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Featured Massachusetts Ski Resorts & Hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.
Pool
Parking included
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
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 hot tub, meeting rooms, and conference space.
Pool
Hot Tub
Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
At Berkshire Valley Inn, guests have access to free WiFi in public areas, a seasonal outdoor pool, and express check-in. A stay here includes free parking. Front-desk staff can assist with concierge services and luggage storage. 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. Additional amenities include express check-out, a fireplace in the lobby, and a banquet hall.
Pool
Breakfast included
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
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.
Pool
Parking included
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
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.
Pool
Breakfast included
Westford Regency Inn & Conference Center
219 Littleton Rd, Westford, MA
Guests of Westford Regency Inn & Conference Center enjoy a gym, free WiFi in public areas, and a conference center. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to assist with luggage storage and securing valuables. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Breakfast included
Pet friendly
Doubletree by Hilton Hotel Leominster
99 Erdman Way, Leominster, MA
Free Cancellation
Reserve now, pay when you stay
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 concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include meeting rooms, a conference center, and a business center.
Pool
Parking included
Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
Monument Mountain Motel features free WiFi in public areas and a picnic area. 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 barbecue grills.
Parking included
Free WiFi
Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
Shaker Mill Inn features free WiFi in public areas and a library. There's free parking if you drive.
Breakfast included
Parking included
The Colonial Hotel
625 Betty Spring Road, Gardner, MA
Free Cancellation
Reserve now, pay when you stay
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 securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
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. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free Cancellation
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 dry cleaning/laundry, luggage storage, and tours or tickets. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
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.
Breakfast included
Parking included
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 tours or tickets, access to locker space, and luggage storage. Other amenities at this ski hotel include a 24-hour gym, a sauna, and free WiFi in public areas.
Pool
Parking included
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
Guests staying at Travelodge by Wyndham Great Barrington Berkshires enjoy free WiFi in public areas, laundry facilities, and a garden. 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 vending machine, a picnic area, and barbecue grills.
Pet friendly
Parking included
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 | |
Cheapest price | |
Total number of hotels in Massachusetts | 17,403 |
Popular hotels | Vacation Village in the Berkshires, 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 by IHG, Quality Inn, Club Wyndham Bentley Brook, Travelodge by Wyndham Great Barrington Berkshires |
Recent Reviews
Harborside Inn Of Boston
5/5 Excellent
"Clean and not noisy like others have said. Everything within walking distance."
A verified traveler from Aubrey stayed at Harborside Inn Of Boston
Posted 23 hours ago
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