Book Ski Hotels in Massachusetts
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Featured Massachusetts Ski Resorts & Hotels
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
Jun 17 - Jun 18
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a spa tub, meeting rooms, and conference space.
Hot Tub
Breakfast included
Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
The price is $164 per night
$164
per night
Jun 2 - Jun 3
Guests of Berkshire Valley Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a fireplace in the lobby. A stay here includes free parking. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area.
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
The price is $159 per night
$159
per night
Jun 2 - Jun 3
At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and securing valuables. Other amenities at this ski condominium resort include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $190 per night
$190
per night
Jun 24 - Jun 25
Guests staying at Hampton Inn & Suites Berkshires-Lenox enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and litter boxes. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pet friendly
Breakfast included
Westford Regency Inn & Conference Center
219 Littleton Rd, Westford, MA
Free Cancellation
Reserve now, pay when you stay
The price is $152 per night
$152
per night
Jun 2 - Jun 3
Guests staying at Westford Regency Inn & Conference Center enjoy a gym, a sauna, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Additional amenities include a conference center, a business center, and coffee/tea in a common area.
Pet friendly
Parking included
Doubletree by Hilton Hotel Leominster
99 Erdman Way, Leominster, MA
Free Cancellation
Reserve now, pay when you stay
The price is $156 per night
$156
per night
Jun 30 - Jul 1
Guests staying at Doubletree by Hilton Hotel Leominster enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. Multilingual staff at the 24-hour front desk can assist with luggage storage, dry cleaning/laundry, and concierge services. Additional amenities include meeting rooms, a conference center, and a business center.
Breakfast available
Pool
Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
The price is $90 per night
$90
per night
Jun 2 - Jun 3
Monument Mountain Motel features free WiFi in public areas and barbecue grills. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This smoke-free motel also has a picnic area.
Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
The price is $239 per night
$239
per night
Jun 3 - Jun 4
At Shaker Mill Inn, guests have access to free WiFi in public areas. There's free parking if you drive.
Pet friendly
Breakfast included
The Colonial Hotel
625 Betty Spring Road, Gardner, MA
Free Cancellation
Reserve now, pay when you stay
The price is $160 per night
$160
per night
Jun 2 - Jun 3
At The Colonial Hotel, guests enjoy an indoor pool, a gym, and a sauna. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and securing valuables. Additional amenities include free WiFi in public areas, a spa tub, and meeting rooms.
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
The price is $188 per night
$188
per night
Jun 3 - Jun 4
Guests staying at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Other amenities at this family-friendly hotel include a business center, coffee/tea in a common area, and a meeting room.
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
Free Cancellation
The price is $122 per night
$122
per night
Jun 3 - Jun 4
Guests of Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
The price is $104 per night
$104
per night
Jun 9 - Jun 10
Guests of Quality Inn enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and a water dispenser.
Club Wyndham Bentley Brook
1 Corey Road, Hancock, MA
At Club Wyndham Bentley Brook, guests enjoy ski-in/ski-out access, an indoor pool, and an outdoor pool. There's free parking and limo/town car service. The 24-hour front desk has staff standing by to help with access to locker space, tours or tickets, and luggage storage. Other amenities at this ski hotel include a 24-hour gym, a sauna, and free WiFi in public areas.
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
The price is $75 per night
$75
per night
Jun 2 - Jun 3
Guests staying at Travelodge by Wyndham Great Barrington Berkshires enjoy free WiFi in public areas, laundry facilities, and a picnic area. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with dry cleaning/laundry and securing valuables. Additional amenities include a garden, a vending machine, and barbecue grills.
Pet friendly
Parking included
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
415 Stockbridge Rd, Great Barrington, MA
Free Cancellation
The price is $139 per night
$139
per night
Jun 3 - Jun 4
Guests of Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel have access to an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
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.
Head for The Hills at a Massachusetts Ski Resort
Discover a winter wonderland at Massachusetts ski resorts, where pristine ski hills meet comfy accommodations.
Alpine charm
Ski resorts near Massachusetts offer a range of experiences, whether you’re looking for a village cutoff from the hustle and bustle of the world or a resort close to other local amenities. You can book a room in the main hotel or a luxury private chalet with ski-in and ski-out access.
There’s more than skiing to keep you busy. Check out the winter activities you’ll enjoy at the best ski resorts in Massachusetts, from tubing to soaking in outdoor spas.
Epic fun at your Massachusetts ski resort
Massachusetts ski resorts are known for their accommodations, fun-filled activities, and sumptuous meals. Each resort also has its own unique signature runs, trails, and chairlifts to get you to the top of the slopes. You’ll also usually have access to surrounding trails and other winter sports within the resort. Larger resorts often offer a range of amenities, including gondolas or aerial trams, so you can ride to the slopes in style or simply take in the splendid views.
Winter vacations in Massachusetts offer a whole new world of experiences, such as snowmobiling, horse-drawn sleds, tubing, and dog-sledding. The nightlife can vary from clubs to cabarets and game rooms to night skiing by torchlight. The après-ski scene at Massachusetts ski resorts is one of the greatest draws for travelers who enjoy warming beverages, crackling fires, and the company of fellow skiers.
Massachusetts Ski Resorts & Hotels essential information
Ski Resorts & Hotels in Massachusetts |
182 |
|---|---|
Highest price | $239 |
Cheapest price | $75 |
Total number of hotels in Massachusetts | 16,597 |
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, Club Wyndham Bentley Brook, Travelodge by Wyndham Great Barrington Berkshires, Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel |
Recent Reviews
Seaport Hotel Boston
5/5 Excellent
"Service was outstanding "
A verified traveler from Gatineau stayed at Seaport Hotel Boston
Posted 16 hours ago
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