Ski Lodging & Hotels in Western Massachusetts, MA
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Tomorrow night
Check prices in Western Massachusetts for tomorrow night, Nov 27 - Nov 28Featured Western Massachusetts Ski Resorts & Hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $105 total per night
$105 total
Nov 29 - Nov 30
Total with taxes and fees
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 concierge services and access to locker space. 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
$62 nightly
The price is $70 total per night
$70 total
Dec 7 - Dec 8
Total with taxes and fees
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, a seasonal outdoor pool, and coffee/tea in a common area.

Berkshire Valley Inn
2541 Hancock Rd Williamstown MA
$154 nightly
The price is $172 total per night
$172 total
Nov 30 - Dec 1
Total with taxes and fees
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
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $166 total per night
$166 total
Nov 30 - Dec 1
Total with taxes and fees
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 2 hot tubs, outdoor tennis courts, and free WiFi in public areas.

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$111 nightly
The price is $124 total per night
$124 total
Dec 7 - Dec 8
Total with taxes and fees
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 dry cleaning/laundry, luggage storage, and securing valuables. 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

Monument Mountain Motel
247 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $74 total per night
$74 total
Dec 3 - Dec 4
Total with taxes and fees
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.
Parking included
Free WiFi

Shaker Mill Inn
2 Oak Street West Stockbridge MA
$104 nightly
The price is $115 total per night
$115 total
Dec 2 - Dec 3
Total with taxes and fees
Shaker Mill Inn features free WiFi in public areas and a library. There's free parking if you drive.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
$151 nightly
The price is $169 total per night
$169 total
Dec 1 - Dec 2
Total with taxes and fees
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 securing valuables and dry cleaning/laundry. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
$89 nightly
The price is $100 total per night
$100 total
Nov 29 - Nov 30
Total with taxes and fees
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 securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.

Quality Inn
372 Main Street Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $94 total per night
$94 total
Dec 9 - Dec 10
Total with taxes and fees
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 tours or tickets, luggage storage, and access to locker space. 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
$75 nightly
The price is $84 total per night
$84 total
Nov 30 - Dec 1
Total with taxes and fees
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 securing valuables and dry cleaning/laundry. Additional amenities include a garden, barbecue grills, and a vending machine.

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
$107 nightly
The price is $120 total per night
$120 total
Dec 7 - Dec 8
Total with taxes and fees
Guests of Holiday Inn Express Hotel & Suites Great Barrington by IHG 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 dry cleaning/laundry and securing valuables. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$106 nightly
The price is $119 total per night
$119 total
Dec 16 - Dec 17
Total with taxes and fees
Guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Breakfast included
Pet friendly

Berkshire Inn
150 W Housatonic St Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $91 total per night
$91 total
Dec 2 - Dec 3
Total with taxes and fees
Guests of Berkshire Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a picnic area. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. This smoke-free motel also has a TV in a common area.
Pool
Parking included
Don't see what you're looking for?
See all available properties in Western Massachusetts
View all propertiesLowest 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.
Western Massachusetts hotels essential information
Accommodation | 1,479 hotels |
|---|---|
Lowest Price | $70 |
Highest Price | $172 |
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, Monument Mountain Motel, Shaker Mill Inn, 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, Holiday Inn Express Hotel & Suites Great Barrington by IHG, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Berkshire Inn |
Recent Ski Resorts & Hotels Reviews

La Quinta Inn & Suites by Wyndham Springfield MA
5/5 Excellent
"Very sweet staff mf accommodating "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Springfield MA
Posted 3 days ago
More to Explore
- B&B in Worthington
- Cottages in Worthington
- Guest Houses in Worthington
- Worthington Hotels
- Inns in Worthington
- Motels in Worthington
- Hotels near Look Memorial Park
- Guest Houses in West Hatfield
- Hotels with Bar in West Hatfield
- West Hatfield Hotels
- Rv Parks in West Hatfield
- Hotels with Pool in Easthampton
- B&B in Northampton
- Cabin Rentals in Northampton
- Extended Stay Hotels in Northampton
- Cheap Hotels in Northampton
- Business Hotels in Northampton
- Gay Friendly Hotels in Northampton
- Golf Resorts & in Northampton
- Hotels with Pool in Northampton
- Hotels with Balconies in Northampton
- Hotels with Bar in Northampton
- Hotels with Hot Tubs in Northampton
- Hotels with an Indoor Pool in Northampton
- Pet Friendly Hotels in Northampton
- Romantic Getaways & Hotels in Northampton
- Hotels with Shopping in Northampton
- Spa Resorts & in Northampton
- Hotels with a Wedding Venue in Northampton
- Northampton Hotels
- Inns in Northampton
- Motels in Northampton
- Vacation Homes in Northampton
- 5 Star Hotels in Goshen
- B&B in Goshen
- Cabin Rentals in Goshen
- Goshen Hotels
- Apartments in North Hatfield
- Rv Parks in North Hatfield
- B&B in Haydenville
- Cottages in Haydenville
- Rv Parks in Haydenville
- Hotels near Chapel Brook
- 4 Star Hotels in Cummington
- Cabin Rentals in Cummington
- Pet Friendly Hotels in Cummington
- Cummington Hotels
- Inns in Cummington
- Lodges in Cummington
- Adventure Hotels in Massachusetts
- Business Hotels in Massachusetts
- Hotels with WiFi in Massachusetts
- Hotels with Air Conditioning in Massachusetts
- Hotels with Balconies in Massachusetts
- Hotels with Childcare in Massachusetts
- Hotels with Free Airport Shuttle in Massachusetts
- Hotels with Free Parking in Massachusetts
- Hotels with Restaurants in Massachusetts
- Hotels with Tennis Courts in Massachusetts
- Hotels on the River in Massachusetts
- Hotels with Bar in Hadley
- Hotels with Hot Tubs in Hadley
- Luxury Hotels in Hadley
- Golf Resorts & in Hatfield
- Hotels with Free Breakfast in Hatfield
- Luxury Hotels in Hatfield
- Romantic Getaways & Hotels in Hatfield
- Pet Friendly Hotels in Chester
- Hotels near Congregation Beth Israel
- Hotels near Glendale Falls
- Hotels with Air Conditioning in Hampshire County
- Luxury Hotels in Hampshire County
- B&B in Florence
- Cheap Hotels in Florence
- Adventure Hotels in Lenox
- Hotels near Chesterfield Gorge
- 5 Star Hotels in Williamsburg
- Hotels with Pool in Williamsburg
- Motels in Williamsburg
- Vacation Homes in Williamsburg
- 5 Star Hotels in Huntington
- Apartments in Huntington
- B&B in Huntington
- Cabin Rentals in Huntington
- Cottages in Huntington
- Inns in Huntington
- Vacation Homes in Huntington
- 5 Star Hotels in Norwich Lake
- Hotels near Littleville Lake
- Hotels with Pool in Westhampton
- Cabin Rentals in Chesterfield


