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Diamond Collection Member

An exclusive group of professionally inspected and guest-reviewed luxury inns with extensive modern amenities.

$185 - $425

Reviews: 38  

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Birchwood Inn

Lenox, MA

25% off all 2 Night Stays through May 22nd! Romantic Fireplace Rooms. Best Breakfast in New England!

$200 - $375

Reviews: 23  

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Hot deal: 25% off - Berkshires In Bloom!

  • expires Wednesday
  • Regular rate: $200
  • Savings: 25%
  • Discount rate: $150

Imagine spring flowers blooming while you hike in neighboring Kennedy Park.. visiting The Mount, Norman Rockwell Museum, The Clark, or MASSMoCA ...savoring award-winning breakfasts and decadent afternoon tea ... and saving 25 percent if you book a two-night stay -- in any of our comfortably elegant guest rooms --between May 22 and May 29. Please mention Spring Special Hot Deal when making your reservation online on our website, www.birchwood-inn.com, or 800-524-1646. Please contact the inn directly at +1-800-524-1646 to redeem this deal.

Brook Farm Inn

Lenox, MA

There is poetry here. Brook Farm Inn welcomes you to the grace of its past and the comforts of the present. Located a short walk from Lenox Center and Tanglewood, the inn offers romance, relaxation, and recreation. Enjoy fireplaces, canopy beds, whirlpool tubs, heated outdoor pool set in an acre of gardens. Friendly hosts pamper you with sumptuous breakfasts and personal service. Afternoon tea with homemade scones is served every day in the elegant library, often accompanied by poetry readings or storytelling. Your stay at Brook Farm Inn will be magical and memorable.

$159 - $429

Reviews: 8  

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1800 Devonfield Inn, an English Country Estate

Lee, MA

Historic English Country Estate in the Heart of the Berkshires on 30 acre pastoral meadow

$180 - $375

Reviews: 146  

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Hot deal: May-June; Sun-Thurs 20% off

  • expires Wednesday
  • Regular rate: $225
  • Savings: 20%
  • Discount rate: $180

20% off 1st night; -25% 2nd.This discount applies to Room 6 & 7 if still available. Breakfast is included.15% on weekends Please contact the inn directly at +1-800-664-0880 to redeem this deal.

Applegate Inn

Lee, MA

Recommended by: Frommer's, Karen Brown's Guides, Massachusetts, An explorer's Guide

$150 - $375

Reviews: 84  

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Hot deal: Stay 3 and pay for 2 nights pkg

  • expires Wednesday
  • Regular rate: $195
  • Savings: 33%
  • Discount rate: $131

Stay 3 nights and pay for 2(Queen,FP, Kings more)or stay 2 nights and pay for 1.5 nights. Good for May 1, thru June 10, 2004. Please contact the inn directly at +1-800-691-9012 to redeem this deal.

Gateways Inn

Lenox, MA

Located in the heart of Lenox, Massachusetts, in the Berkshire Hills, the Gateways Inn offers a perfect getaway for any occasion. Our twelve guestrooms, each uniquely inviting, offer queen or king-sized beds, brass, or sleigh beds and fireplaces. All rooms have private baths, telephones, TV, A/C and free WIFI Access. The Restaurant at the Gateways Inn, with our seasonal a la carte menu, is sure to delight. Our Piano Bar offers late-night fare in a relaxed atmosphere, so come unwind after a show, or plan your entire evening around our live entertainment and delicious menu.

$180 - $600

Reviews: 11  

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The Garden Gables Inn

Lenox, MA

Top-rated 15 room inn on 5 quiet, private acres steps from restaurants and shops of Lenox Village

$199 - $544

Reviews: 89  

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The Inn At Stockbridge

Stockbridge, MA

Stay in Stockbridge at the Inn at Stockbridge both brims with history, celebrity, romance & intrigue

$170 - $395

Reviews: 64  

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The Stone House Bed and Breakfast

Hurley, NY

Stunning 300 year old Hudson Valley Dutch house near Woodstock, Kingston and New Paltz

$149 - $275

Reviews: 118  

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Hot deal: Stay three nights get one night free

  • expires Wednesday
  • Regular rate: $597
  • Savings: 33%
  • Discount rate: $398

Stay any 3 nights between now and the end of April, in any room, and get the cheapest night free! The example given is for a mid-priced room on weekdays. Please contact the inn directly at 18453394041 to redeem this deal.

Cornell Inn, Lenox

Lenox, MA

You're gonna LOVE it here!

$99 - $350

Reviews: 118  

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Seven Hills Inn

Lenox, MA

Hotel set in refurbished 1911 Tudor Mansion, blending modern comfort with antique furnishings.

$100 - $295

Reviews: 20  

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1862 Seasons on Main Bed and Breakfast

Stockbridge, MA

An elegant boutique inn, built in 1862 and listed on the National Register of Historic Places

$175 - $365

Reviews: 0  

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Hot deal: 40% Off Grand Opening Special Offer

  • expires Wednesday
  • Regular rate: $185
  • Savings: 40%
  • Discount rate: $111

Enjoy a stay at this elegant boutique inn at a 40% discount for the months of May and June, 2013 to celebrate the Grand Opening of this fully restored 150 year old Bed and Breakfast Inn. Offer is subject to availability and excludes Memorial Day week-ends. Please contact the inn directly at +001-855-2231862 to redeem this deal.

Berkshire's Chambery Inn

Lee, MA

A one of a kind Bed and Breakfast,Chateau Chambery Inn, circa 1885, with its French design and 9 truly unique accommodations, this parochial school turned Bed and Breakfast provides a deliciously one of a kind atmosphere to the already beautiful Berkshire horizon. Tucked away in Lee, MA., the Inn offers six 500 sq. ft. suites which include either a king canopy or two queen beds, a warming fireplace, whirlpool bath, living area, desk, phone and cable TV. 8 foot windows and 13 foot ceilings, designer fabrics and of coure, the original blackboards, all add value to the comfortable/relaxing air to your visit. The spa suite touts a Jacuzzi for two with mirrored paneling, fireplace, 35" TV, king bed, dressing room and our soothng whirlpool bath. Nothing says "Romantic Getaway" more that the spectrum of our 9 lodging choices. Of course our sumptuous, homecooked menu-selected breakfast is delivered to your doorstep at the requested time. Our golden rule: Rest, Relaxation and Rejuvenation. We have masterfully blended these themes to provide YOU with impeccable accommodations that cherish French architecture and promote the personal need for a calm spirit. You will want to return!

$85 - $289

Reviews: 36  

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Barclay Heights Bed & Breakfast at Smythe House

Saugerties, NY

Experience Outstanding Hospitality - Luxury B&B, personalized breakfast, private jacuzzi tubs

$195 - $295

Reviews: 174  

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Berkshire's Federal House Inn

South Lee, MA

"We have never experienced hospitality such as yours" The Gambles, Essex, England

$150 - $275

Reviews: 96  

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Whistlers Inn

Lenox, MA

Featured on National T.V. - The Travel Channel. An English Tudor mansion built in 1820 in the heart of the Berkshire hills near Tanglewood takes you into a period of old world charm, elegance and relaxation. Once the home of Mr. and Mrs. Ross Wynans Whistler, railroad tycoon and nephew of the painter James M. Whistler. Whistler's Inn celebrates its 36th anniversary.

$90 - $300

Reviews: 54  

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Hot deal: Memorial Day special

  • expires Wednesday
  • Regular rate: $600
  • Savings: 33%
  • Discount rate: $400

Memorial Day Special - Three nights for the price of two. Spring has arrived in the beautiful Berkshires hills. Relax and enjoy the peaceful, elegant hospitality of the Whistler's Inn, Lenox, MA. A special collector's gift awaits you. Please contact the inn directly at +1-413-637-0975 to redeem this deal.

The Post Cottage

Catskill, NY

Spacious and luxurious Shingle Style house in Catkill close to all Catskill attractions

$220 - $275

Reviews: 13  

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The Twilight Lodge

Haines Falls, NY

The Twilight Lodge is the ideal destination for your next mountain adventure or weekend getaway!

$75 - $189

Reviews: 19  

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Hampton Terrace

Lenox, MA

Described as "absolutely perfect" by Traditional Home Magazine. See our Specials Page!

$199 - $375

Reviews: 4  

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Hot deal: Multiple-Night Mid-Week In-Season Special

  • expires Wednesday
  • Regular rate: $275
  • Savings: 31%
  • Discount rate: $190

Stay more than one night mid-week during our season (July, August and October) and drop your rate from $275/night to $190/night. Any room in the Main House or Carriage House. You must call us for this special: 800-203-0656 Please contact the inn directly at +1-800-203-0656 to redeem this deal.

The Fairlawn Inn

Hunter, NY

This Inn welcomes you with large cozy rooms, private baths and a sumptuous breakfast.

$129 - $249

Reviews: 57  

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Woodstock Inn on the Millstream

Woodstock, NY

Smaller standard rooms to spacious larger rooms, select rooms w/spa tubs and fireplaces...

$137 - $375

Reviews: 7  

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Woodstock Holistic B and B

Woodstock, NY

Woodstock Holistic, an intimiate b&b dedicated to wellness and serenity.

$175 - $295

Reviews: 5  

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The Red Hook Country Inn

Red Hook, NY

1841 Federal Colonial, 2 miles to Bard College, 5 mi Rhinebeck, all PB, wifi

$145 - $349

Reviews: 64  

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Mount Merino Manor

Hudson, NY

Enjoy the comfort of Mount Merino Manor, an elegant Bed and Breakfast in a private country setting

$135 - $375

Reviews: 4  

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Shaker Mill Inn

West Stockbridge, MA

Welcome to the Shaker Mill Inn... Nestled in the charming small town of West Stockbridge, MA, in the heart of the Berkshires, the Shaker Mill Inn combines spacious suite-style rooms with the charm and individuality that bed & breakfast establishments traditionally offer. Each suite has its own private bath, kitchenette, and comfortable living and sleeping areas – and most of them have their own private deck or balcony! A wonderful continental breakfast - with a choice of quiche or fruit salad - is included in your stay. The Shaker Mill Inn is a child & pet friendly inn, along with being TAG certified. Our spacious rooms, along with owners/innkeepers Bob & Mary, will make your stay in the beautiful Berkshires one to remember!

$109 - $259

Reviews: 7  

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Hot deal: 20% off in the Berkshires!

  • expires Wednesday
  • Regular rate: $109
  • Savings: 20%
  • Discount rate: $87

20% off any stay now thru May. 26th. Stay midweek for only $87. Come enjoy our restaurants, museums, scenery, and shopping in the beautiful Berkshires! Please contact the inn directly at +1-877-385-2484 to redeem this deal.

Catskill Lodge

Windham, NY

Enjoy warm hospitality, breakfast from local ingredients at lovely 1893 Queen Anne Victorian B&B

$74 - $279

Reviews: 7  

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Hudson City Bed and Breakfast

Hudson, NY

Step back in time to the comfort and fine accommodations of 19th Century Victorian America. We offer whole-house rentals for family gatherings, receptions and small parties.

$100 - $175

Reviews: 4  

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DeForest House

Woodstock, NY

The two of you will be our only guests on this wooded property with pool a short walk from Woodstock

$175 - $225

Reviews: 17  

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B&B at Howden Farm

Sheffield, MA

Howden Farm is a 250 acre working farm in the Berkshires. We grow blueberries, raspberries and sweet corn. Pumpkins are our primary crop - the Howden Pumpkin and the Howden Biggie - which were developed and are still grown here. A flock of chickens provide fresh eggs for your breakfast. In a lovely c. 1830 Greek Revival farmhouse, with outstanding views, three miles from the center of town you may walk the road, hike the fields and/or woods, ride your bike, canoe the Housatonic or just unwind from the world. Sleep with the window open with a gentle breeze. In the winter you can cross-country ski or snowshow, snow permitting. The Berkshires are known as "America's Premier Cultural Resort" and we are close to all these venues. You may enjoy one or all of these events or sights, as well as forty antique shops in the town of Sheffield.

$69 - $149

Reviews: 0  

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The Summer White House

Lenox, MA

Many of the area's finest restaurants and specialty shops within walking distance!

$160 - $275

Reviews: 12  

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The Croff House Bed & Breakfast

Hudson, NY

The Croff House combines the personalized service of a B&B and the luxury of a boutique hotel.

$160 - $260

Reviews: 138  

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The Inn at Ca' Mea

Hudson, NY

Book online at our website innatcamea or camearestaurant It makes no difference what time of year you check in. Winter, spring summer and fall each create their own storybook setting. It's the perfect spot to do anything or nothing at all. Whether you book into the 18th century Federal Landmarked jewel, the early 20th century Craftsman or the Queen Anne on Allen Street you will be welcomed with a smile

$120 - $159

Reviews: 4  

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Inn At Richmond

Richmond, MA

The Inn at Richmond, a Relaxing and Gracious Four Season Country Inn in the Berkshires

$160 - $380

Reviews: 29  

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Hot deal: Last Minute Memorial Day Getaway!

  • expires Wednesday
  • Regular rate: $250
  • Savings: 33%
  • Discount rate: $168

Kick off summer at The Inn at Richmond! Enjoy the unofficial first weekend of summer with us and receive 33% off your stay (select rooms). Reserve your room now at www.innatrichmond.com/reservations.htm (please note "BandB.com Special Rate" in Special Requests section of reservation) and let summer begin! Rate does not include 9.7% occupancy tax. Rate will be adjusted upon receipt and confirmation will be emailed with adjusted rate. Please contact the inn directly at +1-888-968-4748 to redeem this deal.

MOUNTAIN TREASURE Bed and Breakfast

Maplecrest, NY

We just opened our doors to you. We invite you to explore and discover your own unique experience.

$69 - $149

Reviews: 0  

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WhistleWood Horse Farm Bed & Breakfast

Rhinebeck, NY

WhistleWood Farm - a unique departure from the ordinary B&B. The farm is set on a hilltop in Rhinebeck, part of NY's historic hudson valley. We offer you a private retreat from the hustle of your everyday life, only two hours north of Manhattan. Decks, pastoral views, wildflower gardens, a setting for solitude or lively conversations. Pull up a chair on the deck to enjoy the views. Explore the woodland trails thru woods and by the pond, walk to the tennis club next door- Rhinebeck Tennis Club, or walk to the Center for the Performing Arts also adjacent to the farm or golf at the near-by Red Hook Golf Club or just relax! The Lodge-A fieldstone fireplace-a crackling fire, spacious rooms with antique furnishings, beamed ceilings, handmade colorful, quilts, orientals and colorful Penelton blankets. Acorn rockers sit on the sunny front porch, and decks with peaceful views welcome you. Maggie's eclectic tastes and collections help you feel at home. Come enjoy our warm hospitality in a relaxed, informal atmosphere.

$150 - $310

Reviews: 96  

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Olde Rhinebeck Inn c.1745

Rhinebeck, NY

Authentic... Elegant... Rustic... Intimate...

$195 - $295

Reviews: 54  

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The Stockbridge Country Inn

Stockbridge, MA

Closest Inn to The Norman Rockwell Museum, Chesterwood, Tanglewood & Berkshire Botannical Gardens!

$139 - $499

Reviews: 10  

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Washington Irving Inn

Tannersville, NY

The century-old Washington Irving Inn is located on the outskirts of the historic Village of Hunter, Greene County, New York. Built circa 1890, this charming Victorian Inn is located on scenic route 23A (also known as "The Rip Van Winkle Trail") approximately two miles from Hunter Mountain Ski Bowl in the Catskill State Park. The Inn's environment transports you back to a gentler, less harried time when people-watching was a popular pastime and front porches were "the" place to be. The Inn's distinctive architectural charm and informal atmosphere make the leisure-traveler feel at home. The Inn is suitable for romantic getaways, family outings and reunions, weddings, and group and corporate retreats.

$140 - $175

Reviews: 66  

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Twin Gables-Guest House

Woodstock, NY

BOOK ONLINE ON OUR WEBSITE! Located in the center of the Woodstock Village, Twin Gables is a Woodstock landmark, etablished in 1926. It is known for it's relaxed, friendly atmosphere and charming ambiance. Within walking distance to most shops, galleries and restaurants, Twin Gables offers affordable and charming guest rooms. Each of our rooms has it’s own unique charm and personality. There is something for every traveler who drops by to stay with us. Whether you are traveling alone or with family and friends, Twin Gables is sure to have a room specifically suited for you. All rooms, as well as the common parlor area for sitting and relaxing, are decorated with period furnishings and original art work by local and global artists. And, for our guests convenience, each room has individual climate control and WiFi is accessible throughout the house. BOOK ONLINE ON OUR WEBSITE! OR CALL :)

$89 - $169

Reviews: 7  

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The Berkshire 1802 House B&B

Sheffield, MA

Enjoy a delicious breakfast while relaxing in a quintessential country setting.

$95 - $175

Reviews: 6  

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The Taggart House

Stockbridge, MA

The Taggart House was constructed in 1850 by noted Stockbridge resident Henry Dwight Sedgwick. In the 60's Norman Rockwell frequented the previous owner. Recently added to the National Register of Historic Places, the Inn combines fine 19th century architecture with luxurious comfort and modern amenities. Including a/c, wireless, private baths,tv's, and more.

$175 - $250

Reviews: 3  

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Hot deal: 33 1/3 off 300

  • expires Wednesday
  • Regular rate: $300
  • Savings: 33%
  • Discount rate: $200

come celebrate Memorial Day with us! Please contact the inn directly at +1-800-918-2680 to redeem this deal.

Renwick Clifton House

Saugerties, NY

Grand Southern Style mansion. Astounding Hudson River views. 5 lush green acres. Many luxuries.

$175 - $275

Reviews: 55  

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$160 - $300

Reviews: 15  

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$115 - $235

Reviews: 14  

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$165 - $225

Reviews: 10  

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$93 - $299

Reviews: 28  

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$90 - $150

Reviews: 3  

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$100 - $135

Reviews: 10  

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$175 - $200

Reviews: 9  

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Rondout Inn

Kingston, NY

$145 - $175

Reviews: 25  

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$30 - $90

Reviews: 2  

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$84 - $189

Reviews: 6  

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VanWinkle Inn

Greenville, NY

$139 - $210

Reviews: 7  

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Hot deal: Lillian Suite-Two Night Mid Week Special

  • expires Wednesday
  • Regular rate: $199
  • Savings: 20%
  • Discount rate: $159

Stay two consecutive mid week nights with us in the Lillian Suite and receive a $40 discount each night! Not available on event/holiday weeks, in conjunction with any other specials, not available for group stay overs. Mid week is Monday through Thursday. Please contact the inn directly at +1-888-826-6521 to redeem this deal.

Mile Hill B&B

Kinderhook, NY

$100 - $185

Reviews: 7  

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Hot deal: Mile Hill B and B - March 15/16

  • expires Wednesday
  • Regular rate: $201
  • Savings: 20%
  • Discount rate: $160

We are offering special savings for this weekend only Please contact the inn directly at +1-917-691-8757 to redeem this deal.

$99 - $180

Reviews: 15  

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$175 - $300

Reviews: 0  

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$210 - $250

Reviews: 2  

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$100 - $250

Reviews: 151  

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$89 - $152

Reviews: 7  

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$145 - $185

Reviews: 0  

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$125 - $225

Reviews: 6  

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$115 - $185

Reviews: 2  

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$160 - $185

Reviews: 14  

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$150 - $300

Reviews: 7  

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$139 - $289

Reviews: 40  

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$365 - $455

Reviews: 5  

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$99 - $200

Reviews: 41  

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$150 - $210

Reviews: 0  

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$100 - $295

Reviews: 35  

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$135 - $224

Reviews: 1  

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$100 - $125

Reviews: 4  

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$79 - $200

Reviews: 2  

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$130 - $350

Reviews: 2  

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Hot deal: Beautiful in the Berkshires - two night discount!

  • expires Wednesday
  • Regular rate: $340
  • Savings: 22%
  • Discount rate: $265

Last minute deal! Two night stay in a queen room with cable TV, private bathroom, WiFi, and full country breakfast. Will extend 25% discount to any available king room as well. All reservations subject to availability. Ski and snowboard at Jiminy Peak, Bousquet, Catamount, or Butternut. Many restaurants, museums, shops, and galleries close by. Conveniently located a short distance from Hudson, Lenox, Pittsfield, Chatham, and Great Barrington. Come join us! Please contact the inn directly at +1-518-781-3600 to redeem this deal.

Windflower Inn

Great Barrington, MA

$100 - $250

Reviews: 3  

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$67 - $499

Reviews: 0  

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Hot deal: Extended Stay: Midweek and/or Weekends

  • expires Wednesday
  • Regular rate: $597
  • Savings: 33%
  • Discount rate: $398

Receive a 33% discount for 3-night midweek stays during the summer of 2013. Includes full "Whatever You Want and Whenever You Want" breakfasts. 25% discounts also available for extended weekend stays. Please contact the inn directly at +1-800-966-3429 to redeem this deal.

Conroy's B & B

Stockbridge, MA

$120 - $325

Reviews: 18  

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$110 - $125

Reviews: 3  

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$79 - $229

Reviews: 1  

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Hot deal: Adventure & Spa Weekend; FREE Massage: 6/21-6/23

  • expires Wednesday
  • Regular rate: $189
  • Savings: 21%
  • Discount rate: $149

2 night/3 day accommodations including (5) home-cooked meals,(2) passes per room for a round of golf or horse back riding, (1) choice per room room of a massage, manicure, or pedicure, complimentary wine tasting on Saturday afternoon, nightly entertainment by Jimmy Walsh on Friday and Driscoll & Smith on Saturday, and more! *The above per night rates are based on double occupancy in the room* Please contact the inn directly at 518-634-2582 to redeem this deal.

$150 - $225

Reviews: 12  

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$170 - $335

Reviews: 7  

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$100 - $190

Reviews: 1  

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Wainwright Inn

Great Barrington, MA

$100 - $325

Reviews: 2  

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$225 - $275

Reviews: 4  

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Thornewood Inn

Great Barrington, MA

$115 - $295

Reviews: 0  

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$150 - $195

Reviews: 0  

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$69 - $114

Reviews: 1  

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Eastgate Inn B&B

Lenox, MA

$95 - $275

Reviews: 0  

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$105 - $130

Reviews: 8  

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Bel's Inn

Kingston, NY

Reviews: 0  

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$150 - $225

Reviews: 1  

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Bittersweet B&B

Rhinebeck ,N.Y., NY

$95 - $165

Reviews: 1  

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Greene Mountain View Inn

Tannersville, NY

$100 - $150

Reviews: 1  

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Stonover Farm

Lenox, MA

$325 - $575

Reviews: 1  

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$75 - $210

Reviews: 35  

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$125 - $140

Reviews: 6  

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The Inn at Sweet Water Farm

Great Barrington, MA

$215 - $265

Reviews: 5  

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Featured review

Washington Irving InnTannersville, NY

  • Nightly Rates $140 - $175
  • Reviews: 66
  • Rooms: 15
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"Beautiful Inn"

"The inn was lovingly furnished, and the rooms were immaculate. Breakfast was cooked to order and included freshly cut fruit, even the dishes in the dining room were beautiful. I look forward to returning."

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