Lodging Deals in the Berkshires

Stay two consecutive weeknights (Sunday-Thursday) at any Berkshire Elegant Country Inn and save 10% or receive free upgrade at check in, based upon availability. Must call inn to book this special.

Reserve within 24 hours of intended stay and receive 15% off( Sunday-Thursday or 10% off (Friday & Saturday) on available rooms. This offer cannot be combined with other offers. Must call inn to book this special.

Make more of your stay in the Berkshires and save 25% off when you stay at Holiday Inn Club Vacations Oak n’ Spruce Resort! Located in the heart of the Berkshires, our resort offers amenities like an 18-hole mini golf course, arcade, indoor/outdoor pools and much more. All of our spacious villas feature separate bedrooms, living rooms with sleeper sofas, and fully-equipped kitchens making your vacation feel more like home. Your next fun-filled vacation is just a click away. Save 25% when you book today!

Book a trip to the Berkshires, relax at Seven Hills in Lenox after a day on the slopes at Butternut Ski Resort in Great Barrington, just 13 miles from the inn. We have partnered with Butternut to offer a great discount on ski lift tickets during this winter season. The package includes: 15% off your accommodations, complimentary continental breakfast, and $8 off weekday lift tickets and $3 off weekend for up to 4 guests. Vouchers will be presented at check-in.

Accommodations plus 2 Adult Lift Tickets to Ski Butternut. Enjoy the on-site Bistro, bar and jacuzzi after a day on the slopes! Mini fridge and microwave in room; indoor pool, fitness center, laundry. Free wifi and parking. Package offered Monday to Thursday nights; lift tickets valid Monday to Friday days. Excludes Jan 21, Feb 18, 19, 20, 21, 22, 2019.

Did you know that our Berkshires bed and breakfast offers discounted rates up to $100 off per night? During the midweek (Sunday-Thursday), Mid-June through Labor Day and October, you can book rates starting at only $249! Come explore the magic of the Berkshires for a great discount, at the #1 rated B&B in Lenox.

Enjoy the pristine snow of Jiminy Peak by day and the hip vibe of Hotel on North by night with this Ski and Stay Package! Package includes overnight accommodations, 1 full daytime lift ticket at Jiminy Peak Ski Resort per adult per night and 10% off food purchases at Eat on North. Rates from $234 plus tax, based on double occupancy.

Courtyard Marriott Lenox guests can take advantage of discounted Adult 8 hour Lift tickets. Available for purchase at the hotel while supplies last. Limit 5 tickets per room.

Stay 2 nights mid-week (Sunday-Thursday) and receive a $50 gift certificate towards a dinner for two at one of our favorite restaurants. Cannot be combined with other offers and must call inn to book this special.

The magic of winter in the Berkshires beckons you with both romance & adventure! Spend a fun-filled day of ice skating, snowshoeing, cross-country skiing, or maybe a little of all three at Canterbury Farm, with miles and miles of groomed trails, an ice-skating pond and an awe-inspiring forest backdrop.

Package includes accommodations plus 1 Adult Lift Ticket to Jiminy Peak. Enjoy the on-site Bistro, bar and jacuzzi after a day on the slopes! Mini fridge and microwave in room; indoor pool, fitness center, laundry. Free wifi and parking.

It’s never too early to start planning your next Berkshire getaway! For a limited time only we’re inviting you to book early and SAVE 15% on room rates. Applies to new bookings only and cannot be combined with any other offers, discounts or group bookings. Restriction dates apply.

Special TWO NIGHT STAY in one of our luxurious Barnside suites with ONE FOUR COURSE MEAL FOR TWO and ONE BOTTLE OF WINE! Only $299 Sunday through Thursday or $339 weekends! Includes full candlelight breakfast each morning.
*Taxes and gratuity not included. Cannot be used in combination with other special offers.

Offer valid for stays between January 10th through February 10th, 2019 OR stays between February 20th and April 30th, 2019. Please mention code W20 when booking.

The Berkshires’ quaint towns are peppered with beautifully curated boutiques, bookstores, gift shops and Lee Premium Outlets. So grab your friends, hit the shops then relax at The Bistro with a cocktail and dinner! Package includes: Discounted room rate with a $25 Dining certificate to The Bistro located in the hotel along with Lee Prime Outlets discount coupons.

Briarcliff loves Dogs. Our Furry Friends Package includes the nightly pet fee for a simple worry-free booking. All well-behaved dogs are welcome, with no breed or weight restrictions. Let us know your pup’s name and we’ll welcome them warmly at the Briarcliff Motel.