Lanesborough Holiday Rentals, Massachusetts: Private House Rentals

A tower with a green glass dome and intricate carvings.

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Go beyond your typical stay in Lanesborough

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Our top choices for Lanesborough hotels

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

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

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.

1. Hotel On North

Pittsfield

Devon

3.472.922 ₫

3.879.254 ₫ total

includes taxes & fees

1 Nov - 2 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.

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

2. Vacation Village in the Berkshires

Williamstown

Adrianne

2.078.929 ₫

2.606.023 ₫ total

includes taxes & fees

16 Nov - 17 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 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.

3. Jiminy Peak Mountain Resort

Hancock

Olga

3.469.972 ₫

3.875.960 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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 TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

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

4. FairBridge Inn Express

Pittsfield

Richard

1.839.784 ₫

2.055.038 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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

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.

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

5. Berkshire Inn

Pittsfield

cheryl

2.225.077 ₫

2.485.411 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

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

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

6. The Springs Motel

New Ashford

Elizabeth

2.738.713 ₫

3.004.368 ₫ 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 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.

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

7. The Central Downtown Inn & Suites

Pittsfield

Debra

2.561.724 ₫

2.861.368 ₫ total

includes taxes & fees

22 Oct - 23 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 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.

8. The Yankee Inn

Lenox

Basil

2.745.188 ₫

3.066.375 ₫ total

includes taxes & fees

1 Nov - 2 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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

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.

9. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

2.524.980 ₫

2.820.402 ₫ total

includes taxes & fees

16 Nov - 17 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 kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

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

10. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

3.311.836 ₫

3.699.270 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A garden with wooden Adirondack chairs and a stone pathway.

11. Berkshire Mountain Lodge

Pittsfield

Joel

2.239.037 ₫

3.079.076 ₫ total

includes taxes & fees

12 Nov - 13 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.

12. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

2.044.204 ₫

2.283.376 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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.

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

Pittsfield

Ginger

2.458.220 ₫

2.745.832 ₫ total

includes taxes & fees

19 Nov - 20 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.

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.

14. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

3.250.284 ₫

3.630.567 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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.

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

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

15. Berkshires Untold

Lenox

Madhavi R

3.368.776 ₫

3.762.922 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

A modern interior with a large window, a wooden table, and bar stools.

A modern hotel building with the name "Hotel Downtown" on the facade.

16. Hotel Downstreet, an Ascend Collection Hotel

North Adams

mary ellen

3.087.042 ₫

3.448.227 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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

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.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

17. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

Josh

3.737.599 ₫

4.174.899 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

A gazebo in a garden with a house in the background.

A gazebo in a lush garden with flowering plants and a large tree.

A room with a large sliding glass door leading to a garden. Inside, there is a table with chairs and a small table with a vase.

18. Harbour House Inn

Cheshire

Gregory

6.564.741 ₫

6.938.908 ₫ total

includes taxes & fees

3 Nov - 4 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.

19. The Williams Inn

Williamstown

Pete

5.261.179 ₫

5.876.737 ₫ total

includes taxes & fees

8 Nov - 9 Nov

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

A hallway with a collection of plates on the walls, leading to a staircase.

20. The Porches Inn at Mass MoCA

North Adams

Ram

4.172.168 ₫

5.238.872 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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Stay near popular Lanesborough attractions

Mount Greylock State Reservation Visitor Center

10.0/10 (16 reviews)

Enjoy the mountain views and explore Mount Greylock State Reservation Visitor Center, a lovely green space in Lanesborough. You can seek out the ski slopes in this quaint area.

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Learn more about Lanesborough

Hike the scenic trails of Mount Greylock State Reservation where Massachusetts' highest peak rewards with panoramic Berkshire views. Families can paddle across pristine Pontoosuc Lake or explore the historic Balance Rock, a massive boulder perched improbably on a small point.

See all hotels in Lanesborough

A tall tower with a green dome and a pointed top, surrounded by trees and clouds.

Top Lanesborough Hotel Reviews

Hotel On North

10/10 Excellent

"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."

Berkshire Mountain Lodge

10/10 Excellent

"Hot tub did not work"

Vacation Village in the Berkshires

10/10 Excellent

"Great apartment. Large pool. Comfortable bed. Everything we needed for a great stay."

Berkshires Untold

10/10 Excellent

"Great service"

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"This place was an excellent deal. I thought I was getting a hotel room, but what I got was a 2-story townhouse. The facility includes lots to do indoors (clubhouse, movie theater) and outside (sports courts, trails along the river)"

The Williams Inn

10/10 Excellent

"Fantastic hotel! Would definitely stay again."

The Yankee Inn

10/10 Excellent

"The old fashioned touches like real glasses in the rooms. The flower selections around the property. The condition of the indoor pool and whirlpool were great.The pond and surrounding land are great. Nicest motor lodge I've been to."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Hotel Downstream in North Adams was a great location for our overnight get-away to bike the Ashuwillticook Rail Trail. The hotel is right down-town, so we were able to walk to Public for dinner and to Bright Ideas Brewery afterwards, and to Dino's for breakfast in the morning. The room was very large and clean. We had a nice view of downtown and the mountains. Staff was very friendly -- we had a very quick check-in and check-out. Parking is right there and free. All very convenient. The hotel only serves continental breakfast, so we chose to go out, but it's nice that they provide water, coffee, tea and fruit all day long."

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"Clean room. Comfortable beds. Good breakfast. Staff were nice and professional."

More cheap stays in Lanesborough

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

1.839.784 ₫

2.055.038 ₫ total

22 Oct - 23 Oct

includes taxes & fees

5.4/10 (925 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

2.044.204 ₫

2.283.376 ₫ total

25 Oct - 26 Oct

includes taxes & fees

7.6/10 Good! (929 reviews)

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

2.399.450 ₫

2.680.186 ₫ total

9 Nov - 10 Nov

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

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

1055 South Street Pittsfield MA

2.458.220 ₫

2.745.832 ₫ total

19 Nov - 20 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

2.745.188 ₫

3.066.375 ₫ total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,010 reviews)

The Whitlock

16 Church St Lenox MA

3.596.764 ₫

4.017.586 ₫ total

17 Nov - 18 Nov

includes taxes & fees

8.4/10 Very good! (402 reviews)

Hotels in Lanesborough with star rating

Frequently asked questions

What's the seasonal weather in Lanesborough?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Lanesborough are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

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Book Hotels in Lanesborough on Expedia.com

Find hotels in Lanesborough, MA from 2.055.038 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lanesborough

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lanesborough hotels

1. Hotel On North

2. Vacation Village in the Berkshires

3. Jiminy Peak Mountain Resort

4. FairBridge Inn Express

5. Berkshire Inn

6. The Springs Motel

7. The Central Downtown Inn & Suites

8. The Yankee Inn

9. Best Western Plus Berkshire Hills Inn & Suites

10. Hilton Garden Inn Lenox Pittsfield

11. Berkshire Mountain Lodge

12. Howard Johnson by Wyndham Lenox

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

14. Courtyard by Marriott Lenox Berkshires

15. Berkshires Untold

16. Hotel Downstreet, an Ascend Collection Hotel

17. Fairfield Inn & Suites by Marriott Williamstown

18. Harbour House Inn

19. The Williams Inn

20. The Porches Inn at Mass MoCA

Stay near popular Lanesborough attractions

Mount Greylock State Reservation Visitor Center

Learn more about Lanesborough

Top Lanesborough Hotel Reviews

Hotel On North

Berkshire Mountain Lodge

Vacation Village in the Berkshires

Berkshires Untold

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Williams Inn

The Yankee Inn

Hotel Downstreet, an Ascend Collection Hotel

Hampton Inn & Suites Berkshires-Lenox

More cheap stays in Lanesborough

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

Quality Inn Lee - Lenox South

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

The Yankee Inn

The Whitlock

Hotels in Lanesborough with star rating

Frequently asked questions

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