Default HTG hotel image

Search Resort Hotels in Stephentown from CA $117

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Stephentown

A modern living room with a grey sofa, a bed with grey bedding, and a wooden wall with a mounted TV.

1. Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (5 reviews)
"A beautiful property with a very communicative host. Check in was easy, and we enjoyed our stay. Would definitely recommend this property and host!"
United States
Nicole O.
The price is CA $131
CA $321 total
includes taxes & fees
Oct 28 - Oct 29
Berkshires Apartment at the Stephentown Hotel
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

2. 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 CA $356
CA $823 total
includes taxes & fees
Oct 28 - Oct 29
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

3. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.2 out of 10, Wonderful, (10 reviews)
"A lovely house! Very convenient for a Tanglewood weekend."
United States
Robert B.
The price is CA $284
CA $844 total
includes taxes & fees
Oct 28 - Oct 29
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
A bedroom with a large bed, a nightstand, an air conditioning unit, and a view through the window.

4. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
8.4 out of 10, Very good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is CA $169
CA $390 total
includes taxes & fees
Oct 28 - Oct 29
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
A sign for The Stephentown Hotel with a depiction of a red building and mountains.

5. 2 Bed Berkshire Getaway @ Stephentown Hotel

2 Bed Berkshire Getaway @ Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (7 reviews)
"The apartment was super clean, super comfortable, and so close to my family get together. I will definitely be back in September. Dillon was quick to respond and everything was exceptional."
United States
Sandra V.
2 Bed Berkshire Getaway @ Stephentown Hotel
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,799 reviews)
"We had an amazing stay."
United States
Luke
The price is CA $113
CA $141 total
includes taxes & fees
Nov 4 - Nov 5
Vacation Village in the Berkshires
Two Adirondack chairs facing a river with a forested hill in the background.

7. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $133
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A resort with multiple buildings, a parking area, and a mountainous backdrop.

8. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,009 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is CA $173
CA $194 total
includes taxes & fees
Oct 30 - Oct 31
Jiminy Peak Mountain Resort
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

9. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (930 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is CA $111
CA $124 total
includes taxes & fees
Oct 29 - Oct 30
Howard Johnson by Wyndham Lenox
A building entrance with a large planter with purple flowers and a small tree.

10. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (966 reviews)
"Big spacious rooms, great bed, great bath."
United States
John
The price is CA $162
CA $180 total
includes taxes & fees
Nov 8 - Nov 9
Hotel On North
A patio area with outdoor furniture, a fire pit, and potted plants.

11. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (122 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is CA $148
CA $163 total
includes taxes & fees
Oct 28 - Oct 29
The Springs Motel
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

12. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (939 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is CA $113
CA $127 total
includes taxes & fees
Nov 26 - Nov 27
Berkshire Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

13. 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, (1,000 reviews)
"Room was spacious and clean"
United States
James
The price is CA $131
CA $146 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus Berkshire Hills Inn & Suites
Exterior

14. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,233 reviews)
"beautiful location, giant suite room for incredible value"
United States
Michael
The price is CA $119
CA $165 total
includes taxes & fees
Nov 10 - Nov 11
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.

15. 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, (247 reviews)
"This a much better Holiday Inn than the one at Saugerties that we went one day before."
United States
Yuguo
The price is CA $133
CA $149 total
includes taxes & fees
Nov 24 - Nov 25
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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, (161 reviews)
"The bed was soooo comfortable!"
United States
DONNA
The price is CA $131
CA $145 total
includes taxes & fees
Nov 27 - Nov 28
Gregory House Country Inn
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

17. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (715 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is CA $166
CA $186 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Lenox Pittsfield
A spacious hotel lobby with multiple seating areas, large windows, and a television.

18. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"Breakfast was great"
United States
Thomas
The price is CA $154
CA $172 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Berkshires-Lenox
Dining

19. Garden Gables

Garden Gables
4.0 star property
Lenox
The price is CA $169
CA $290 total
includes taxes & fees
Nov 4 - Nov 5
Garden Gables
A kitchen with a countertop, a refrigerator, and a window.

20. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (834 reviews)
"Outside my motel window, two wild bunnies grazed in the yard. This morning deer & fawns grazed in the field beside the parking lot. The bed was quite comfortable. Very nice stay."
United States
DONNA
The price is CA $105
CA $117 total
includes taxes & fees
Nov 16 - Nov 17
The Villager 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stephentown Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Very large room and bathroom. Had parking easily accessible, very nice and helpful staff."
Gaby 2-night trip
Posted 3 hours ago
Hotel On North

Find out more about Stephentown

Stephentown Resorts information

Number of reviews
11,820
Accommodation
6 Resorts
Lowest Price
CA $117
Highest Price
CA $844

Frequently asked questions

What can I expect from a resort vacation in Stephentown?
You deserve some time off, and a resort is just the place to find all the services and amenities you need for a relaxing trip to Stephentown. One of the comfortable resort hotels in the surrounding area could be just what you're searching for, whether you want a luxurious suite, blissful spa treatments, or fun activities to try.
What's the best resort for my stay in Stephentown?
Our highest-rated resorts near Stephentown: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 5.3 mi (8.5 km) from Stephentown. Has ski-in/ski-out access, a fitness center, and a garden. COZY CABIN IN BERKSHIRES RESORT. - Ski resort right by Jiminy Peak Mountain Resort. 5.2 mi (8.4 km) from Stephentown. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers. Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out - Ski resort, 5-minute walk from Jiminy Peak Mountain Resort. 5.4 mi (8.6 km) from Stephentown. Access to ski-in/ski-out access, a fitness center, and an indoor pool.
What can I do in Stephentown?
Zema's Nursery and Taconic Ridge State Forest are a few of the interesting sights to visit. Additional attractions in the area include Jiminy Peak Mountain Resort and Hancock Shaker Village.
What's the seasonal weather like in Stephentown?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Stephentown are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Stephentown?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 10.3 mi (16.6 km) away from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 24.2 mi (38.9 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia