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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.

Berkshire Inns - Yankee Inn

461 Pittsfield Road
Lenox, Ma 01240 

Yankee Inn PoolFamily 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 suites.



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.

Courtyard by Marriott Lenox Berkshires

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. 


Crowne Plaza Hotel

Crowne Plaza

One West St. 
Pittsfield, MA 01201

Crowne Plaza Hotel 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.

Hotel on North

297 North St.
Pittsfield, MA 01201

Hotel on NorthTwenty 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.

Best Western PLUS Berkshire Hills Inns & Suites

1350 W. Housatonic St. 
Pittsfield, MA 01201

Best Western PlusThe 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.

The Williams Inn

1090 Main St.
Williamstown, MA 01267

Twenty minutes from Jiminy Peak, The Williams Inn is a 124-room property located on the scenic Williams College campus in Williamstown, Massachusetts. The Williams Inn is just steps away from world-renowned cultural attractions such as The Clark Art Institute and Williamstown Theatre Festival. It is also a quick walk to the lively downtown Williamstown.

1896 House Inn & Country Lodgings

Route 7
Williamstown, MA 01267

1896 House

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.

The Lake House Guest Cottages of the Berkshires

413-446-1423The Lake House Guest Cottages of the Berkshires 636 South Main St.,
Lanesboro, MA 01237

Brand new luxury two and four bedroom lake side cottages. ALL the comforts of home and more! Perfect for families! Ten minutes to the mountain and shopping. Discounted lift tickets available.


Berkshire Hills Country Inn

413-458-3950Berkshire Hills Motel
1146 Cold Spring Rd 
Williamstown, MA 01267

Closest lodging facility to Jiminy Peak in beautiful Williamstown. Cozy accomodations perfect for couples or families. Relax in the fireplaced lobby. Enjoy a boutiful buffet breakfast. Discounted lift tickets. Near lots of restaurants, shops and museums. Adorable and affordable. Once you visit, you'll be back...and tell your friends.

Hilton Garden Inn

413.448.2222Hilton Garden Inn
1032 South St. Pittsfield, MA 01201
Hilton Garden Inn Lenox/Pittsfield

Conveniently situated between Lenox and Pittsfield, offering easy access to outdoor activities and recreation in the Berkshires Region. Indoor Pool, on-site restaurant and lounge serving breakfast and dinner daily.

Shaker Meadows Bed & Breakfast

518-794-9385Shaker Meadows 14209 Route 22
New Lebanon, NY 12029

Three warm, inviting suites which include full kitchens and sleep from 2-6 people. Also, a 1790s Farmhouse with kitchen, living room (w/ cable TV/DVD), and dining room that seats 10, has 6 bedrooms (including one with bunk beds) which sleep a total of 12 people. Full country breakfast buffet served 7:30-10, and the slopes are just 15 minutes away. Discounted lift tickets on sale daily.

Inn at Silver Maple Farm

518-781-3600Inn at Silver Maple Farm 1871 State Route 295
East Chatham, NY 12060

Elegant post-and-beam bed and breakfast only 18 minutes from Jiminy Peak! We offer eleven rooms, including two suites with fireplaces and soaking tubs. All rooms have a private bathroom, individually controlled radiant heat, and include free high speed wireless internet, cable TV, and a full country breakfast every day. Excellent and convenient location offering abundant options for dining and entertainment. Check our website for special deals and promotions!

4 Seasons Getaways

4 Seasons Getaways

4 Seasons Getaways – Your Own B&B!

4 minutes to Jiminy. Recently Renovated B&B converted into upscale private vacation rental home.  6,800 sq ft, 13 bedrooms, 11.5 baths, sleeps 36.  8 person hot tub, fireplace, custom bar, game room, wifi, fire-pit, in-ground heated pool (closed in the winter), sand volleyball court and more.

Applegate Inn

279 West Park St. 
Lee, MA 01238

Applegate InnSavor the tranquility. Eleven elegant accommodations on a six acre country estate. Candlelight gourmet breakfast and afternoon wine and cheese. Whirlpool and fireplace rooms. In the heart of all Berkshire attractions and across the road for a golf and tennis club.

Berkshire Mountain House

150 Berkshire Way
Stephentown, NY 12168

Berkshire Mountain HouseNine 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.


Berkshires Shirakaba Guest House

20 Mallery Rd. 
New Ashford, MA 01237

ShirakabaJapanese inspired elegant accomodations located on 21 wooded acres nine minutes from Jiminy. After skiing, unwind in the six-person hot tub, indoor pool, or have a massage by InTouch Day Spa. Jiminy shuttle service is available. Both suites sleep one to four people. Having only two suites, take both, have Shirakaba to yourselves, and enjoy a 10% discount. Six-course Japanese dinners optional.