night from 6 Dec to 7 Dec
S$125
6 Dec - 7 Dec
includes taxes & fees

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 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.
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.

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