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Check availability on Stephentown Pet-Friendly Hotels

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Stephentown pet-friendly hotels

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.
A wooden deck with a bench and umbrella, a door, and a window.
A modern living room with a fireplace, white cabinetry, a large flat-screen TV, and a cozy seating area with patterned cushions.
A spacious kitchen with a large island, built-in appliances, and a laundry area.

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Stephentown
฿7,322
฿18,114 total
includes taxes & fees
29 Aug - 30 Aug
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A wooden cabin with a covered deck, a fire pit, and string lights.
A wooden cabin with a porch and a small deck, surrounded by trees in a forest.
A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.

2. Huttopia Berkshires

Huttopia Berkshires
Williamstown
United States
GEORGINA
฿3,177
฿3,549 total
includes taxes & fees
8 Sept - 9 Sept
Huttopia Berkshires
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

3. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
฿3,752
฿4,191 total
includes taxes & fees
22 Sept - 23 Sept
Best Western Plus Berkshire Hills Inn & Suites
A patio area with outdoor furniture, a fire pit, and potted plants.
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".
A cozy living room with a stone fireplace, comfortable seating, and a television.

4. The Springs Motel

The Springs Motel
New Ashford
United States
Shakeila
฿4,008
฿4,397 total
includes taxes & fees
9 Sept - 10 Sept
The Springs Motel
A greenhouse with a transparent roof, a seating area with cushions, and a potted plant.
A cozy library with wooden bookshelves, a reading area, and a fireplace.
A living room with a grey sectional sofa, a small round coffee table, a brown leather armchair, and a window with curtains.
A living room with a fireplace, sofa, armchair, and a TV.

5. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
United States
DM
฿5,443
฿6,079 total
includes taxes & fees
22 Sept - 23 Sept
Berkshire Valley Inn
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A multi-story hotel with a brick facade and a flat roof.
A pool area with a glass ceiling, multiple levels, and outdoor seating.

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Myrna
฿3,890
฿4,345 total
includes taxes & fees
24 Sept - 25 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.
A snack bar with shelves of snacks and a refrigerated display.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

7. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ken
฿3,890
฿4,345 total
includes taxes & fees
24 Sept - 25 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A compact living space with a kitchenette, a dining area, and a sofa.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

8. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
฿3,236
฿3,615 total
includes taxes & fees
31 Aug - 1 Sept
The Central Downtown Inn & Suites
View all properties

Top Stephentown Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."
Daniel 2-night trip
Posted 9 hours ago
The Red Lion Inn
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 5 days ago
FairBridge Inn Express

Frequently asked questions

What's the best dog-friendly place to stay 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 travelling 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm 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.

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