Book Outside the Box

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Ready for your Berkshire get-away? If you don’t want to contend with peak-season crowds and prices, traveling mid-week or off-season offers you an opportunity to take advantage of fewer people, greater availability at your favorite restaurants and enticing deals at premier places to stay. Now is the time to “book outside the box” at one of these amazing places!

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Apple Tree Inn – Lenox, MA

Spectacular views on 22 hillside acres. 34 rooms, pool, fireplaces, antiques. The Main House was built in 1885 as a private residence and has been an Inn since 1937. It contains a large parlor with a fireplace, a tavern, a restaurant and 13 country inn style guest rooms, including three suites. All rooms throughout the Inn have private baths and WiFi access. Get Deal

Stay hereCornell Inn – Lenox, MA

Just up the road from Tanglewood and a short stroll from restaurants, shops, galleries, and boutiques of Lenox, the Cornell Inn has been spoiling guests for over 100 years. Three historic homes adjacent to trails for hiking and biking. 28 guest rooms, 19 with fireplaces, 13 with balconies, some with lofts and suites. Open year-round for reunions. Get Deal

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Garden Gables Inn – Lenox, MA

Top-rated on Trip Advisor, Garden Gables is a 15 room historic inn with 4-star amenities, an acclaimed breakfast, WiFi, heated pool and spa treatments. Stroll to Lenox Village for galleries, shops, and restaurants or visit our nearby Hilltop Orchards/Furnace Brook Winery where we are preserving 200 acres of open spaces for our Inn guests to hike, cross-country ski, pick apples and taste wine. Get Deal

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Gateways Inn – Lenox, MA

A Gilded age historic mansion in downtown Lenox with 9 rooms and 2 suites and a full breakfast in our private dining room or enclosed terrace. If the appeal of an elegant Lenox B&B isn’t enough, our on-site restaurant and lounge offer a distinctive mixture of ambiance and taste for the discerning with seasonal menus and late-night fare in a relaxed atmosphere with live entertainment including jazz music in their lounge every weekend. Get Deal
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The Rookwood Inn – Lenox, MA

A fairytale Victorian Inn with19 rooms, antiques and luxury amenities. Enjoy our sumptuous breakfast each morning and afternoon refreshments in your room, our fire-placed parlor, veranda or pergola in the flower-filled gardens. Our unique location is peaceful and secluded, yet only a block from the town center. At The Rookwood, their most important job is to make sure you enjoy your stay. Get Deal

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Wheatleigh – Lenox, MA

Wheatleigh is proud to be one of 210 Forbes 5 Star Hotels and one of 69 Forbes 5 Star restaurants on the world for 2019. Wheatleigh is a 19th-century Italianate mansion with 22 acres of parklike grounds in an ideal location near Lenox and Stockbridge, MA. This property is one of a kind and only in the Berkshires. Get Deal
Hampton Terrace Inn

1897 Hampton Terrace Inn – Lenox, MA

Top rated on TripAdvisor, a luxury Bed & Breakfast in a historic Gilded Age mansion with fireplaces, private baths, free Wi-Fi, heated pool, a full breakfast, and complimentary cognac and liqueurs. Located within a short walk to downtown Lenox, the 1897 Hampton Terrace Inn has many seasonal offers to help you make the most of your getaway to the Berkshires! Get Deal