Book The Best Hotels in Stephentown, NY for 2026 from CA $96 - Fully Refundable Options

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Our top choices for Stephentown hotels

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

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.

A dining area with a wooden table and chairs, a large wooden cabinet, and a kitchen in the background.

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

Stephentown

CA $310

CA $767 total

includes taxes & fees

Sep 24 - Sep 25

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

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.

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.

2. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

CA $152

CA $170 total

includes taxes & fees

Sep 15 - Sep 16

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

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

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

3. Vacation Village in the Berkshires

Williamstown

Sarah

CA $132

CA $162 total

includes taxes & fees

Sep 15 - Sep 16

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

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.

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

4. The Yankee Inn

Lenox

Karen

CA $145

CA $162 total

includes taxes & fees

Sep 22 - Sep 23

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

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.

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.

5. Gregory House Country Inn

Averill Park

Brian

CA $156

CA $173 total

includes taxes & fees

Sep 28 - Sep 29

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

6. Huttopia Berkshires

Williamstown

GEORGINA

CA $128

CA $143 total

includes taxes & fees

Sep 27 - Sep 28

A patio area with outdoor furniture, a fire pit, and potted plants.

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

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".

7. The Springs Motel

New Ashford

Elizabeth

CA $154

CA $169 total

includes taxes & fees

Sep 13 - Sep 14

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

A buffet area with a counter, food items, and a beverage station.

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

CA $160

CA $178 total

includes taxes & fees

Oct 12 - Oct 13

A dining table with plates of food, a coffee cup, and a plant.

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

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.

9. Berkshire Valley Inn

Williamstown

Robert

CA $230

CA $257 total

includes taxes & fees

Sep 24 - Sep 25

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

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

10. Jiminy Peak Mountain Resort

Hancock

Jacqueline

CA $194

CA $217 total

includes taxes & fees

Sep 14 - Sep 15

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, a sofa, a coffee station, and a TV mounted 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 multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

11. Howard Johnson by Wyndham Lenox

Lenox

COLLEEN

CA $108

CA $121 total

includes taxes & fees

Sep 14 - Sep 15

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 fenced outdoor area with a pool, lounge chairs, and umbrellas.

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

12. Berkshire Inn

Pittsfield

Ellen

CA $116

CA $129 total

includes taxes & fees

Oct 13 - Oct 14

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

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

A garden with wooden Adirondack chairs and a stone pathway.

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

13. Berkshire Mountain Lodge

Pittsfield

Robert

CA $110

CA $154 total

includes taxes & fees

Oct 1 - Oct 2

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

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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.

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

Pittsfield

Steve

CA $176

CA $196 total

includes taxes & fees

Sep 13 - Sep 14

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 hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

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

15. FairBridge Inn Express

Pittsfield

Horace

CA $86

CA $96 total

includes taxes & fees

Sep 24 - Sep 25

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

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

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

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

16. Hotel On North

Pittsfield

Drew

CA $186

CA $208 total

includes taxes & fees

Sep 13 - Sep 14

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 hotel room with two beds, a nightstand with a lamp, and a window with curtains.

17. The Central Downtown Inn & Suites

Pittsfield

Rena

CA $136

CA $152 total

includes taxes & fees

Oct 5 - Oct 6

An outdoor seating area with Adirondack chairs and potted plants.

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

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

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

18. Cozy Corner Motel

Williamstown

Janis

CA $122

CA $143 total

includes taxes & fees

Sep 27 - Sep 28

A hotel with a covered entrance, stone facade, and arched windows.

A hotel room with a bed, a desk, a sofa, a round table, and a large window with curtains.

A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.

A spacious living area with a blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.

19. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

Abram J

CA $158

CA $175 total

includes taxes & fees

Oct 4 - Oct 5

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

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

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

20. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

CA $187

CA $208 total

includes taxes & fees

Sep 28 - Sep 29

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Stay near popular Stephentown attractions

Zema's Nursery

Enjoy a stop at Zema's Nursery, an entertaining place to visit in Stephentown. Discover the mountain views in this quaint area, or enjoy its ski slopes.

See properties

Top Stephentown Hotel Reviews

Country Inn & Suites by Radisson, Downtown Albany New York

8/10 Good

"This is a very nice hotel located in the heart of downtown Albany, NY. The front desk staff is friendly and helpful. The rooms are large, the beds are very comfortable. The linens and towels are clean, white, and fluffy. And all the amenities are in good shape! Thank you 😊 for several wonderful stays this summer."

Berkshires Untold

10/10 Excellent

"excellent hotel… Excellent staff… Great price. Highly recommended."

The Yankee Inn

10/10 Excellent

"Nasically a large motel with both an outdoor and indoor pool. A bit tired, but reasonably close to Lenox and to Tabglewood."

Hyatt Place Albany/Downtown

8/10 Good

"."

Hampton Inn & Suites Albany-Downtown

8/10 Good

"I like all the new renovations. Clean, quiet and great location. My only thing I found a downer was the tv. Couldn’t just turn it on. The live tv had no channels on air and had to use my steaming and no live."

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"Breakfast was good"

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Great location for Mass Moca"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."

More cheap stays in Stephentown

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

CA $86

CA $96 total

Sep 24 - Sep 25

includes taxes & fees

5.4/10 (904 reviews)

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY

CA $125

CA $144 total

Oct 4 - Oct 5

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

CA $145

CA $162 total

Sep 22 - Sep 23

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY

CA $152

CA $174 total

Sep 30 - Oct 1

includes taxes & fees

8.2/10 Very good! (1,062 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

CA $158

CA $175 total

Oct 4 - Oct 5

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY

CA $158

CA $181 total

Sep 20 - Sep 21

includes taxes & fees

Hotels in Stephentown with star rating

Frequently asked questions

What is the best area to stay in Stephentown?

The best area to stay in Stephentown is the immediate vicinity of Stephentown Center, especially around Stephentown Road and the surrounding rural lanes.This area is the heart of Stephentown, offering a peaceful rural setting with convenient access to local points of interest. It's characterised by rolling hills, woodlands, and open fields, with properties often set back from the main roads, ensuring privacy. You'll find a few local businesses here, including small shops and eateries, providing essentials without disturbing the tranquil atmosphere.For couples seeking a relaxing getaway, staying in a secluded rental cabin or a bed and breakfast a short drive from Stephentown Center is ideal. You can enjoy quiet walks on country roads, explore nearby nature preserves like the Gardner Dickinson Preserve, or simply unwind in a peaceful setting. These accommodations often feature amenities like hot tubs or cosy fireplaces, superb for a romantic escape.Families will also find this area suitable, particularly if they are looking for a spacious holiday rental with outdoor areas. Many properties offer ample space for children to play, and the proximity to nature means easy access to hiking trails and opportunities for outdoor activities like stargazing.

What are the best hotels in Stephentown that travellers recommend?

For a highly recommended hotel in Stephentown, consider the Berkshire Mountain House.This 3-star hotel, with an outstanding 9.6 rating, is celebrated for its comfortable premium bedding and efficient air conditioning. Guests particularly appreciate the complimentary buffet breakfast and the scenic mountain views from the property. It is also conveniently located near Zema's Nursery, just 1.1 km away, and offers easy access to mountain biking opportunities nearby.It is an excellent choice for travellers seeking a much-loved stay in Stephentown.

What are the best family hotels in Stephentown?

For a family-friendly hotel in Stephentown, the Berkshire Mountain House is a highly recommended option.The 3-star Berkshire Mountain House, with an exceptional 9.6 rating, is very well-suited for families. It offers useful amenities like sofa beds and cribs, with travel cribs available free of charge, ensuring comfort for young children. Guests can enjoy a complimentary buffet breakfast. The hotel is situated in a scenic mountain location, with mountain views from the premises and mountain biking opportunities nearby. It is also conveniently located just 1.1 km from Zema's Nursery. Find more child-friendly accommodations in Stephentown

What hotels in Stephentown offer free breakfast?

For a hotel in Stephentown that offers complimentary breakfast, the Berkshire Mountain House is an excellent choice.This 3-star property has an exceptional rating of 9.6 and provides a free buffet breakfast daily. Guests frequently praise the good food. The hotel also features beautiful mountain views and is conveniently located near mountain biking trails. Free WiFi and complimentary self-parking are additional amenities that contribute to a comfortable stay.

What are the top pet-friendly hotels in Stephentown?

For top pet-friendly accommodation in Stephentown, the Berkshire Mountain House is an excellent choice.The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, warmly welcomes pets and even features a dedicated dog exercise area. Guests have praised the good food available on site, and the hotel is conveniently located just 1.1 km from Zema's Nursery. See more pet-friendly hotels in Stephentown

What are the best budget hotels in Stephentown?

For a budget-friendly stay in Stephentown, the Berkshire Mountain House is an excellent choice.This 3-star hotel, with an outstanding 9.6 rating, offers a variety of complimentary amenities, including free self-parking, free WiFi, and a complimentary buffet breakfast. Guests frequently praise the food quality. Its location provides lovely mountain views, and for those who enjoy outdoor activities, mountain biking is available nearby. View all budget hotels in Stephentown

What are the most romantic hotels in Stephentown for couples?

For a romantic stay in Stephentown, the Berkshire Mountain House is an excellent choice for couples.The 3-star Berkshire Mountain House, with an impressive 9.6 rating, offers a wonderful mountain view, superb for a romantic getaway. Guests can enjoy a complimentary buffet breakfast and free Wi-Fi, adding to the convenience and comfort of their stay. The hotel also provides free self-parking and is conveniently located near mountain biking opportunities.

What are the best hotels in Stephentown near Zema's Nursery?

For hotels near Zema's Nursery in Stephentown, the Berkshire Mountain House is an excellent choice.The 3-star Berkshire Mountain House, with an impressive 9.6 rating, is conveniently located just 1.1 km from Zema's Nursery. This hotel is particularly suitable for families, offering amenities such as sofa beds, free cribs, and travel cribs. Guests can enjoy free buffet breakfast, and the hotel's location provides mountain views and opportunities for mountain biking nearby. Customers have also praised the good food available at the hotel.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Stephentown.

How much is the nightly rate at a Stephentown hotel?

Prices for hotels in Stephentown often vary, but you can find a great deal from CA $96 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia

Book Hotels in Stephentown on Expedia.com

Find hotels in Stephentown, NY from CA $96

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Stephentown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Stephentown hotels

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

2. Best Western Plus Berkshire Hills Inn & Suites

3. Vacation Village in the Berkshires

4. The Yankee Inn

5. Gregory House Country Inn

6. Huttopia Berkshires

7. The Springs Motel

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

9. Berkshire Valley Inn

10. Jiminy Peak Mountain Resort

11. Howard Johnson by Wyndham Lenox

12. Berkshire Inn

13. Berkshire Mountain Lodge

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

15. FairBridge Inn Express

16. Hotel On North

17. The Central Downtown Inn & Suites

18. Cozy Corner Motel

19. Comfort Inn & Suites East Greenbush - Albany

20. Hampton Inn & Suites Berkshires-Lenox

Stay near popular Stephentown attractions

Zema's Nursery

Top Stephentown Hotel Reviews

Country Inn & Suites by Radisson, Downtown Albany New York

Berkshires Untold

The Yankee Inn

Hyatt Place Albany/Downtown

Hampton Inn & Suites Albany-Downtown

Comfort Inn & Suites East Greenbush - Albany

Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak 'n Spruce Resort

More cheap stays in Stephentown

FairBridge Inn Express

Comfort Inn Glenmont - Albany South

The Yankee Inn

Country Inn & Suites by Radisson, Downtown Albany New York

Comfort Inn & Suites East Greenbush - Albany

Hampton Inn & Suites Albany-Downtown

Hotels in Stephentown with star rating

Frequently asked questions

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