Stephentown Holiday Rentals, New York: Private House Rentals

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

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

5.805.184 ₫

14.361.611 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

2. Vacation Village in the Berkshires

Williamstown

Pofen

2.082.143 ₫

2.610.052 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

3. Jiminy Peak Mountain Resort

Hancock

Olga

3.475.336 ₫

3.881.950 ₫ total

includes taxes & fees

20 Oct - 21 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 reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

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.

4. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

2.422.628 ₫

2.706.076 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

5. The Yankee Inn

Lenox

Basil

2.747.096 ₫

3.068.506 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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.

6. Hotel On North

Pittsfield

Lawrence

3.475.336 ₫

3.881.951 ₫ total

includes taxes & fees

1 Nov - 2 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 bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

7. The Springs Motel

New Ashford

Elizabeth

2.742.309 ₫

3.008.314 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

2.841.689 ₫

3.174.167 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel patio with outdoor seating and a fire pit.

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

A modern reception area with a green textured wall, a reception desk, and a coffee machine.

A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

9. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

3.314.138 ₫

3.701.841 ₫ total

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 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.

10. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

2.047.364 ₫

2.286.906 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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.

11. Berkshire Inn

Pittsfield

Linda

2.228.517 ₫

2.489.254 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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 spacious lobby with a fireplace, seating area, and a bar.

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

12. Berkshire Mountain Lodge

Pittsfield

Kathleen

2.221.585 ₫

3.060.473 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

A spacious living area with a fireplace, wooden beams, and a large window.

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

A bar area with wooden beams, red chairs, and a long wooden table.

13. The Williams Inn

Williamstown

Soleil

5.264.835 ₫

5.880.820 ₫ total

includes taxes & fees

8 Nov - 9 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 reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A snack bar with shelves of snacks and a refrigerated display.

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

Pittsfield

Ginger

2.565.684 ₫

2.865.869 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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

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

A conference room with a whiteboard, tables, and chairs.

15. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Mark

2.669.348 ₫

2.981.662 ₫ total

includes taxes & fees

13 Nov - 14 Nov

A fire feature with a metal frame and a brick wall in the background.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.

A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

16. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

3.626.167 ₫

4.050.428 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

A cozy library with bookshelves, a fireplace, and comfortable seating.

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

17. Berkshires Untold

Lenox

Madhavi R

3.373.983 ₫

3.768.739 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

A covered outdoor area with stone pillars and a view of a road and green hills.

18. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

3.255.309 ₫

3.636.180 ₫ total

includes taxes & fees

1 Nov - 2 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.

19. The Central Downtown Inn & Suites

Pittsfield

Rena

2.565.684 ₫

2.865.791 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

A rectangular swimming pool with a wooden deck surrounding it.

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

20. Howard Johnson by Wyndham Williamstown

Williamstown

Barbara

2.591.341 ₫

2.894.527 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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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

Hilton Albany

10/10 Excellent

"Everything was great & Will be back"

The Yankee Inn

10/10 Excellent

"This is a gem of a small hotel/motel. Super comfortable rooms, updated bathrooms, and well done self serve breakfast included. Also has an indoor pool and an outdoor pool during the season. And a very nice hiking trail off of the back. An excellent change from the Run of the middle courtyard Marriott!"

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"The room was pretty decent for the price point - everything was clean, the beds were super comfortable, and the room was spacious. I wasn’t very impressed with the staff we interacted with - the woman working the front desk when I checked in didn’t acknowledge me (or even look up from what she was doing) for an awkward amount of time even though I was standing directly in front of her. We wished the room would have had extra linens, a blanket, and pillows for the pull-out bed so we didn’t have to go get them ourselves. We did ask for a blanket for the pull-out bed and weren’t given one. Not a huge deal, but not super helpful or friendly service. The breakfast was nothing spectacular but probably pretty standard. It did the trick and I’m not one to complain about a complimentary meal."

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

10/10 Excellent

"Very clean and nice options for breakfast. Helpful staff."

Berkshires Untold

8/10 Good

"Enjoyed the view and the aesthetic"

Hyatt Place Albany/Downtown

10/10 Excellent

"Everything"

Vacation Village in the Berkshires

10/10 Excellent

"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"

Hotel On North

10/10 Excellent

"Lovely clean spacious hotel with friendly staff!"

The Red Lion Inn

8/10 Good

"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."

More cheap stays in Stephentown

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

1.609.384 ₫

1.797.682 ₫ total

18 Oct - 19 Oct

includes taxes & fees

5.4/10 (923 reviews)

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY

2.358.356 ₫

2.700.318 ₫ total

9 Nov - 10 Nov

includes taxes & fees

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY

2.621.403 ₫

3.001.506 ₫ total

1 Nov - 2 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

2.747.096 ₫

3.068.506 ₫ total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,010 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

2.841.689 ₫

3.154.273 ₫ total

10 Nov - 11 Nov

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY

2.951.832 ₫

3.379.847 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.8/10 Excellent! (1,052 reviews)

Hotels in Stephentown with star rating

Frequently asked questions

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.

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Book Hotels in Stephentown on Expedia.com

Find hotels in Stephentown, NY from 1.797.682 ₫

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. Vacation Village in the Berkshires

3. Jiminy Peak Mountain Resort

4. Best Western Plus Berkshire Hills Inn & Suites

5. The Yankee Inn

6. Hotel On North

7. The Springs Motel

8. Hampton Inn & Suites Berkshires-Lenox

9. Hilton Garden Inn Lenox Pittsfield

10. Howard Johnson by Wyndham Lenox

11. Berkshire Inn

12. Berkshire Mountain Lodge

13. The Williams Inn

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

15. Holiday Inn & Suites Pittsfield-Berkshires by IHG

16. Fairfield Inn & Suites by Marriott Williamstown

17. Berkshires Untold

18. Courtyard by Marriott Lenox Berkshires

19. The Central Downtown Inn & Suites

20. Howard Johnson by Wyndham Williamstown

Stay near popular Stephentown attractions

Zema's Nursery

Top Stephentown Hotel Reviews

Hilton Albany

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

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

Berkshires Untold

Hyatt Place Albany/Downtown

Vacation Village in the Berkshires

Hotel On North

The Red Lion Inn

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

Hotels in Stephentown with star rating

Frequently asked questions

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