Lodging Deals in the Berkshires

Embrace America’s most beloved artist when you visit The Red Lion Inn. Walk the streets of his native Stockbridge. Take an up-close look at the man and his work with passes to the renowned Norman Rockwell Museum. Includes choice of accommodation, a $50 dining credit per room per night, valid toward food and drink purchases at any Red Lion Inn restaurant, and two tickets to the Norman Rockwell Museum, per night. Rates from $200 plus tax per night.

Whether you’re planning a surprise Berkshires getaway for your special someone, celebrating an anniversary or seeking a romantic weekend just for two, the Inn at Stockbridge offers an enchanting setting where lifelong memories are made.

Attend a Kripalu program and stay with us — take $20 off any room, anytime.

Enhance your getaway with these romantic touches! Beautiful arrangement of a 1/2 dozen red roses; a $30 gift card for Nejaimes, our local wine/gourmet food shop just around the corner; a 6 piece assortment of Chocolate Springs candy… named a “Top 10 in the US” by Saveur Magazine. $69, plus cost of accommodations and tax.

Enjoy the acclaimed and exquisite culinary creations at our fine dining restaurant, Table Six with a luxurious two or more night stay at our beautiful property. Available year round on Tuesday through Sunday night arrivals.

Available Sundays year-round, this package is designed to make the most of a wonderful Sunday, from brunch or dinner, to museums, to a restful evening.

Now you can dine in style and stay in a 250-year-old hotel. This special package includes choice of accommodations and a $100 dining credit per room per night, valid toward food and drink purchases at any Red Lion Inn restaurant. That’s enough to satisfy even the most discriminating appetite. Rates from $210 and up.

When you just need to be pampered, stress no more….come to the Inn at Stockbridge and stay in our luxurious suites, enjoy two home-cooked breakfasts, and two relaxing massages for $650 + tax. Two nights minimum required, subject to availability, excludes holidays, special event weekends and Summer (July and August) and Fall (October). You must call to book this special package!

Unwind from the stress of daily life and rejuvenate with a getaway to the Inn at Stockbridge. Our on-call massage therapists ensure your spa experience is unforgettable.

Spend your Thanksgiving at The Gateways Inn & Restaurant. Relax in a cozy, comfortable room and let us do the cooking for the Holiday. Package includes a two-night stay in the room of your choice; breakfast each morning, Thanksgiving Day Dinner for two, all taxes and gratuities. Rates from $599.99. See our website for details. Call the Inn directly to book your stay. 413.637.2532.

Take a break from busy and run away to romance. Hotel on North is the perfect romantic getaway in the heart of Berkshires. Package includes overnight accommodations and a $50 Dining Credit for Eat on North & a bottle of wine. Rates from $194 plus tax.

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.

Hit the trail and explore all the picturesque Berkshires have to offer with this special hiking package. Features choice of accommodations and a special Berkshire backpack loaded with all the locally produced goodies you’ll need to help make the most of your exploration. Includes an autographed copy of 50 Hikes in the Berkshire Hills, a container of Berkshire-made Mighty No Bitey insect repellant and a bottle of Just Water – our regional spring water in a paper/plant bottle, Whether you’re scaling one of our magnificent vistas, or just walking along a meandering foot trail, let us help you make the most of your explorations. Rates from $176 per night.

Let us help create a night to remember for you and that special someone. A warm fire. Delectable dining. Nightly entertainment. A heated outdoor pool and hot tub. All the elements of a perfect date. Package includes overnight accommodations, a $50 dining credit and a bottle of wine. Taxes and meal gratuity not included. Rates from $176 plus tax per night.

Room rates starting at $285 per night. Package Includes one night accommodation and our 3-course prix fixe dinner for two and a hearty continental breakfast as well (based on double occupancy). Room rates starting at $285 per night. Valid Sunday, Wednesday or Thursday.

Come and spend some quality time with your special someone! This package available in our Superior (101, 204) and Deluxe (201, 202, 207) King Rooms for a two or more-night stay, year-round.

Available year round this package combines special reduced rates on a two or more-night stay, with complimentary $50 bar credit, a $50 gift certificate for local shopping and two adult admission tickets ($40 value) to world class Berkshire attractions.

Enjoy our straight-up best rates in our Best Available at Check-in rooms when you book you 2-night or more stay, checking in Monday, Tuesday, or Wednesday only. These special rates do not include breakfast.

Enjoy a hike in the Berkshire hills and mountains. Package includes choice of accommodations and a sling backpack stocked with An autographed copy of 50 Hikes in the Berkshire Hills, Berkshire-made Mighty No Bitey natural insect repellant, JUST Water, regional spring water in a paper/plant based bottle and a Crisp juicy apple, per person.

Are you ready for: vibrant colors, cool nights, pumpkin patches, walks in the woods, apple picking and comfy sweaters? Then come celebrate the fall harvest with our Peak Pick Package! Includes room, a bottle of French Cidre from Furnace Brook Winery and a seasonal gift to make a delicious dessert at home, per room per reservation. Rates from $190 plus tax per night. Package available October 1 through November 20. Package is offered based on availability and is subject to restrictions and blackout dates. This may not be combined with any other offer.

Save 25% on your midweek stay Sunday through Thursday. Take in the beauty of the Berkshires and just minutes from The Mount, Norman Rockwell Museum, Shakespeare & Company and the beautiful fall foliage; we are truly near it all! Please use the booking code: MID2018. Applies to new bookings only. Cannot be combined with any other offers. Sunday through Thursday stays only. Restrictions

Are you ready for: vibrant colors, cool nights, pumpkin patches, walks in the woods, apple picking and comfy sweaters? Then come celebrate the fall harvest with our Peak Pick Package! Includes room, a bottle of French Cidre from Furnace Brook Winery and a slice of our legendary apple pie. Rates from $165 plus tax per night.

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.

Are you ready for vibrant colors, cool nights, pumpkin patches, walks in the woods, apple picking and comfy sweaters? Then come celebrate the fall harvest with our Peak Pick Package! Package include choice of accommodations, a bottle of French Cidre from Furnace Brook Winery, a delicious apple-themed dessert, per person. Rates from $165 plus tax.

Find the perfect something for that prefect someone and save when you start your Holiday shopping by bidding in our Holiday Auction. You’ll find a vast array of items…gift cards, spa visits, hotel stays and so much more! Don’t miss out and get your bid in today….and check back often as new items are added daily.

Discover beautiful fall foliage in the Berkshires at Holiday Inn Club Vacations Oak n’ Spruce Resort. Enjoy spacious villa-style accommodations complete with a living room and fully equipped kitchen. Plus, onsite amenities like an arcade and mini-golf course provide family fun for everyone. Save up to 15% when you book your last minute getaway today!

Hit the trail and explore all the picturesque Berkshires have to offer with this special hiking package. Whether you’re scaling one of our magnificent vistas, or just walking along a meandering foot trail, let us help you make the most of your explorations. Choice accommodations along with a special Berkshire backpack loaded with all the locally produced goodies you’ll need to help make the most of your exploration. Includes an autographed copy of 50 Hikes in the Berkshire Hills, a container of Berkshire-made Mighty No Bitey insect repellant and a bottle of Just Water – our regional spring water in a paper/plant bottle. Rates from $160 plus tax

Plan your next getaway with Wyndham® Extra Holidays and save! Call 1-800-989-6901 and mention code AFFIL to book your next trip now! Book and travel by December 31, 2018. A two-night minimum stay is required. Offer based on availability and subject to change. Valid for new reservations only. Not valid with other promotional offers. Blackout dates and other restrictions may apply.

Ring in the New Year at The Gateways Inn & Restaurant..Our New Years’ Eve Dinner Dance Gala will be a night to remember with fine dining, dancing, old friends and new. Enjoy a two-night stay in the room of your choice; breakfast each morning, New Years’ Eve Dinner Dance Gala for two, including five course meal, party favors, midnight champagne toast, all taxes and gratuities. Rates from $899. Call the Inn directly to book your stay. 413.637.2532.

Eat & Stay on North wraps up the perfect getaway with one big fat bow for you. Enjoy a one night stay with dinner at Eat on North, where you’ll find authentic, honest, delicious food. After a breakfast each morning explore the bounty of the Berkshires from the center of it all at Hotel on North. Package includes overnight accommodations for one night plus an $80 Dining Voucher to use at Eat on North (taxes and meal gratuities not included) Rates from $209 per night.

Hit the trail and explore all that the picturesque Berkshires have to offer with this special hiking package. Features choice of accommodations and a special Berkshire backpack loaded with a few essentials you’ll need to help make the most of your exploration. Whether you’re scaling one of our magnificent vistas, or just walking along a meandering foot trail, let us help you make the most of your experience. Rates start at $229 plus tax per night. Package subject to blackout dates and is subject to availability. May not be combined with any other offers. Available on new reservations only and does not apply to groups of 5 rooms or more.

Our vintage motel has been transformed into a hip and homey modern motor lodge. Nestled at the base of Monument Mountain and tucked between Stockbridge and Great Barrington, Briarcliff offers a totally fresh lodging experience in The Berkshires. In celebration, we are offering guests a limited opportunity to stay with us for one night and get the second night on us. It’s a great chance to embrace the comeback of the vintage motel, and experience The Berkshires in affordable style. Bring a friend! Rates starting at $120 + tax for a two night stay. Offer is valid on travel between now and November 20th for arrival on any night of the week except Fridays. All bookings require full pre-payment at the time of booking and are non-refundable.