Surface Conditions:

Area Lodging

Yankee Suites Extended Stays

200 West Housatonic St Pittsfield, MA 01201

One- bedroom Apartment-style suites with full kitchen, Single or Double bed rooms, Plus Full size Sofa Pull-out bed in living room. Family Friendly Accommodations so bring Everyone! High Speed Internet Access, HBO, and Laundry facilities. Pet Friendly. Discounted lift tickets and ski packages available. Short drive to Access to Heated indoor salt water pool, Hot tub & Fitness room at sister property.

Yankee Suites New 1

Yankee Inn

461 Pittsfield Road
Lenox, Ma 01240

Family Owned and Operated, Recently Renovated Hotel with Selected Skier-oriented lodging, in-bedroom wood-burning (& gas) fireplaces, canopy beds, and Jacuzzis for two. Private decks w/scenic mountain views. Separate Motel style building with exterior entry catering to discount ski weekends. Heated indoor Salt Water pool, Hot Tub and Fitness room. Bar & Lounge GROUPS welcome. Deeply discounted Jiminy Peak Ski (1 or 2 nite.) packages for couples/families. Free Breakfast– Cooked-to-order Omelets on Weekends. Country lodge/Hotel or apartmentstyle suites.

Yankee Inn Indoor Pool New 1

Hampton Inn & Suites

445 Pittsfield Rd.
Lenox, MA 01240

Stay at the #1 Hampton Inn & Suites in Massachusetts. Indoor Pool, Fitness Center, high speed internet, HBO and Free hot breakfast. Deeply discounted Jiminy Peak lift tickets and packages available.

Hampton Inn And Suites Lenox Ma New 1

Courtyard by Marriott

70 Pittsfield Rd.
Lenox, MA 01240

Introducing the newest hotel in the Berkshires, Courtyard by Marriott Lenox Berkshires offers every convenience under one roof. Restaurant, Bar, Cafe, Indoor Pool, Business Center, Fitness Room, inviting common spaces including outdoor courtyard with fire pit. Enjoy your après ski dinner and drinks from the comfort of our modern bistro! Discount Jiminy Peak lift tickets and packages available. 

Courtyard By Marriott

The Lake House Guest Cottages

636 South Main St.,
Lanesboro, MA 01237

Brand new two and four bedroom lake side luxury cottages. ALL the comforts of home and more! Perfect for families! Only ten minutes to Jiminy, shopping and dining. Discounted lift tickets available for guests.

Lake House Guest Cottages

Wyndhurst Manor & Club

877-781-7125Wyndhurst Manor
55 Lee Rd.
Lenox, MA 01240

Your New England Winter Retreat Awaits

Perched on a hilltop in Lenox, MA, Wyndhurst Manor & Club is a unique haven for exploration, spectacular views, and tailored experiences in every season. Let us help you plan the perfect winter getaway with exclusive packages. Book now to receive 10% off room rates, plus Jiminy Peak lift tickets. 


Hotel on North

413-358-474Hotel on North 297 North St.
Pittsfield, MA 01201

Twenty minutes from Jiminy Peak, Hotel on North is a new 45-room boutique hotel located in a pair of buildings that date from the 1880’s and listed on the National Register of Historic Places. With a blend of Berkshire roots and contemporary style, furnishings and decor from local artisans, a globally inspired, locally sourced restaurant, in-room spa treatments and dozens of restaurants, shops, galleries and cultural venues within walking distance in downtown Pittsfield, Hotel on North is both a vibrant destination and a relaxing respite post-skiing.

Hotel On North

The Williams Inn

101 Spring St.
Williamstown, MA 01267

Inspired by the architecture of local area farms, our inn is built of stone and wood, with interior design that is reminiscent of a contemporary New England farmhouse. The inn features 64 guest rooms, a fitness center, a full-service restaurant and bar, and inside-outside meeting and event space. Just 20 minutes north of Jiminy Peak.

Williams Inn

Holiday Inn & Suites

One West St.
Pittsfield, MA 01201

Holiday Inn & Suites is located within 15 minutes of Jiminy Peak and features 179 guestrooms, restaurant, lounge, indoor pool, Jacuzzi, and fitness center. Student and family ski groups welcome. Discount group rates and ski packages available.

Holiday Inn Suites

Best Western PLUS Berkshire Hills Inns & Suites

1350 W. Housatonic St.
Pittsfield, MA 01201

The Best Western PLUS Berkshire Hills Inn & Suites is conveniently located near the area’s best attractions, events, and outdoor activities, and just a short drive away from the area’s best ski mountain. The Best Western Plus offers fabulous modern hotel accommodations including spacious rooms and suites with all the amenities to make your stay comfortable. All of our rooms include free high-speed internet, complimentary hot breakfast, and microwaves and refrigerators. Discount group rates and ski packages available.

Best Western Plus

1896 House Inn & Country Lodgings

888-999-18961896 House
910 Cold Spring Rd. (Rt. 7)
Williamstown, MA 01267

13 minutes to Jiminy! From romantic luxury suites with fireplaces, Jacuzzis, & candlelight breakfast to economical and appealing motel guestrooms with continental breakfast. Ski packages, a great pub and restaurant and free wireless internet available.

1896 House

Tourists Hotel

915 State Rd.
North Adams, MA 01247

20 minutes from Jiminy Peak. Open year-round, this 46-room hotel modernizes the aesthetic of a classic American motor lodge with an environmentally conscious design, creating a compelling blend of nostalgia and surprise. Enjoy their living room-style Lodge or dine at The Airport Rooms, an onsite cocktail lounge and restaurant. Book with MOUNTAIN TIME for stays between Jan 11-Mar 17 and receive (2) twilight ski lift tickets for the price of one, plus an early check-in and late check-out. Book directly – restrictions may apply. 

Tourists Lodge

Berkshire Mountain House

518-733-6923Berkshire Mountain House
150 Berkshire Way
Stephentown, NY 12168

Nine minutes from Jiminy Peak. Charming, contemporary bed and breakfast overlooking the Berkshire Mountains. Hearty breakfasts. Dogs allowed. Also four-bed/four-bath ski house – weekend or seasonal rental. From $99 and up per room; $500 and up per night for 4 bedroom house.

Berkshire Mountain House
Buy Now