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 9 - Aug 10
Tomorrow
Aug 10 - Aug 11
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Monterey ski hotels

1. 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.
¥30,708
¥34,300 total
includes taxes & fees
Aug 13 - Aug 14
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2. Gedney Farm

Gedney Farm
Great Barrington
  • Enjoy mountain adventures and pet-friendly comfort at this winter cabin near Great Smoky Mountains National Park.
¥35,662
¥39,122 total
includes taxes & fees
Aug 10 - Aug 11
Gedney Farm

3. 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.
¥19,404
¥21,675 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn Express Hotel & Suites Great Barrington by IHG

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
  • Ski Lee's winter magic with cozy comfort just minutes from thrilling slopes, plus complimentary breakfast to fuel your adventures.
¥15,957
¥17,825 total
includes taxes & fees
Aug 31 - Sep 1
Quality Inn Lee - Lenox South

5. 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.
¥16,896
¥21,956 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Club Vacations Oak 'n Spruce Resort

6. The Yankee Inn

The Yankee Inn
Lenox
  • Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
¥24,847
¥27,755 total
includes taxes & fees
Aug 10 - Aug 11
The Yankee Inn

7. The Little Lion

The Little Lion
Great Barrington
¥17,748
¥19,825 total
includes taxes & fees
Sep 1 - Sep 2
The Little Lion

8. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
¥10,594
¥11,834 total
includes taxes & fees
Sep 7 - Sep 8
Econo Lodge Lee - Great Barrington

9. East Rock Inn

East Rock Inn
Great Barrington
  • Ski Butternut access adds adventure to this newly renovated riverside motel retreat.
¥23,564
¥26,320 total
includes taxes & fees
Aug 23 - Aug 24
East Rock Inn

10. 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.
¥24,739
¥35,470 total
includes taxes & fees
Sep 9 - Sep 10
The Red Lion Inn
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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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"The staff were friendly, helpful with finding restaurants and other local attractions. Our room was immaculate and nicely furnished with modern furnishings in great condition. The room was quiet--we never heard our neighbors. It was pleasant to sit on the balcony and read. The location is great, 15 or 20 mins to Tanglewood depending on time. A very nice breakfast with lots of choices. We would definitely recommend this Inn to friends, and plan to return for future trips to Tanglewood and The Berkshires. ."
John 2-night trip
Posted 4 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Easy parking"
Joseph 1-night trip
Posted 7 hours ago
Quality Inn Great Barrington
Hotel On North

Hotel On North

10/10 Excellent
"A really cool place to stay. Easy drive to Tanglewood. Rich history with modern room amenities."
Susan 1-night trip
Posted 11 hours ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Excellent historic inn. We stay here every summer after a a concert at Tanglewood. Love it here."
Stephen 1-night trip
Posted 12 hours ago
The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Nice location, nice breakfast, but no elevator."
Larry 2-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
Paul 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Little Lion

The Little Lion

10/10 Excellent
"Great location. Functional and affordable. Pet friendly."
Anne 2-night trip
Posted 2 days ago
The Little Lion
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox
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 12 days ago
FairBridge Inn Express

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