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

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.

includes taxes & fees

2 Sept - 3 Sept

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.

includes taxes & fees

9 Aug - 10 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.

includes taxes & fees

26 Aug - 27 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.

includes taxes & fees

7 Sept - 8 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.

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.

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.

includes taxes & fees

1 Sept - 2 Sept

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Top Massachusetts Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"We showed up late morning and while our room wasn’t ready, we parked the car, toured around and then got the room around 230. Good spot and good times in Boston"

Omni Boston Hotel at the Seaport

8/10 Good

"The Omni was overall a fantastic hotel to stay in. The location was great. The staff was very approachable and friendly. There was always someone there to help. It was convenient to have restaurants on site as well as 24 hour room service. We stayed in an artist king studio. The room was clean and tidy. The view was stunning. Although for the price of this place I do have a few complaints. I really wish the room had a microwave. Plus, I wish there was free breakfast available. While the restaurants are great they were very pricey for a simple breakfast. I know there was something available for a discount on the 5th floor for a limited time in the morning but that still came at a price. In the end, I would still recommend staying here because of the pros out weighing the cons."

The Godfrey Hotel Boston

10/10 Excellent

"1st time in Boston. Great location. Coffee shop attached to the lobby, just try to get there between 7a-7:30a to avoid a lot of foot traffic. Pastries, breads, avocado toast, salmon toast, very tasty, all kinds of coffees. Valet very helpful, there is a self-park lot walking distance if you dont want to pay for Valet service. Snacks and drinks are readily available in the room included. I requested a rollaway bed and had it in my room in less than 10 min. ALL of their staff is super kind, helpful and welcoming. Will be staying there again."

Encore Boston Harbor

10/10 Excellent

"From the Front Desk to the Casino staff my husband and I felt like we were the most important folks staying at the hotel . The reality was we were weary travelers returning from a business meeting in Connecticut by train . Much more relaxing than driving until ... our train out of Connecticut was late thus making us miss the Amtrak Downeaster by 8 min! We had done our best running through Back bay Station . Racing to the subway connecting to the next big station . No bus . No rental cars and next train didnt leave for 6 hrs . Tired and looking frazzled I looked online and I saw rooms available at Encore . Never stayed . Always wanted . So two worn out folks walked into your incredible lobby and was greeted with such warm . The young lady at the desk was so gracious and after we told our story everyone was " do you need anything ?????" Now 8:30 pm we were hungry and went to "Franks?" a very lovely blond lady looked at us and just knew we needed a kind word. We enjoyed the casino and having been to Vegas and quite a few other casinos none compare to its atmosphere. Not to leave out our room ...it was like a gift to these weary travelers . Again we were not judged or just given our room key we were treated like special guests . I was embarrassed by how worn out we looked as Im a business owner , blah blah but your staff made our crazy trip feel like a special meant to be momment . THANK YOU ! We will be back !"

The Revolution Hotel

10/10 Excellent

"A great value! The shared bathroom thing is only a minor inconvenience. It's essentially a room that has 6-ish doors, each with their own toilet and shower, so it's very private. Be aware that they don't straighten your room everyday either. Overall, for what we spent, it was worth giving up these little things."

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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

The Midtown Hotel MOD Collection by Sonesta

Arcadian Hotel

Omni Boston Hotel at the Seaport

Doubletree By Hilton Boston Logan Airport Chelsea

The Godfrey Hotel Boston

Encore Boston Harbor

Seaport Hotel Boston

The Revolution Hotel

Hilton Boston Park Plaza

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

The Midtown Hotel MOD Collection by Sonesta

Explore a world of travel with Expedia