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 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

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.
¥18,410
¥20,565 total
includes taxes & fees
Sep 7 - Sep 8
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.
¥14,832
¥16,567 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Great Barrington

3. 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.
¥13,688
¥15,289 total
includes taxes & fees
Sep 1 - Sep 2
Monument Mountain Motel

4. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
¥12,647
¥14,127 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires

5. 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.
¥25,718
¥28,727 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
¥11,094
¥12,392 total
includes taxes & fees
Sep 7 - Sep 8
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.
¥23,218
¥25,934 total
includes taxes & fees
Sep 22 - Sep 23
East Rock Inn

8. The Little Lion

The Little Lion
Great Barrington
¥18,010
¥20,118 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.
¥23,956
¥34,714 total
includes taxes & fees
Sep 29 - Sep 30
The Red Lion Inn

10. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
  • Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
¥20,411
¥22,799 total
includes taxes & fees
Sep 21 - Sep 22
The Black Swan Lee - Lenox, an Ascend Collection Hotel
View all properties

Choose what matters most at ski hotels in Monterey

Resort
4 stars
5 stars
Spa
Family-friendly

Top Monterey Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"The room was very functional with desk, sitting area & bed. The front desk personnel were helpful & friendly. I was shocked how good the free breakfast was, definitely superior to most complimentary hotel breakfasts I've had elsewhere. I will stay there again when visiting family."
Christine 2-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Yankee Inn

The Yankee Inn

8/10 Good
"Independent option convenient to Tanglewood. Spacious room and facility. Breakfast included but needs better coffee and some other tweaks."
Francis 1-night trip
Posted 5 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Location"
patricia 2-night trip
Posted 22 hours ago
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Ok hotel"
Mark 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South
Hotel On North

Hotel On North

10/10 Excellent
"One of my favorite hotels in America - for real!"
Martha 2-night trip
Posted 2 days ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 2 days ago
The Red Lion Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Room was"
Christopher 1-night trip
Posted 2 days ago
The Cornell Inn, Lenox & The Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"I am not a person who usually writes a review but I loved the place. Room was great. Staff was great. I had never been to an Indian restaurant but everywhere I went people raved about I so we went and it was wonderful. Only a few small issues. The fan in our bathroom room needs attention. Very loud. Something is failing. The wifi was very weak in my room. Kept cutting out. and just one other suggestion. The balcony on the upper level should have privacy screens on the sides. Other wise I would absolutely go back."
JAMES 2-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Fine place to stay in the Lenox area."
Anthony 1-night trip
Posted 5 days ago
Best Western Plus Berkshire Hills Inn & Suites

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