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

Find Ski Hotels in Monterey, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Monterey Ski Hotels

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

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.
¥18,669
¥20,853 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express Hotel & Suites Great Barrington by IHG

2. 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.
¥12,072
¥13,485 total
includes taxes & fees
Sep 21 - Sep 22
Monument Mountain Motel

3. 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.
¥15,868
¥17,724 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn Great Barrington

4. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
¥11,766
¥13,143 total
includes taxes & fees
Sep 21 - Sep 22
Travelodge by Wyndham Great Barrington Berkshires

5. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
¥10,872
¥12,145 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Lee - Great Barrington

6. The Little Lion

The Little Lion
Great Barrington
¥16,237
¥18,137 total
includes taxes & fees
Oct 18 - Oct 19
The Little Lion

7. 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.
¥30,537
¥34,110 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8. 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.
¥18,355
¥23,569 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Club Vacations Oak 'n Spruce Resort

9. East Rock Inn

East Rock Inn
Great Barrington
  • Ski Butternut access adds adventure to this newly renovated riverside motel retreat.
¥22,398
¥25,019 total
includes taxes & fees
Oct 20 - Oct 21
East Rock 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.
¥20,018
¥22,360 total
includes taxes & fees
Sep 27 - Sep 28
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

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Staff was very friendly and helpful. The breakfast was very good with lots of tasty choices. Room was clean and comfortable. I would stay there again!"
Sandra 1-night trip
Posted 3 hours ago
Quality Inn Great Barrington
Hotel On North

Hotel On North

8/10 Good
"We loved staying there BUT we had two major hiccups: 1) the duvet covers are exceptionally heavy so we asked at the front desk for a blanket so we could use that instead. The answer we got back was that there had been some “event or something’ the day before and there were no blankets available. In that case, they brought us a second sheet and we used that instead of the duvet which worked out OK; 2) we stayed for two nights and they forgot to make up our room…which meant we came back to an unmade bed which was disappointing. We notified the front desk and while they were very apologetic they said the cleaning crew had left for the day so they couldn’t fix it. In general, it was clear they were short on staff. The youngish man on call to greet us could not have been less helpful and continued to be on other occasions. However, we encountered two other staff members and they were fine. Apart from that, we loved our room—very spacious with lots of character and the bathroom was also unusually large and well designed. Plugs are often a problem when we travel but our room had two perfectly placed plugs beside (not underneath!) each bed table (a big plus!). Parking behind the hotel is another huge plus—couldn’t be more convenient. We didn’t use the bar but did eat at the restaurant there one night (and their sister breakfast place down the street) and enjoyed both."
Linda 2-night trip
Posted 4 hours ago
Hotel On North
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Hampton inns are always consistent in quality. The bed was very comfy!"
Larry 1-night trip
Posted 8 hours ago
Hampton Inn & Suites Berkshires-Lenox
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Lenox
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Judith 1-night trip
Posted 5 days ago
The Red Lion Inn

Explore a world of travel with Expedia