Compare Ski Resorts & Hotels in Massachusetts
Secret Bargains - Save an extra 10% or more on select Ski Resorts & Hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Featured Massachusetts Ski Resorts & Hotels
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is $93 per night
$93
per night
May 22 - May 23
Free Cancellation
Reserve now, pay when you stay
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and Company.
Pool
Hot Tub
Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
Located in Williamstown, Berkshire Valley Inn is in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Williamstown Theatre Festival.
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
The price is $149 per night
$149
per night
May 17 - May 18
Located in Hancock, Jiminy Peak Mountain Resort is in the mountains, within a 15-minute drive of Mount Greylock State Reservation Visitor Center and Waubeeka Golf Links.
Pool
Breakfast available
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
The price is $135 per night
$135
per night
May 30 - May 31
Free Cancellation
Reserve now, pay when you stay
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Arrowhead Museum.
Pool
Pet friendly
Westford Regency Inn & Conference Center
219 Littleton Rd, Westford, MA
The price is $152 per night
$152
per night
May 19 - May 20
Free Cancellation
Reserve now, pay when you stay
Located in Westford, Westford Regency Inn & Conference Center is in the suburbs, within a 5-minute drive of Westford Town Common and Kimball Farm.
Pet friendly
Parking included
Doubletree by Hilton Hotel Leominster
99 Erdman Way, Leominster, MA
The price is $163 per night
$163
per night
Jun 16 - Jun 17
Free Cancellation
Reserve now, pay when you stay
Located in Leominster, Doubletree by Hilton Hotel Leominster is in the business district, a 4-minute drive from The Mall at Whitney Field and 7 minutes from Roll on America.
Pool
Breakfast available
Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
The price is $66 per night
$66
per night
May 19 - May 20
Free Cancellation
Reserve now, pay when you stay
With a stay at Monument Mountain Motel in Great Barrington, you'll be a 4-minute walk from Housatonic River and within a 5-minute drive of Housatonic River Walk.
Parking included
Free WiFi
Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
The price is $145 per night
$145
per night
May 19 - May 20
With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ebenezer II Gifts and Antiques.
Pet friendly
Breakfast included
The Colonial Hotel
625 Betty Spring Road, Gardner, MA
The price is $160 per night
$160
per night
May 19 - May 20
Free Cancellation
Reserve now, pay when you stay
Located in Gardner, The Colonial Hotel is within a 15-minute drive of Mount Wachusett Community College and Cushing Academy.
Pool
Pet friendly
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
The price is $152 per night
$152
per night
May 27 - May 28
Free Cancellation
Reserve now, pay when you stay
A stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires places you in the heart of Great Barrington, within a 5-minute drive of Housatonic River Walk and Ski Butternut.
Pool
Breakfast included
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
The price is $101 per night
$101
per night
May 29 - May 30
Free Cancellation
With a stay at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Colonial Theater.
Pool
Pet friendly
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $80 per night
$80
per night
May 21 - May 22
Free Cancellation
Reserve now, pay when you stay
With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from Housatonic River.
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.
Massachusetts Ski Resorts & Hotels essential information
Ski Resorts & Hotels in Massachusetts |
182 |
|---|---|
Highest price | $163 |
Cheapest price | $66 |
Total number of hotels in Massachusetts | 16,604 |
Popular hotels | The Yankee, Trademark Collection by Wyndham, Berkshire Valley Inn, Jiminy Peak Mountain Resort, Hampton Inn & Suites Berkshires-Lenox, Westford Regency Inn & Conference Center, Doubletree by Hilton Hotel Leominster, Monument Mountain Motel, Shaker Mill Inn, The Colonial Hotel, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Quality Inn |
Most Recent Massachusetts Hotel Reviews
The Westin Copley Place, Boston, a Marriott Hotel
5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"Super good location "
A verified traveler stayed at The Westin Copley Place, Boston, a Marriott Hotel
More Ski Resorts & Hotels
Types of Hotels
Top 20 Massachusetts Hotels
Hotels Near Massachusetts
Cities near Massachusetts
More to Explore in Massachusetts
Top Picks
Flights
Minnesota Flight DealsCalifornia Flight DealsNew Jersey Flight DealsMissouri Flight DealsNorth Carolina Flight DealsTexas Flight DealsMaryland Flight DealsFlorida Flight DealsConnecticut Flight DealsSouth Carolina Flight DealsGeorgia Flight DealsMontana Flight DealsMichigan Flight DealsUtah Flight DealsTennessee Flight DealsVirginia Flight DealsOhio Flight DealsNew York Flight DealsColorado Flight DealsArizona Flight DealsAlaska Flight DealsPennsylvania Flight DealsHawaii Flight Deals
f556328e-b589-4680-a9ce-a9852b90ae561a35b2bf-232e-4e56-95aa-de75bcf8a902