Compare Cheap Hotels in Lanesborough

Name: The Black Swan Lee - Lenox, an Ascend Collection Hotel
Price range: $112 total

Secret Bargains - Save an extra 10% or more on select hotels

Cheap Lanesborough Hotels

Berkshire Village Carriage House - Super Private!!

Lanesborough MA

$185 nightly

$207 total

Dec 19 - Dec 20

Total with taxes and fees

1.77 mi from city center

Located in Lanesborough, this guesthouse is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.

Free WiFi

Air conditioning

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$126 nightly

$141 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

4.57 mi from city center

With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.

The Williams Inn

101 Spring Street Williamstown MA

$197 nightly

$220 total

Dec 21 - Dec 22

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

13.33 mi from city center

Located in Williamstown, The Williams Inn is just steps from Williams College and 11 minutes by foot from The Clark Art Institute.

Pet friendly

Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

$88 nightly

$99 total

Dec 20 - Dec 21

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

4.97 mi from city center

With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum.

Pool

Pet friendly

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

$92 nightly

$103 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

8.12 mi from city center

Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$108 nightly

$120 total

Jan 18 - Jan 19, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

7.47 mi from city center

With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.

Pool

Hot Tub

The Red Lion Inn

30 Main Street Stockbridge MA

$190 nightly

$212 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

16.78 mi from city center

With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic River.

Berkshires Untold

194 Pittsfield Rd Lenox MA

$110 nightly

$123 total

Dec 21 - Dec 22

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

9.34 mi from city center

Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street South Lee MA

$145 nightly

$162 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

16.96 mi from city center

With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood Music Center and Housatonic River.

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

$125 nightly

$140 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

Free Cancellation

13.85 mi from city center

A stay at Hotel Downstreet, an Ascend Collection Hotel places you in the heart of North Adams, steps from MCLA Gallery 51 and North Adams City Hall.

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox MA

$105 nightly

$117 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

8.27 mi from city center

Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA

$100 nightly

$112 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

Free Cancellation

13.61 mi from city center

With a stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.

Don't see what you're looking for?

See all available properties in Lanesborough

View all properties

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.

Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

Lanesborough hotels essential information

Accommodation	1,004 hotels
Lowest Price	$99
Highest Price	$220
Popular hotels	Berkshire Village Carriage House - Super Private!!, Vacation Village in the Berkshires, The Williams Inn, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Berkshire Mountain Lodge, The Red Lion Inn, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Hotel Downstreet, an Ascend Collection Hotel, Hampton Inn & Suites Berkshires-Lenox, The Black Swan Lee - Lenox, an Ascend Collection Hotel