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

Hotels in Lanesborough

Q: What accommodations do travelers like in Lanesborough?

Guests like Vacation Village in the Berkshires , Berkshire Mountain Lodge and The Yankee Inn .

Where to?

Dates

November 2026

December 2026

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Where to stay in Lanesborough?

A two-story house with a stone facade, a covered porch, and a small attached garage.

1. 636 S Main St

Lanesborough

$726 total

includes taxes & fees

Nov 5 - Nov 6

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

2. FairBridge Inn Express

Pittsfield

$79 total

includes taxes & fees

Nov 5 - Nov 6

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

3. Hotel On North

Pittsfield

$130 total

includes taxes & fees

Nov 29 - Nov 30

Two Adirondack chairs facing a river with a forested hill in the background.

4. The Yankee Inn

Lenox

$128 total

includes taxes & fees

Nov 20 - Nov 21

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

5. The Springs Motel

New Ashford

$117 total

includes taxes & fees

Nov 9 - Nov 10

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

6. Berkshire Inn

Pittsfield

$92 total

includes taxes & fees

Nov 28 - Nov 29

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

7. Vacation Village in the Berkshires

Williamstown

$117 total

includes taxes & fees

Nov 5 - Nov 6

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

8. Howard Johnson by Wyndham Lenox

Lenox

$88 total

includes taxes & fees

Nov 5 - Nov 6

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

9. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$104 total

includes taxes & fees

Dec 1 - Dec 2

10. Berkshire Mountain Lodge

Pittsfield

$128 total

includes taxes & fees

Nov 8 - Nov 9

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

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

$122 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Pittsfield

$115 total

includes taxes & fees

Dec 2 - Dec 3

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

13. Jiminy Peak Mountain Resort

Hancock

$150 total

includes taxes & fees

Nov 5 - Nov 6

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

14. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$133 total

includes taxes & fees

Nov 15 - Nov 16

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

15. The Central Downtown Inn & Suites

Pittsfield

$111 total

includes taxes & fees

Nov 5 - Nov 6

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

16. Courtyard by Marriott Lenox Berkshires

Lenox

$140 total

includes taxes & fees

Nov 8 - Nov 9

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

17. Berkshires Untold

Lenox

$147 total

includes taxes & fees

Dec 2 - Dec 3

A kitchen with a countertop, a refrigerator, and a window.

18. The Villager Motel

Williamstown

$77 total

includes taxes & fees

Dec 1 - Dec 2

A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

19. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

$115 total

includes taxes & fees

Dec 4 - Dec 5

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

20. Element by Marriott Lenox Berkshires

Lenox

$151 total

includes taxes & fees

Nov 10 - Nov 11

View all properties

Go beyond your typical stay in Lanesborough

Top landmarks in Lanesborough

Mount Greylock State Reservation Visitor Center

10.0/10 (16 reviews)

Mount Greylock State Reservation Visitor Center is 2.6 mi (4.3 km) from central Lanesborough, why not stop by during your stay. If you like Mount Greylock State Reservation Visitor Center, you'll love George Bowe Park and Mount Hope Park, both just a short drive away.

See properties

Learn more about Lanesborough

Lanesborough is well-known for its attractions such as Pontoosuc Lake and Mount Greylock State Reservation Visitor Center. The city has something for everyone including sights like Mount Greylock State Reservation and Cheshire Reservoir within a scenic setting.

See all hotels in Lanesborough

Check out reviews of Lanesborough hotels guests love

Hotel On North

Pittsfield

10/10 Exceptional

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

The Yankee Inn

Lenox

10/10 Exceptional

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

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

Pittsfield

10/10 Exceptional

William

Vacation Village in the Berkshires

Williamstown

10/10 Exceptional

Anonymous traveler

Berkshire Mountain Lodge

Pittsfield

10/10 Exceptional

Elliott

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Exceptional

Gregory

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Exceptional

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

Harbour House Inn

Cheshire

10/10 Exceptional

Anonymous traveler

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Alyssa

Jiminy Peak Mountain Resort

Hancock

10/10 Exceptional

Lloyd A.

The Central Downtown Inn & Suites

Pittsfield

10/10 Exceptional

Beautiful room, very conveniently located right next to a main strip of little shops, theaters and restaurants. We brought all of our own food and were able to store it safely, roomy refrigerator provided- and all cooking utensils, pots, pans, plates... Everything provided. There was a dvd player, and we were able to have movie nights, and a back balcony to enjoy coffee on the porch or read a book in a heavily wooded area which provided a nice shady view to block the parking lot. The front desk...

Anonymous traveler

Berkshires Untold

Lenox

10/10 Exceptional

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

A garden with a swing set, a blue chair, and a flower bed.

Maple Terrace Motel

Williamstown

10/10 Exceptional

Eric

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

Willows Motel Williamstown

Williamstown

10/10 Exceptional

Sandra

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.

Williamstown Motel

Williamstown

10/10 Exceptional

Douglas

Frequently Asked Questions

What accommodations do travelers like in Lanesborough?

Guests like Vacation Village in the Berkshires, Berkshire Mountain Lodge and The Yankee Inn.

Can I book refundable accommodations in Lanesborough?

If you're looking for the flexibility to change your travel plans to Lanesborough, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Lanesborough if I want a vacation home instead of a traditional hotel?

Browse 11 vacation homes on our site.

What will the weather in Lanesborough be like during my visit?

July and August are typically the warmest months in Lanesborough when the average temp is 63°F. January and February are the coldest months when the average temperature is 25°F. July and August are the months with the most rain.

Why should I book my Lanesborough accommodation with Hotels.com?

There are lots of reasons to book your Lanesborough trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.