Spencertown Holiday Rentals, New York: Private House Rentals

A diner with a green roof and a red barn in the background.

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Our top choices for Spencertown hotels

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

฿4,821

฿5,385 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with seating areas, tables, and a reception desk.

A kitchenette with a microwave, coffee maker, and coffee cups.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

฿3,188

฿3,561 total

includes taxes & fees

2 Nov - 3 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

3. Quality Inn Great Barrington

Great Barrington

Joan

฿2,540

฿2,837 total

includes taxes & fees

1 Nov - 2 Nov

A red building with a sign reading "Shaker Mill Inn."

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

4. Shaker Mill Inn

West Stockbridge

Mervin

฿4,665

฿5,117 total

includes taxes & fees

3 Nov - 4 Nov

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

A modern restaurant with wooden flooring, bar area, and seating arrangements.

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

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

5. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

฿4,215

฿4,709 total

includes taxes & fees

1 Nov - 2 Nov

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A bar with wooden floors and shelves filled with bottles.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

6. The Red Lion Inn

Stockbridge

Stephan

฿5,286

฿7,572 total

includes taxes & fees

3 Nov - 4 Nov

A wooden deck with white railings and hanging flower baskets.

A hotel room with two queen beds, a desk, a chair, a lamp, and a window with curtains.

A building with a balcony covered in pink flowers, a paved driveway, and a car parked in the background.

A bathroom with a bathtub, toilet, and sink. There is a shower curtain, a towel rack, and a hairdryer.

7. Chatham Travel Lodge

Old Chatham

andrew

฿3,754

฿4,204 total

includes taxes & fees

5 Oct - 6 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.

8. The Yankee Inn

Lenox

William

฿3,557

฿3,973 total

includes taxes & fees

1 Nov - 2 Nov

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.

9. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

฿3,880

฿4,334 total

includes taxes & fees

3 Nov - 4 Nov

10. Berkshire Travel Lodge

Austerlitz

Kris

฿2,265

฿2,537 total

includes taxes & fees

5 Oct - 6 Oct

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

A wooden interior with a table, chair, and a view of a red barn through an open door.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

11. Inn at Silver Maple Farm

East Chatham

Erdem

฿6,846

฿7,668 total

includes taxes & fees

1 Nov - 2 Nov

A group of people performing yoga in an outdoor setting with grass and trees.

A hotel room with a bed, two chairs, a small table, and a lamp.

A reception desk with a framed floral painting, a deer head, and a sign about pets.

A motel with a row of rooms, a parking lot, and a hilly backdrop.

12. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

฿2,067

฿2,268 total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

13. Quality Inn Lee - Lenox South

Lee

Christine

฿3,680

฿4,110 total

includes taxes & fees

25 Oct - 26 Oct

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

A wooden deck with a dog silhouette against a backdrop of autumn foliage.

A wooden wall with a white pendant light fixture.

A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

14. Prospect Berkshires

Egremont

Conor

฿10,420

฿12,764 total

includes taxes & fees

2 Nov - 3 Nov

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.

15. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

฿3,137

฿3,504 total

includes taxes & fees

1 Nov - 2 Nov

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lodge with a large building and a dock by a lake, surrounded by forest.

16. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Bob

฿3,879

฿4,333 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A motel with a parking lot and several cars parked.

17. Monument Mountain Motel

Great Barrington

Victor

฿2,009

฿2,243 total

includes taxes & fees

1 Nov - 2 Nov

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

18. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

฿5,150

฿5,907 total

includes taxes & fees

27 Oct - 28 Oct

A large house with a balcony and a grassy yard.

A two-story building with a gabled roof and a chimney.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

19. The Little Lion

Great Barrington

Lidia

฿3,473

฿3,880 total

includes taxes & fees

18 Oct - 19 Oct

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

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

20. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

฿4,292

฿4,794 total

includes taxes & fees

1 Nov - 2 Nov

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Learn more about Spencertown

Venture to Berkshire Botanical Garden and Norman Rockwell Museum—just two of the sights around Spencertown.

See all hotels in Spencertown

Top Spencertown Hotel Reviews

Quality Inn Lee - Lenox South

10/10 Excellent

"Room was clean, bed was comfortable, breakfast was good, centrally located for our days events!"

The Yankee Inn

10/10 Excellent

"I can’t say enough about the care we received at the Yankee Inn. We stayed one night on the second day of a two-week tour of the Northeast. The room was clean and well equipped, the beds and pillows were comfortable, and breakfast included eggs, sausage, and a waffle maker. But what truly stood out was the care and concern George at the front desk showed us. Just after we checked out, the check engine light and several other warning lights came on in our two-month-old Subaru. I hoped Subaru could provide a quick diagnosis, but the only help they offered was a tow to the nearest dealership. We had no idea what to do. If the dealership had to keep the car for diagnosis, we could be stranded for days. When we asked George whether a room would be available if we needed to stay another night, he said the hotel had only one left. Because we still didn’t know what would happen with the car, he offered to hold it until we knew whether we needed it. He also opened the lounge so we could store the luggage we had to remove before the car was towed. He made us feel welcome and went out of his way to help in every way he could. Fortunately, the dealership identified the problem, and we drove away that afternoon to continue our trip. The room and breakfast were great, but the Yankee Inn’s extraordinary kindness is what would bring us back!"

The Whitlock

10/10 Excellent

"Our stay at the Whitlock was great. I highly recommend this place for others wanted to stay in a historic inn. The Whitlock is an old inn. It was built in 1771. It has been renovated and kept up very well. The staff was very friendly and nice."

Berkshire Mountain Lodge

8/10 Good

"Our visit was very nice. Facilities were beautiful!"

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

10/10 Excellent

"New hotel! Staff and rooms great quiet and clean"

Hotel On North

10/10 Excellent

"Delightful place with charm and warmth and character. I would love to come back."

St. Charles Hotel

8/10 Good

"The room was clean and modern and the staff were friendly and professional. Parking was close and ample."

More cheap stays in Spencertown

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

฿2,084

฿2,328 total

4 Oct - 5 Oct

includes taxes & fees

5.4/10 (914 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

฿2,540

฿2,837 total

1 Nov - 2 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

฿3,557

฿3,973 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

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

1055 South Street Pittsfield MA

฿4,262

฿4,761 total

22 Oct - 23 Oct

includes taxes & fees

9.2/10 Wonderful! (226 reviews)

St. Charles Hotel

16 Park Place Hudson NY

฿5,034

฿5,688 total

5 Oct - 6 Oct

includes taxes & fees

6.6/10 (987 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

฿6,254

฿8,584 total

26 Oct - 27 Oct

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Spencertown?

Located 14.3 mi (23 km) from the heart of Spencertown, Berkshire Mountain Lodge is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Quality Inn Great Barrington and The Yankee Inn. See all available top hotels, or vacation rentals in Spencertown.

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

Yes! You'll find that most hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Spencertown.

What are some hotels with pools in Spencertown?

Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. The Yankee Inn and Pocketbook Hotel and Bath are two additional hotels with an on-site pool. View all hotels with pools in Spencertown.

What is staying in Spencertown like?

Visitors will definitely enjoy all that Spencertown has to offer. In Spencertown, there are 6 hotels and other accommodation options to choose from. Find out more about Spencertown.

What should I see while I'm in Spencertown?

Places to visit in the wider area include Berkshire Botanical Garden, Norman Rockwell Museum and Catamount Aerial Adventure Park. You'll also find Stockbridge Bowl and Naumkeag Museum in the area. Take a look at what more there is to see and do in Expedia's Spencertown guide.

What's the weather like in Spencertown?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Spencertown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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Book Hotels in Spencertown on Expedia.com

Find hotels in Spencertown, NY from ฿2,243

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Spencertown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Spencertown hotels

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

3. Quality Inn Great Barrington

4. Shaker Mill Inn

5. Courtyard by Marriott Lenox Berkshires

6. The Red Lion Inn

7. Chatham Travel Lodge

8. The Yankee Inn

9. Hampton Inn & Suites Berkshires-Lenox

10. Berkshire Travel Lodge

11. Inn at Silver Maple Farm

12. Pleasant Valley Motel West Stockbridge

13. Quality Inn Lee - Lenox South

14. Prospect Berkshires

15. Best Western Plus Berkshire Hills Inn & Suites

16. The Black Swan Lee - Lenox, an Ascend Collection Hotel

17. Monument Mountain Motel

18. The Cornell Inn, Lenox & The Berkshires

19. The Little Lion

20. Hilton Garden Inn Lenox Pittsfield

Learn more about Spencertown

Top Spencertown Hotel Reviews

Quality Inn Lee - Lenox South

The Yankee Inn

The Whitlock

Berkshire Mountain Lodge

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

Hotel On North

St. Charles Hotel

More cheap stays in Spencertown

FairBridge Inn Express

Quality Inn Great Barrington

The Yankee Inn

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

St. Charles Hotel

Pocketbook Hotel and Bath

Frequently asked questions

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