Find Pet-friendly Hotels in Stephentown, NY

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Check availability on Stephentown Pet-friendly Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Stephentown Pet-friendly Hotels

Fridge, microwave, oven, stovetop
2 Bed Berkshire Getaway @ Stephentown Hotel

2 Bed Berkshire Getaway @ Stephentown Hotel

Stephentown
10.0 out of 10, Exceptional, (5)
"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.
The price is AED 531
AED 1,035 total
includes taxes & fees
7 Dec - 8 Dec
2 Bed Berkshire Getaway @ Stephentown Hotel
Fridge, microwave, oven, stovetop
Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel

Stephentown
10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is AED 334
AED 767 total
includes taxes & fees
7 Dec - 8 Dec
Berkshires Apartment at the Stephentown Hotel
Fridge, microwave, oven, stovetop
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)
"Great location and property. thank you"
United States
Christine P.
The price is AED 482
AED 956 total
includes taxes & fees
7 Dec - 8 Dec
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Exterior detail
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

Stephentown
10.0 out of 10, Exceptional, (3)
"We stayed here because we had Tanglewood tickets which turned out to be a great stay… It was a beautiful drive getting there and close enough to Tanglewood. Our host gave wonderful advice on where to eat and places to go. Thanks so much for sharing your place with us. Would absolutely consider going back "
United States
Maureen O.
The price is AED 1,350
AED 2,441 total
includes taxes & fees
26 Dec - 27 Dec
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1000)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is AED 393
AED 439 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel
Outdoor dining
The Allen House historic North Adams Home in the Berkshire Mountains

The Allen House historic North Adams Home in the Berkshire Mountains

2.0 star property
North Adams
The price is AED 643
AED 1,145 total
includes taxes & fees
7 Dec - 8 Dec
The Allen House historic North Adams Home in the Berkshire Mountains
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down comforters, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (444)
"It is the perfect place to stay!"
United States
Darrell
The price is AED 528
AED 671 total
includes taxes & fees
4 Jan - 5 January 2026
The Porches Inn at Mass MoCA
Lobby
Pilgrim Inn

Pilgrim Inn

2.5 star property
Lee
5.8 out of 10, (332)
"Was horrible. Unsafe and scarey"
United States
Sharon
The price is AED 277
AED 309 total
includes taxes & fees
1 Jan - 2 January 2026
Pilgrim Inn
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (648)
"Great place. , good staff "
United States
ketul
The price is AED 215
AED 241 total
includes taxes & fees
21 Dec - 22 Dec
Econo Lodge Lee - Great Barrington
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Everything was great. "
Mosaddeq 2-night trip
Posted 9 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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Frequently asked questions

What's the best pet-friendly accommodation 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.
What's the best time of year to travel to Stephentown with my pet?
When you're traveling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. 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 is there to see and do with your pet in Stephentown?
Known for its skiing, Stephentown has lots to offer visitors. See the local sights and visit Taconic Ridge State Forest and Zema's Nursery. When you're in the area, make time for a stop at Jiminy Peak Mountain Resort.