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

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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 spacious living area with a stone fireplace, comfortable seating, and a view of the kitchen.

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

    The Yankee Inn

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

    Vacation Village in the Berkshires

    Indoor pool

    Hampton Inn & Suites Berkshires-Lenox

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

    Berkshire Mountain Lodge

    Exterior

    Hilton Garden Inn Lenox Pittsfield

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

    Best Western Plus Berkshire Hills Inn & Suites

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

    Courtyard by Marriott Lenox Berkshires

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

    Element by Marriott Lenox Berkshires

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

    The Central Downtown Inn & Suites

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

    Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

    Berkshires Untold

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

    Jiminy Peak Mountain Resort

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

    Williamstown Motel

    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.

    Maple Terrace Motel

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

    Cozy Corner Motel

    An outdoor seating area with Adirondack chairs and potted plants.

    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.

    Harbour House Inn

    A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.

    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.

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