Massachusetts Ski Hotels, United States of America: Massachusetts Hotel Guide

A coastal village with houses, a lighthouse, and boats on the water.

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Massachusetts Accommodation: Most Popular Cities to Stay

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.

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Our top choices for Massachusetts ski hotels

1. Vacation Village in the Berkshires

Williamstown

Explore ski paradise at Jiminy Peak with mountainside hot tubs and slope-view relaxation at this Williamstown family retreat.

₹10,956 total

includes taxes & fees

23 Aug - 24 Aug

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

2. The Yankee Inn

Lenox

Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.

₹15,152 total

includes taxes & fees

2 Aug - 3 Aug

3. Berkshire Valley Inn

Williamstown

Ski dreams come alive at this mountain-adjacent retreat with a seasonal outdoor pool and nearby cross-country trails.

₹17,645 total

includes taxes & fees

2 Aug - 3 Aug

4. Jiminy Peak Mountain Resort

Hancock

Escape to a ski lover's paradise at Jiminy Peak with slope-side access and two inviting hot tubs.

₹16,603 total

includes taxes & fees

1 Sept - 2 Sept

5. Hampton Inn & Suites Berkshires-Lenox

Lenox

Ski the Berkshires and warm up in the indoor pool after hitting nearby slopes at this art deco hotel nestled in rural Lenox.

₹15,640 total

includes taxes & fees

31 Aug - 1 Sept

6. Westford Regency Inn & Conference Center

Westford

Ski-lovers will discover alpine adventure at Nashoba Valley Ski Area, just minutes from this welcoming Westford retreat with slope storage.

7. Doubletree by Hilton Hotel Leominster

Leominster

Ski into winter magic with slope access and cosy lodgings near Wachusett Mountain Ski Area, just moments from your indoor pool retreat.

₹16,951 total

includes taxes & fees

16 Aug - 17 Aug

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

8. Monument Mountain Motel

Great Barrington

Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.

₹9,110 total

includes taxes & fees

1 Sept - 2 Sept

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Top Massachusetts Hotel Reviews

Hyatt Regency Boston/Cambridge

10/10 Excellent

"Great experience!"

Omni Parker House

8/10 Good

"Nice staff, nowhere for guests to drink after bar closing , was told would have to take drink to room, I would of expected an area to sit elsewhere. Generally very nice, unfortunately our room didn’t have a view other than looking into apartments ( can’t do anything about that. Very central for walking and transport to many sights. Short distance to public transport. The complimentary free drink was for 1 drink and not one each ( there was 2 of us in the room), that was terrible and was poor for guest relations. We stayed 11 nights so would of expected more from the Omni Parker. However overall a nice experience."

Club Quarters Hotel Faneuil Hall, Boston

8/10 Good

"Really good location. Short walk from South Station; short walk to Opera House; and a fairly short walk to the North End. Room didn't have a fridge, but one was provided upon request, which was really nice for keeping leftovers from dinner and some wine! Would definitely stay here again!"

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"The best place to stay if you are visiting Boston with a car. We arrived really early at 9am and non of the rooms were available. We parked at the hotel parking lot, left our luggage in the car and started our day trip of Boston on foot. we came back to the hotel late afternoon after a full day walking around Boston. By that time, most of the rooms were already taken and we were forced to stay in an handicapped accessible room. The next morning the manager was extremely nice realizing that the room we checked in to was suitable for two guests on wheelchairs and not us, a couple celebrating their anniversary on a short get away vacation from NY. He said to me, "Your Anniversary night is on us, we are refunding the charges for your stay back to your credit card and please use this money for a nice good spa day on us" what an amazing hotel manager, The Midtown Hotel By Sonesta is lucky to have such a classic individual running the hotel. Highly recommended, thanks again"

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Massachusetts Accommodation: Most Popular Cities to Stay

Boston

Check availability on Massachusetts Ski Hotels

Our top choices for Massachusetts ski hotels

1. Vacation Village in the Berkshires

2. The Yankee Inn

3. Berkshire Valley Inn

4. Jiminy Peak Mountain Resort

5. Hampton Inn & Suites Berkshires-Lenox

6. Westford Regency Inn & Conference Center

7. Doubletree by Hilton Hotel Leominster

8. Monument Mountain Motel

9. Shaker Mill Inn

10. The Colonial Hotel

Top Massachusetts Hotel Reviews

Hyatt Regency Boston/Cambridge

Omni Parker House

Harborside Inn Of Boston

Club Quarters Hotel Faneuil Hall, Boston

The Midtown Hotel MOD Collection by Sonesta

Hilton Boston Park Plaza

The Revolution Hotel

The Dagny Boston

Explore a world of travel with Expedia

Search Ski Hotels in Massachusetts

Change your mind

Treat yourself

Be picky

Massachusetts Accommodation: Most Popular Cities to Stay

Boston

Check availability on Massachusetts Ski Hotels

Our top choices for Massachusetts ski hotels

1. Vacation Village in the Berkshires

2. The Yankee Inn

3. Berkshire Valley Inn

4. Jiminy Peak Mountain Resort

5. Hampton Inn & Suites Berkshires-Lenox

6. Westford Regency Inn & Conference Center

7. Doubletree by Hilton Hotel Leominster

8. Monument Mountain Motel

9. Shaker Mill Inn

10. The Colonial Hotel

Top Massachusetts Hotel Reviews

Hyatt Regency Boston/Cambridge

Explore a world of travel with Expedia