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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Stephentown

A two-story red building with a porch, a mailbox, and a gravel driveway.

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 $323 total
includes taxes & fees
Oct 26 - Oct 27
Berkshires Apartment at the Stephentown Hotel
A cabin with a wooden deck, a covered porch, and a gravel driveway.

2. 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 $247
CA $796 total
includes taxes & fees
Oct 26 - Oct 27
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
A cabin with a wooden deck, a covered porch, and a gravel driveway.

3. 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 $314
CA $776 total
includes taxes & fees
Oct 28 - Oct 29
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A red building with a green door labeled "Apartment 1," a small garden with mulch and plants, and a white car parked in the background.

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 $393 total
includes taxes & fees
Oct 26 - Oct 27
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
A two-story building with a red exterior, a front porch, and a covered outdoor seating area.

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.
The price is CA $196
CA $436 total
includes taxes & fees
Oct 26 - Oct 27
2 Bed Berkshire Getaway @ Stephentown Hotel
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,780 reviews)
"We had an amazing stay."
United States
Luke
The price is CA $113
CA $141 total
includes taxes & fees
Nov 2 - Nov 3
Vacation Village in the Berkshires
A building with solar panels on the roof, a brick facade, and red Adirondack chairs outside.

7. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $134
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

8. 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 $137
CA $153 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Plus Berkshire Hills Inn & Suites
A red building with a chimney, surrounded by trees and grass.

9. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (157 reviews)
"The bed was soooo comfortable!"
United States
DONNA
The price is CA $134
CA $149 total
includes taxes & fees
Nov 4 - Nov 5
Gregory House Country Inn
Exterior

10. 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
Oct 31 - Nov 1
Hampton Inn & Suites Berkshires-Lenox
A motel with a parking lot, a swimming pool, and outdoor seating.

11. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (938 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is CA $113
CA $126 total
includes taxes & fees
Nov 23 - Nov 24
Berkshire Inn
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

12. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,005 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is CA $173
CA $193 total
includes taxes & fees
Oct 26 - Oct 27
Jiminy Peak Mountain Resort
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

13. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (959 reviews)
"This was an excellent hotel. Super convenient right in the middle of town, clean, huge rooms, historic, and comfortable, I would love to stay here again I would recommend it to anyone!"
United States
Devon
The price is CA $162
CA $180 total
includes taxes & fees
Nov 8 - Nov 9
Hotel On North
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (929 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 25 - Oct 26
Howard Johnson by Wyndham Lenox
A patio area with outdoor furniture, a fire pit, and potted plants.

15. 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 $162 total
includes taxes & fees
Nov 1 - Nov 2
The Springs Motel
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

16. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,223 reviews)
"Beautiful location. Easy access to local restaurants and hiking trails."
United States
Joel
The price is CA $120
CA $165 total
includes taxes & fees
Nov 10 - Nov 11
Berkshire Mountain Lodge
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

17. 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, (244 reviews)
"Very nice rooms, staff friendly."
United States
Ginger
The price is CA $139
CA $155 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A two-story building with a central entrance, a covered porch, and a small balcony.

18. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (427 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is CA $139
CA $155 total
includes taxes & fees
Oct 25 - Oct 26
The Central Downtown Inn & Suites
A multi-story hotel with a clear entrance, a covered waiting area, and a landscaped front yard.

19. 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 hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

20. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (925 reviews)
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
United States
Richard
The price is CA $90
CA $100 total
includes taxes & fees
Nov 1 - Nov 2
FairBridge Inn Express
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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Top Stephentown Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"
Alisha 2-night trip
Posted 4 hours ago
Berkshires Untold

Find out more about Stephentown

Stephentown Castles information

Number of reviews
10,271
Accommodation
0 Castles
Lowest Price
CA $100
Highest Price
CA $796

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