Hotels in Stephentown

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Where to stay in Stephentown?

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

A spacious kitchen with a large island, built-in appliances, and a laundry area.

A modern living room with a fireplace, white cabinetry, a large flat-screen TV, and a cozy seating area with patterned cushions.

A wooden deck with a bench and umbrella, a door, and a window.

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

Stephentown

$224

$554 total

includes taxes & fees

Sep 6 - Sep 7

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

The Yankee Inn

Lenox

$85

$95 total

includes taxes & fees

Sep 28 - Sep 29

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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$90

$100 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A residential street with a paved road, a lamp post, and flowering trees.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A motel with a parking lot, a swimming pool, and outdoor seating.

Berkshire Inn

Pittsfield

$73

$82 total

includes taxes & fees

Sep 3 - Sep 4

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A spacious living room with large windows, a fireplace, and a variety of seating options.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

Vacation Village in the Berkshires

Williamstown

$112

$136 total

includes taxes & fees

Sep 3 - Sep 4

A wooden cabin with a covered deck, a fire pit, and string lights.

A swimming pool with a wooden deck, lounge chairs, and umbrellas.

A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.

A wooden cabin with a porch and a small deck, surrounded by trees in a forest.

Huttopia Berkshires

Williamstown

$97

$109 total

includes taxes & fees

Sep 8 - Sep 9

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

Jiminy Peak Mountain Resort

Hancock

$143

$160 total

includes taxes & fees

Sep 3 - Sep 4

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

Howard Johnson by Wyndham Lenox

Lenox

$79

$88 total

includes taxes & fees

Sep 3 - Sep 4

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

A wooden sign for The Gregory House, County Inn and Restaurant, with a rustic design and a natural backdrop.

An outdoor seating area with tables and chairs covered in beige cloths, connected by a string of lights.

A cozy living room with a leather sofa, a wooden coffee table with a vase of flowers, and a staircase leading to an upper level.

Gregory House Country Inn

Averill Park

$125

$139 total

includes taxes & fees

Sep 3 - Sep 4

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

A garden with wooden Adirondack chairs and a stone pathway.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

Berkshire Mountain Lodge

Pittsfield

$88

$120 total

includes taxes & fees

Oct 1 - Oct 2

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 poolside area with lounge chairs, umbrellas, and a swimming pool.

A cozy living room with a stone fireplace, comfortable seating, and a television.

The Springs Motel

New Ashford

$117

$128 total

includes taxes & fees

Sep 9 - Sep 10

A living room with a fireplace, sofa, armchair, and a TV.

A living room with a grey sectional sofa, a small round coffee table, a brown leather armchair, and a window with curtains.

A cozy library with wooden bookshelves, a reading area, and a fireplace.

A spacious living area with a wooden ceiling, a stone wall, and a staircase leading to another level.

Berkshire Valley Inn

Williamstown

$185

$207 total

includes taxes & fees

Sep 7 - Sep 8

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.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

$118

$132 total

includes taxes & fees

Sep 7 - Sep 8

A building entrance with a large planter with purple flowers and a small tree.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A library with bookshelves, a television, and two armchairs.

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

Hotel On North

Pittsfield

$152

$170 total

includes taxes & fees

Sep 7 - Sep 8

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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.

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

Pittsfield

$118

$132 total

includes taxes & fees

Sep 8 - Sep 9

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

A hotel room with a desk, computer, TV, and a chair.

A dining area with wooden tables and chairs, a television, and a door with a sign.

A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

FairBridge Inn Express

Pittsfield

$62

$69 total

includes taxes & fees

Sep 3 - Sep 4

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

Hampton Inn & Suites Berkshires-Lenox

Lenox

$129

$144 total

includes taxes & fees

Oct 1 - Oct 2

A building with a covered parking area and a grassy front yard.

A rectangular swimming pool with a wooden deck surrounding it.

A motel with multiple rooms, a parking area, and a large tree in the foreground.

A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

Howard Johnson by Wyndham Williamstown

Williamstown

$100

$112 total

includes taxes & fees

Sep 3 - Sep 4

An outdoor seating area with Adirondack chairs and potted plants.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

Cozy Corner Motel

Williamstown

$88

$104 total

includes taxes & fees

Sep 9 - Sep 10

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A modern apartment with a living room, kitchenette, and dining area.

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.

The Central Downtown Inn & Suites

Pittsfield

$99

$111 total

includes taxes & fees

Sep 3 - Sep 4

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Go beyond your typical stay in Stephentown

Pet friendly

Pool

Hot tub

Cottage

Family friendly

Top landmarks in Stephentown

Zema's Nursery

Zema's Nursery is 2 mi (3.1 km) from central Stephentown, why not stop by during your stay. If you have fun at Zema's Nursery, you'll love Alpine Super Slide, located nearby.

See properties

Check out reviews of Stephentown hotels guests love

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"Pretty large room. Bathroom was great. A/C a bit on the noisy side, and the window was locked with the key."

Berkshires Untold

10/10 Excellent

"The entry , bar, and dining room along with the outside patio was beautifully done. It made you happy to be there as it was so welcoming. Ample parking space, great amenities, and comfy quiet room made our stay great. The only thing missing was a floor lamp in our room so we couldn’t read at night as the small lamps were dim."

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

10/10 Excellent

"Breakfast was the weakest thing, but it was free, loved the hot tub and having a couch in our room"

Hampton Inn & Suites Albany-Downtown

8/10 Good

"Good value, friendly staff, very helpful."

Hyatt Place Albany/Downtown

10/10 Excellent

"Quick check in, nice staff and clean hotel"

The Williams Inn

10/10 Excellent

"Great place. Would love to have a swimming pool for lap swimming"

Jiminy Peak Mountain Resort

10/10 Excellent

"Nice to have a kitchenette to cook in"

FairBridge Inn Express

10/10 Excellent

"It was very nice and everyone was extremely helpful"

Frequently asked questions

What accommodations do travelers recommend in Stephentown?

Guests like Vacation Village in the Berkshires and Jiminy Peak Mountain Resort.

Can I book a refundable accommodation in Stephentown?

If you're looking for the flexibility to change your travel plans to Stephentown, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Stephentown if I want a vacation home instead of a traditional hotel?

If you want to find a good alternative to a hotel, look over our selection of 7 vacation homes.

What will the weather in Stephentown be like during my trip?

The warmest months in Stephentown are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are October and December.

Why should I book my Stephentown hotel through Hotels.com?

There are plenty of reasons to book your Stephentown travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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