A lake surrounded by autumn-colored trees reflecting on the water.

Find Ski Hotels in Monterey, MA

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Check availability on Monterey Ski Hotels

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Monterey ski hotels

1. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Winter adventures await at riverside Holiday Inn Express in Great Barrington, steps away from premier ski slopes and hiking trails.
¥18,959
¥21,178 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Hotel & Suites Great Barrington by IHG

2. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
  • Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
¥14,761
¥16,488 total
includes taxes & fees
Sep 10 - Sep 11
Quality Inn Great Barrington

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Alpine ski resort getaway awaits with 4 pools, mini-golf, and endless winter adventures in the beautiful Berkshires.
¥18,640
¥23,936 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Club Vacations Oak 'n Spruce Resort

4. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
  • Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
¥13,622
¥15,215 total
includes taxes & fees
Sep 7 - Sep 8
Monument Mountain Motel

5. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
¥12,586
¥14,059 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
¥10,698
¥11,950 total
includes taxes & fees
Sep 8 - Sep 9
Econo Lodge Lee - Great Barrington

7. East Rock Inn

East Rock Inn
Great Barrington
  • Ski Butternut access adds adventure to this newly renovated riverside motel retreat.
¥22,824
¥25,495 total
includes taxes & fees
Sep 14 - Sep 15
East Rock Inn

8. The Little Lion

The Little Lion
Great Barrington
¥17,923
¥20,021 total
includes taxes & fees
Sep 1 - Sep 2
The Little Lion

9. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Step into winter wonderland at this historic hotel, where skiing adventures and mountain relaxation unite just steps from scenic trails.
¥24,731
¥35,540 total
includes taxes & fees
Sep 13 - Sep 14
The Red Lion Inn

10. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Ski adventures await in Great Barrington with mountain activities and a cozy indoor pool retreat after exploring Butternut slopes.
¥31,012
¥34,640 total
includes taxes & fees
Aug 19 - Aug 20
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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Choose what matters most at ski hotels in Monterey

Resort
4 stars
5 stars
Spa
Family-friendly

Top Monterey Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good
"The room was a good size and it had a refrigerator which I needed. The only complaint was the breakfast. It was not good at all and they ran out of food and orange juice."
Judith 1-night trip
Posted 13 hours ago
Best Western Plus Berkshire Hills Inn & Suites
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

8/10 Good
"Bed not very comfortable.."
Dennis 1-night trip
Posted 16 hours ago
The Cornell Inn, Lenox & The Berkshires
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
Sheila 1-night trip
Posted 17 hours ago
Howard Johnson by Wyndham Lenox
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"We were very pleased with our room with the lakeside porch and closeness to the exit door and breakfast"
Rosie 1-night trip
Posted 21 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hotel On North

Hotel On North

10/10 Excellent
"Hotel on North has been my go to every time I go back home to Pittsfield. The staff is always friendly and courteous. The rooms are clean, comfortable, large, and amazing. It is like recapturing a part of where I grew up! I always have a great stay at Hotel on North!"
David 1-night trip
Posted 23 hours ago
Hotel On North
The Yankee Inn

The Yankee Inn

8/10 Good
"It was very convenient for an overnight with pool and close to downtown. Affordable. I stayed in the annex so no noise from other guests!"
Cynthia 1-night trip
Posted 1 day ago
The Yankee Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
Corinne 1-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"a very old building with tons of history and character. The room was very clean and comfortable and the staff was excellent...very friendly and accommodating."
Mark 1-night trip
Posted 2 days ago
The Red Lion Inn
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
Michelle 2-night trip
Posted 3 weeks ago
FairBridge Inn Express

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