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Check prices for these dates, December 12 – 13, 2026

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Our top choices for Lanesborough condo rentals

1. UNIQUE - 1BR Country Condo @ Jiminy Peak

A Country Inn with a covered entrance, stone foundation, and a white fence.

Location: Hancock
Guest rating: 9.8/10 (Exceptional, 18 reviews)
Price: $500 nightly, $559 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Lanesborough condo rentals
Review: lovely place to stay, by Nancy P.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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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.

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

Top reviews in Lanesborough

Hotel On North

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

Location: Pittsfield
Review: 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..., by Steve, February 28, 2016, rated 10/10 Excellent

The Yankee Inn

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

Location: Lenox
Review: 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!, by Colleen, July 17, 2024, rated 10/10 Excellent

Vacation Village in the Berkshires

Location: Williamstown
Review: Clean , comfortable place to stay after skiing all day., by Anonymous traveler, March 7, 2016, rated 10/10 Excellent

Hampton Inn & Suites Berkshires-Lenox

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

Location: Lenox
Review: Solid, by Colton, January 29, 2025, rated 10/10 Excellent

Berkshire Mountain Lodge

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

Location: Pittsfield
Review: It was very conveniently located to the activities we were doing on our mini-vacation. There were a couple of issues that developed during our stay, but the staff did an excellent job of dealing with the issues., by Elliott, December 5, 2024, rated 10/10 Excellent

Hilton Garden Inn Lenox Pittsfield

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

Location: Pittsfield
Review: The staff could not have been more helpful, great location and the facility extremely clean. We were shocked about how amazing this place was, by t, January 18, 2016, rated 10/10 Excellent

Best Western Plus Berkshire Hills Inn & Suites

A reception area with a wooden reception desk, a seating area with sofas, a colorful stained glass window, a mounted television, and various potted plants.

Location: Pittsfield
Review: Great stay for a weary traveller, by Gregory, May 11, 2025, rated 10/10 Excellent

Courtyard by Marriott Lenox Berkshires

An outdoor patio area with a circular fire pit surrounded by wicker furniture and a stone fire table.

Location: Lenox
Review: Room was so nice. Bed was comfortable. Overall glad we stayed here., by Alyssa, May 18, 2024, rated 10/10 Excellent

Element by Marriott Lenox Berkshires

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

Location: Lenox
Review: Clean and spacious room., by Richard, November 12, 2026, rated 10/10 Excellent

The Central Downtown Inn & Suites

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

Location: Pittsfield
Review: 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..., by Anonymous traveler, June 30, 2015, rated 10/10 Excellent

Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

Location: Pittsfield
Review: One of the best hotel i been in my life. Everyone that works there is so friendly. From the front desk to the restaurant are amazing. The food is delicious and the pool is beautiful and the entire hotel is clean. I went from staying from one day to three days., by Gipsy, October 9, 2021, rated 10/10 Excellent

Berkshires Untold

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.

Location: Lenox
Review: 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..., by Jill, June 19, 2024, rated 10/10 Excellent

Jiminy Peak Mountain Resort

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

Location: Hancock
Review: Everything there was great except Christiansens taver. The service was ok but the food was terrible. I would not recommend this place for dining. I would go to McDonalds before I ate there again. We do however recommend Powder Hounds Tavern at the entrance, The service and the food were excellent and affordable., by Lloyd A., October 27, 2015, rated 10/10 Excellent

Williamstown Motel

A motel with a fenced patio area, a parking lot, and a mountain backdrop.

Location: Williamstown
Review: Yes no frills but good for an economic stay. Great coffee at The Coffee Shop Williamstown nearby, by Grantley, November 8, 2026, rated 10/10 Excellent

Maple Terrace Motel

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

Location: Williamstown
Review: Arrived late after office closed. Easy arrangements for check in made with no issues. Light in room was on to welcome me. Room was very clean with nice appointments of water, coffee, tea, chocolates., by Eric, May 2, 2024, rated 10/10 Excellent

Cozy Corner Motel

An outdoor seating area with Adirondack chairs and potted plants.

Location: Williamstown
Review: Safe, clean and quiet - everything one would wish. And, a delicious waffle breakfast., by Henry, November 14, 2022, rated 10/10 Excellent

Howard Johnson by Wyndham Lenox

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

Location: Lenox
Review: The gentleman at the front desk was very knowledgeable about the different ski mountains and gave us good information about each one. Also great breakfast that's included., by Anonymous traveler, February 24, 2017, rated 10/10 Excellent

Harbour House Inn

A breakfast setting with a plate of food, a glass of orange juice, and a cup of tea.

Location: Cheshire
Review: The Harbor House Inn is a wonderfully situated B and B, located 8 miles south of North Adams. The welcome is warm, and amenities are generous. Highly recommended., by Anonymous traveler, June 26, 2017, rated 10/10 Excellent

Frequently Asked Questions

How much do condos in Lanesborough cost?

The price range for condos in Lanesborough is $558 to $558 per night. Whatever your budget, you're sure to find someplace that fits your needs — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Lanesborough?

Claim your vacation time and pick from condos in Lanesborough. For business travel, a getaway with friends and everything in between, Expedia will help you find the ideal place in a few easy clicks.

Are there any family-friendly condos in Lanesborough?

Yes, there are! Lock in Vacation Village In The Berkshires — a great 3-star option just a short drive from downtown Lanesborough. This family-friendly condo offers convenient amenities such as a fireplace and a swimming pool. Lanesborough has tons of family-friendly attractions to visit when the kids are getting restless. Jiminy Peak Mountain Resort and Mount Greylock promise a fun day out for everyone.

Why book your condo in Lanesborough with Expedia?

Getaways shouldn't be hard, so if you're after condos at an affordable price, Expedia has got your back. Keep costs down and go for something cheap and cheerful, or splurge on a luxury condo and treat your loved ones. Our search filters make it simple to find an escape in Lanesborough that fits your needs.

How can I find cheap condos in Lanesborough?

Expedia can help you easily source cheap condos in Lanesborough. To reserve your perfect stay in just a few keystrokes, simply use our handy filter tool to tailor your search results by budget, amenities and star rating.

What is there to do in Lanesborough near my condo?

Once you've checked in to your hotel, head out and discover the amazing things Lanesborough has for you to experience. Mount Greylock State Reservation Visitor Center is a great attraction to add to your must-do list.