Stephentown Hotels from €62 - Fully Refundable Options

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Stephentown

Pet friendly

Apartment

Hot tub

Pool

Cabin

Apart hotel

Cottage

Family friendly

Condo

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Stephentown hotels

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

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

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

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

Stephentown

€494

includes taxes & fees

12 Oct - 13 Oct

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

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

2. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

€93

includes taxes & fees

5 Nov - 6 Nov

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.

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

3. Vacation Village in the Berkshires

Williamstown

Denton

€90

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

4. Berkshire Inn

Pittsfield

Kristina

€86

includes taxes & fees

5 Nov - 6 Nov

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

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.

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

5. FairBridge Inn Express

Pittsfield

William

€62

includes taxes & fees

12 Oct - 13 Oct

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

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

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

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

6. The Yankee Inn

Lenox

Basil

€106

includes taxes & fees

1 Nov - 2 Nov

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

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

7. Howard Johnson by Wyndham Lenox

Lenox

Mark

€79

includes taxes & fees

5 Nov - 6 Nov

An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

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

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

Mark

€98

includes taxes & fees

6 Nov - 7 Nov

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

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

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.

9. The Central Downtown Inn & Suites

Pittsfield

Rena

€99

includes taxes & fees

5 Nov - 6 Nov

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

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

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

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

10. Jiminy Peak Mountain Resort

Hancock

Jeffrey

€134

includes taxes & fees

18 Oct - 19 Oct

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

A hotel room with a large bed, wooden nightstands, a lamp, and a telephone.

A gym with exercise equipment including treadmills, a stationary bike, and free weights.

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

€113

includes taxes & fees

7 Nov - 8 Nov

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

A hotel room with a large bed, a desk, a chair, and a view of the outdoors.

12. The Springs Motel

New Ashford

Elizabeth

€109

includes taxes & fees

4 Nov - 5 Nov

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 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.

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

Pittsfield

Sheldon

€99

includes taxes & fees

9 Nov - 10 Nov

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

14. Williamstown Motel

Williamstown

Ahmet

€80

includes taxes & fees

4 Nov - 5 Nov

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".

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

A garden with wooden Adirondack chairs and a stone pathway.

15. Berkshire Mountain Lodge

Pittsfield

marilyn

€105

includes taxes & fees

9 Nov - 10 Nov

An outdoor seating area with Adirondack chairs and potted plants.

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

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.

16. Cozy Corner Motel

Williamstown

Jonathan

€79

includes taxes & fees

4 Nov - 5 Nov

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

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

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.

17. Hotel On North

Pittsfield

Lawrence

€134

includes taxes & fees

1 Nov - 2 Nov

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.

18. Gregory House Country Inn

Averill Park

DONNA

€111

includes taxes & fees

11 Oct - 12 Oct

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

A spacious living room with a large sofa, a coffee table, and a fireplace.

19. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

€127

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A spacious living room with a stone fireplace, large windows, and modern furniture.

20. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

Sean

€113

includes taxes & fees

1 Nov - 2 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"it was beautiful, centrally located, perfect getaway"

Hyatt Place Albany/Downtown

10/10 Excellent

"We were quite confused about parking after 2 different front desk employees gave us different parking instructions. “Just park in the open lot…or…Park in the parking garage.” They neglected to tell us that WE pay to park, although the first employee seemed to suggest parking was included in the hotel price. We wasted a good 30 minutes trying to figure out the parking payment system for hotel guests, but finally chose the garage, now at a higher price due to dynamic event pricing with an event at the nearby Palace Theater that evening which we were attending. There was nobody around from the Albany Parking Authority to ask what to do although they had a number of their vehicles parked around the 2 lots. But no actual parking “ officers” to assist. Please clarify to those staying at your hotel. Other than that, we have no other complaints. It was a great place to stay, and very close to the Palace Theatre. But that parking situation needs to be clarified."

Hotel On North

10/10 Excellent

"This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"no comment"

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

10/10 Excellent

"This hotel was clean and in a good location. The staff was friendly and helpful. I loved their nice pool and jacuzzi and enjoyed it. Breakfast was OK. Rooms are clean and big enough to make your money worth for it. One more important thing for us was its free and big parking lot."

Hilton Albany

10/10 Excellent

"All was excellent!"

The Yankee Inn

10/10 Excellent

"Not enough bath clothes towels not enough outlets around the bed for people who have cpap or breathing problems."

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"Clean room. Plenty of parking. Convenient breakfast"

Hampton Inn & Suites Albany-Downtown

10/10 Excellent

"Joyful weekend."

More cheap stays in Stephentown

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

€62

12 Oct - 13 Oct

includes taxes & fees

5.4/10 (919 reviews)

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY

€87

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,002 reviews)

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY

€103

1 Nov - 2 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

€106

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

€113

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY

€116

18 Oct - 19 Oct

includes taxes & fees

8.8/10 Excellent! (1,051 reviews)

Frequently asked questions

Where is the best place to stay in Stephentown?

Located 5.3 mi (8.6 km) from the heart of Stephentown, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Country Inn & Suites by Radisson, Downtown Albany New York and Hampton Inn & Suites Albany-Downtown. See all available top hotels, or vacation rentals in Stephentown.

What are some of the best holiday rentals that Stephentown has to offer?

Brookside Mountain Retreat | 13BR | Heated Pool, Hot Tub + Game Room: This highly rated holiday home rental in Stephentown is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 13 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a pool table and 1 hot tub. See all vacation rentals in Stephentown.

If I need to cancel my hotel reservation in Stephentown, will I receive a refund?

Yes! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Stephentown.

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. Spacious 6-bedroom farmhouse in peaceful with additional barn/Stephentown withAC is another option for you and your pet. See more pet-friendly hotel accommodations in Stephentown.

What are some accommodation options with pools in Stephentown?

Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and Comfort Inn Glenmont - Albany South are a couple of other choices that offer an on-site pool. View all hotels with pools in Stephentown.

How is it to stay in Stephentown?

Visitors can enjoy all that Stephentown has to offer, including the ski areas and restaurants. In Stephentown, there are 18 hotels and other accommodation options to choose from. Find out more about Stephentown.

What should I see while I'm in Stephentown?

A couple of favourite places to visit are Zema's Nursery and Taconic Ridge State Forest. You'll also find Jiminy Peak Mountain Resort and Hancock Shaker Village in the area. Take a look at what more there is to see and do in Expedia's Stephentown guide.

What's the seasonal weather like in Stephentown?

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.

Explore a world of travel with Expedia

Albany Holiday Rentals

Things to do in Albany

Stephentown Hotels

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. Berkshire Inn

5. FairBridge Inn Express

6. The Yankee Inn

7. Howard Johnson by Wyndham Lenox

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

9. The Central Downtown Inn & Suites

10. Jiminy Peak Mountain Resort

11. Hampton Inn & Suites Berkshires-Lenox

12. The Springs Motel

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

14. Williamstown Motel

15. Berkshire Mountain Lodge

16. Cozy Corner Motel

17. Hotel On North

18. Gregory House Country Inn

19. Hilton Garden Inn Lenox Pittsfield

20. Comfort Inn & Suites East Greenbush - Albany

Stay near popular Stephentown attractions

Zema's Nursery

Top Stephentown Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hyatt Place Albany/Downtown

Hotel On North

Holiday Inn Club Vacations Oak 'n Spruce Resort

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

Hilton Albany

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

Hampton Inn & Suites Albany-Downtown

More cheap stays in Stephentown

FairBridge Inn Express

Comfort Inn Glenmont - Albany South

Country Inn & Suites by Radisson, Downtown Albany New York

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

Hampton Inn & Suites Albany-Downtown

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app