A town hall with a central dome and columns, surrounded by trees and people.

Find Ski Hotels in Lenox, 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 Lenox Ski Hotels

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Lenox ski hotels

1. 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.
NT$3,700
NT$4,132 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn

2. 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.
NT$4,070
NT$4,546 total
includes taxes & fees
Sep 27 - Sep 28
The Black Swan Lee - Lenox, an Ascend Collection Hotel

3. The Whitlock

The Whitlock
Lenox
NT$4,420
NT$4,937 total
includes taxes & fees
Sep 20 - Sep 21
The Whitlock

4. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Warm up on the slopes at Bousquet Ski Area, just minutes away from this cozy Pittsfield retreat with an indoor pool and hot tub.
NT$3,636
NT$4,061 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

5. Hampton Inn & Suites Berkshires-Lenox

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.
NT$4,027
NT$4,499 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn & Suites Berkshires-Lenox

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Alpine retreat with ski adventures awaits at Berkshire Mountain Lodge in the snow-capped mountains.
NT$2,539
NT$3,548 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge

7. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
NT$4,372
NT$4,883 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Lenox Pittsfield

8. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
  • Crackling fireplaces warm rooms just minutes from Tanglewood's winter concerts in this historic B&B.
NT$6,479
NT$7,431 total
includes taxes & fees
Sep 20 - Sep 21
The Cornell Inn, Lenox & The Berkshires

9. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
NT$2,520
NT$2,814 total
includes taxes & fees
Sep 20 - Sep 21
Howard Johnson by Wyndham Lenox

10. 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.
NT$3,497
NT$3,906 total
includes taxes & fees
Oct 19 - Oct 20
Quality Inn Lee - Lenox South
View all properties

Choose what matters most at ski hotels in Lenox

Resort
4 stars
5 stars
Spa
Family-friendly

Top Lenox Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We go here every year, but this year it was the best. The room was great. Very little noise and great communication with check in staff. I highly recommend."
robert 5-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Dolores 3-night trip
Posted 3 days ago
Hotel Downstreet, an Ascend Collection Hotel
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 3 days ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Sue 1-night trip
Posted 4 days ago
Quality Inn Great Barrington
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

10/10 Excellent
"My sister-in-law and I were fortunate to reserve the last available room at Whistler's Inn Bed & Breakfast as we were first timers headed to a concert at Tanglewood. How lucky were we that we came across this beautiful place! From the minute we walked up to the front entrance, we felt like we had stepped onto a property straight out of a fairy tale in the English countryside! From the warmth of the mother/daughter inn keepers, the charming decor, the gardens still in bloom & our AMAZING (included) made to order breakfast-blueberry pancakes, eggs & sausage. Not to mention the spread of homemade breads, yogurts, cereal, juice, coffee & tea. We absolutely cannot wait to come back next year! Ten stars!"
Dana 1-night trip
Posted 9 days ago
Whistler's Inn Bed & Breakfast

Explore a world of travel with Expedia