The 8 Best Massachusetts Ski Hotels of 2019

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The Rundown

Best Overall: The Porches Inn at MASS MoCA — See Rates at TripAdvisor

"Suites and bedrooms all with unique and individual architectural details such as skylights, porches and Jacuzzi-style tubs."

Best Ski-In/Ski-Out: Wyndham at Bentley Brook — See Rates at TripAdvisor

"Having a full kitchen will be appreciated after a long day skiing so that you can whip up a quick meal in the comfort of your apartment."

Best for Romance: Red Lion Inn — See Rates at TripAdvisor

"Quaintly decorated rooms with floral patterns and some with fireplaces are the perfect place to spend a special night in."

Best for Families: Great Wolf Lodge New England — See Rates at TripAdvisor

"The room rate includes all water park activities and a range of other kid-friendly events and services."

Best Luxury: Cranwell Spa & Golf Resort — See Rates at TripAdvisor

"Take advantage of the cross-country skiing and snowshoeing trails on the property."

Best Apres Ski Activities: DoubleTree by Hilton Hotel Leominster — See Rates at TripAdvisor

"Just 15 minutes away from Wachusett mountain which has a huge selection of apres ski activities."

Best Boutique: Garrison Inn Boutique Hotel — See Rates at tripadvisor.co.uk

"The first guests were served at this charming hotel back in 1850 and many of the original features remain."

Best B&B: The Warfield House Inn — See Rates at TripAdvisor

"Provides friendly service and allows you more time to ski and snowboard rather than spending your precious vacation stuck in traffic."

01 of 08

Best Overall: The Porches Inn at MASS MoCA

Exterior of White Porch Inn

 Courtesy of White Porch Inn

Just a short drive from Jiminy Peaks, The Porches Inn offers suites and bedrooms all with unique and individual architectural details such as skylights, porches and Jacuzzi-style tubs. There's Apple TV, Wi-Fi, and breakfast is served in your room in a retro lunch box. A heated outdoor swimming pool with a hot tub and sauna is open year round and with heated patio stones, it’s the perfect way to warm up after a day on the slopes. There are lots of dining options in the neighborhood, including Freight Yard restaurant and pub just a 10-minute walk away. After dinner grab a comfy seat in front of the fireplace and enjoy a drink from the lobby bar.

02 of 08

Best Ski-In/Ski-Out: Wyndham at Bentley Brook

Wyndham at Bentley Brook

Courtesy of Wyndham

You can't get much closer to the action than staying here at the Wyndham at Bentley Brook, which is right at the base of the Jiminy Peaks mountain resort. The convenience of skiing right out of your door and onto the ski lift, however, isn't the only reason to stay here. The spacious studios provide one or two bedrooms with queen size beds and double sleeper sofas in the living rooms and can easily accommodate up to eight people

The convenience of having a full kitchen will be appreciated after a long day skiing so that you can whip up a quick meal in the comfort of your apartment.

Expect amenities to include TVs, irons, free Wi-Fi and beautiful mountain views.

03 of 08

Best for Romance: Red Lion Inn

The Red Lion Inn has been a fixture on Main Street in Stockbridge, Massachusetts, for more than two centuries

Kim Knox Beckius

Just a short 13-minute drive from Ski Butternut with their seven lane tubing run and ski hills, you’ll find the trendy and unique Red Lion Inn, which is the perfect place for a little romance.

Order their special romantic getaway package which includes Champagne and chocolate covered strawberries. The four season outdoor pool provides relaxation after a day spent skiing and snowboarding. Quaintly decorated rooms with floral patterns and some with fireplaces are the perfect place to spend a special night in, curled up together while you rent a movie from the library's vast collection. Dinner is available from one of four distinct dining establishments specializing in farm to table cuisine.

04 of 08

Best for Families: Great Wolf Lodge New England

Great Wolf Lodge New England water park

Courtesy of Great Wolf Resorts

The ultimate family resort is just a thirty-minute drive to Nashoba ski valley offering all the features of the famous kid's water park playground combined with a skiing vacation. Choose a themed room and your kids will love to play in their own fort. The room rate includes all water park activities and a range of other kid-friendly events and services. Parents will love the fitness center which is open 24/7 and the unlimited Wi-Fi available throughout the resort.

You can also choose to upgrade to include dining at the on-site restaurants and buffet or hit one of the many restaurants on the way home from the hill.

Continue to 5 of 8 below.
05 of 08

Best Luxury: Cranwell Spa & Golf Resort

Cranwell Spa & Golf Resort in the Berkshires

Courtesy of Cranwell Spa & Golf Resort

This hotel is ideally situated between two great ski hills. Drive for just 22 minutes to Ski Butternut or go a little further to Jiminy Peaks. The Cranwell spa and golf resort looks like a castle with its church style ornate windows and turrets. The 105 rooms, cottages, and suites epitomize classic elegance and come complete with wireless Internet, a CD player, and coffeemaker. Guests should be aware that there is an additional resort charge billed daily which includes the use of the Spa including whirlpool, sauna, steam room, fitness center and indoor pool. Guests can also take advantage of the cross-country skiing and snowshoeing trails on the property. For formal dinners consider the Wyndhurst At The Mansion, which has amazing Berkshire Mountain views and presents award-winning dishes nightly.

06 of 08

Best Apres Ski Activities: DoubleTree by Hilton Hotel Leominster

DoubleTree

Courtesy of DoubleTree

Those who are as interested in the night time activities and the daytime skiing will enjoy staying close to one of the area's liveliest hills. This hotel is just 15 minutes away from Wachusett mountain which has a huge selection of apres ski activities and events including the extremely popular night racing. The Coppertop Lounge on the hill serves appetizers and cocktails and is the setting for a ski season of parties and live music. Back at your hotel, you’ll find a comfortable room, complimentary Wi-Fi, cable TV, and a queen size bed.

The hotel’s Nectar Restaurant and Bar serves breakfast, lunch and dinner in a casual pub-style environment.

07 of 08

Best Boutique: Garrison Inn Boutique Hotel

Garrison Inn

Courtesy of Garrison Inn

The first guests were served at this charming hotel back in 1850 and many of the original features remain. It is located in downtown Newbury, 12.5 miles from Ski Bradford, with its 15 groomed trails over 60 acres. Those who enjoy the little extras in life will appreciate the standard amenities at the Garrison which include a made to order hot breakfast and complimentary afternoon tea service. The 24 rooms, all decorated with reclaimed wood and a historic industrial aesthetic also include LCD TVs, heat lamps in the bathrooms, BVLGARI bath products, and plush robes. Treat yourself to a few luxury extras such as the rose petal turndown service or champagne and chocolates in your room.

The inn doesn't serve dinner, but afternoon tea is available until 10 p.m., exclusively for guests.

08 of 08

Best B&B: The Warfield House Inn

The Warfield Press Inn

 Courtesy of The Warfield Press Inn

Situated just three minutes from the East Berkshire ski resort, this nine-bedroom B&B couldn’t be more convenient for those looking for all the excitement of a winter sports vacation.

The main house rooms feature private bathrooms, 32-inch TVs and a DVD player. One of the rooms has a kitchen and a shared lounge provides a place to relax and warm up after a day on the snow. A delicious continental breakfast is included each day and served in the dining area. This inn provides friendly service and allows you more time to ski and snowboard rather than spending your precious vacation stuck in traffic. 

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