Find Pet-friendly Hotels in Stephentown, NY

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Our top choices for Stephentown pet-friendly hotels

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 ¥19,266
¥38,217 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Berkshires Apartment at the Stephentown Hotel

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 ¥21,372
¥41,801 total
includes taxes & fees
Jan 3 - Jan 4, 2026
2 Bed Berkshire Apt minutes to Jiminy Peak Ski

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 ¥27,642
¥50,146 total
includes taxes & fees
Dec 30 - Dec 31
2 Bed Berkshire Getaway @ Stephentown Hotel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is ¥21,079
¥23,545 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Element Lenox Berkshires

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
United States
Jesse
The price is ¥14,722
¥16,445 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Best Western Plus Berkshire Hills Inn & Suites

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
The price is ¥18,085
¥19,839 total
includes taxes & fees
Dec 30 - Dec 31
Shaker Mill Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ¥16,214
¥18,111 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (999)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ¥13,772
¥15,383 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
"Perfect for pets "
United States
Maria
The price is ¥17,175
¥19,184 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Little Lion

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is ¥18,002
¥19,748 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Springs 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.

Top Stephentown Hotel Reviews

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 Zema's Nursery and Taconic Ridge State Forest. When you're in the area, make time for a stop at Jiminy Peak Mountain Resort.