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Stephentown Chalets

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31
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.
$208 nightly
The price is $222
Oct 12 - Oct 13
Total with taxes and fees
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
9.8 out of 10, Exceptional, (7 reviews)
"The host was extremely communicative and went above and beyond to ensure guest comfort."
United States
Diego G.
$509 nightly
The price is $565
Oct 8 - Oct 9
Total with taxes and fees
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
$499 nightly
The price is $554
Oct 8 - Oct 9
Total with taxes and fees
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.
$247 nightly
The price is $263
Oct 18 - Oct 19
Total with taxes and fees
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)
"This place is amazing! It is so clean and updated with lots of amenities! Lots of arcade games in the apartment thatthe whole family enjoyed! It's a quick trip to jimney peak to ski it's just down the road. Great restaurants nearby. Definitely recommend this place."
United States
elizabeth r.
$262 nightly
The price is $279
Oct 18 - Oct 19
Total with taxes and fees
2 Bed Berkshire Getaway @ Stephentown Hotel
A wooden cabin with a porch and a small deck, surrounded by trees in a forest.

6. Huttopia Berkshires

Huttopia Berkshires
2.5 star property
Williamstown
9.4 out of 10, Exceptional, (18 reviews)
"I lived that place, very peaceful, no noise, no shouting, and a very comfortable mattress, we had a great night's rest. And best of all, they accept dogs; my dog ​​was completely free to roam and happy."
United States
Dandara
$72 nightly
The price is $81
Oct 8 - Oct 9
Total with taxes and fees
Huttopia Berkshires
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,712 reviews)
"Very pleased with our stay -great place for the family we will G-d willing return"
United States
Denton
$110 nightly
The price is $123
Nov 1 - Nov 2
Total with taxes and fees
Vacation Village in the Berkshires
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, (1,001 reviews)
"Friendly staff. Good location."
United States
Joe
$93 nightly
The price is $104
Nov 1 - Nov 2
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A motel with a parking lot, a swimming pool, and outdoor seating.

9. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (933 reviews)
"Very well maintained and clean for an older looking property. I stayed here twice now."
United States
Kristina
$86 nightly
The price is $96
Oct 12 - Oct 13
Total with taxes and fees
Berkshire Inn
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

10. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"The room was spacious, clean and comfortable. I will definitely stay there again."
United States
William
$106 nightly
The price is $118
Nov 1 - Nov 2
Total with taxes and fees
The Yankee Inn
A building entrance with a large planter with purple flowers and a small tree.

11. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (938 reviews)
"Great place!"
United States
Lawrence
$127 nightly
The price is $141
Nov 1 - Nov 2
Total with taxes and fees
Hotel On North
A patio area with outdoor furniture, a fire pit, and potted plants.

12. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (120 reviews)
"Loved the vibe!"
United States
Elizabeth
$111 nightly
The price is $122
Nov 4 - Nov 5
Total with taxes and fees
The Springs Motel
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

13. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (920 reviews)
"Clean, big rooms!"
United States
Mark
$79 nightly
The price is $88
Oct 8 - Oct 9
Total with taxes and fees
Howard Johnson by Wyndham Lenox
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

14. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (917 reviews)
"Plenty of parking. Friendly staff"
United States
William
$57 nightly
The price is $64
Oct 8 - Oct 9
Total with taxes and fees
FairBridge Inn Express
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

15. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,180 reviews)
"Our visit was very nice. Facilities were beautiful!"
United States
marilyn
$115 nightly
The price is $128
Nov 5 - Nov 6
Total with taxes and fees
Berkshire Mountain Lodge
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

16. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,003 reviews)
"Beautiful location plenty of activities and very convenient having the country store on site! Also the onsite restaurant was amazing!"
United States
Jeffrey
$149 nightly
The price is $166
Oct 18 - Oct 19
Total with taxes and fees
Jiminy Peak Mountain Resort
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

17. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (422 reviews)
"Large, clean, comfortable suite."
United States
Rena
$99 nightly
The price is $111
Oct 12 - Oct 13
Total with taxes and fees
The Central Downtown Inn & Suites
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

18. 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, (227 reviews)
"Most helpful staff, very clean and best breakfast around"
United States
Sheldon
$103 nightly
The price is $115
Nov 4 - Nov 5
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A red building with a chimney, surrounded by trees and grass.

19. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (145 reviews)
"The bed was soooo comfortable!"
United States
DONNA
$125 nightly
The price is $139
Oct 8 - Oct 9
Total with taxes and fees
Gregory House Country Inn
Outdoor pool

20. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (516 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$75 nightly
The price is $84
Oct 8 - Oct 9
Total with taxes and fees
Berkshire Travel Lodge
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"
Frank 2-night trip
Posted 6 hours ago
Berkshire Mountain Lodge

Find out more about Stephentown

Stephentown Chalets information

Number of reviews
8,887
Accommodation
4 Chalets
Lowest Price
$64
Highest Price
$565

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