Hilltop House Bed and Breakfast - Amenia

Two-Night Stay at Hilltop House Bed & Breakfast in Amenia, NY

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Elegant Bed and Breakfast with Turn-of-the-Century Antiques

Set amid rugged farmland in the foothills of the Berkshire Mountains, Hilltop House Bed & Breakfast epitomizes country charm. The Victorian-style home, built in 1909, quickly won over the current owners, Sandy and West Johnson, despite needing refurbishing in nearly every room. After purchasing the property, the couple scoured antique shops, yard sales, and online reserves for appropriate furnishings. Today, the home is filled with beautiful period pieces and vintage artwork and as well as eclectic flower vases and quilts.

The shingle-style B&B is perched on top of a hill at the end of a winding country road, looking out onto horse farms and vast cornfields. Inside, five individually decorated guest rooms feature period pieces and floral accents. A crystal chandelier hangs over the bed in the Sunshine room, a romantic nook painted in sunny yellow. The whitewashed Cottage bedroom has a casual country feel, and the George Washington room has an antique cannon bed and a Victorian oval-back chair.

Every morning, Sandy prepares a gourmet breakfast that might include fluffy omelet casseroles and blue-corn pancakes. You can enjoy warm baked goods on the screened-in porch or take a cup of hot cocoa out onto the wraparound veranda. Four bikes are available on a complimentary first-come, first-served basis; the Harlem Valley Rail Trail—a scenic 5-mile ride—picks up 200 yards from the hotel.

Amenia, New York: Scenic Biking Trails and Hilltop Wineries

Amenia is located in the middle of the Hudson Valley, a hilly stretch just north of Manhattan dotted with antique shops and beautiful horse farms. The colonial-era town—whose name means “pleasant to the eye”—harbors a network of scenic biking trails, including the Harlem Valley Rail Trail, which winds through nearly 5 miles of wetland and cow-dotted hills. Boutique wineries are sprinkled throughout this pastoral landscape, offering tastings of pinot noir and fruity dessert wine, and you’ll find a trove of antique and vintage wares in the neighboring town of Millerton.

This scenic river region is also home to several lavish estates built by wealthy families at the height of the Gilded Age. At the home of Franklin D. Roosevelt in Hyde Park, you can tour the nation’s first presidential library and stroll through 300 acres of manicured gardens. Bedrooms inspired by Versailles and ornate halls fill the Vanderbilt Mansion, a 55,000-square-foot palace that stands against a backdrop of the Hudson River and the Catskill Mountains.

Read the Fine Print for important info on travel dates and other restrictions.

What You Get

Two-night stay for two in the George Washington, Cottage, or Sunshine room

  • Option 1: $195 to check in Sunday–Wednesday for a Sunday–Thursday stay(up to a $450 value)
  • Option 2: $234 to check in Thursday–Saturday for a Thursday–Sunday (up to a $450 value)

Book by: 2/24/13
Travel window: 1/1/13–4/30/13

Read the Fine Print for important info on travel dates and other restrictions.


  • Homemade gourmet breakfast
  • Victorian period pieces
  • Complimentary bikes
  • Common room with fieldstone fireplace
  • Complimentary WiFi

The Fine Print

  • Must book by 2/24/13 or promotional value expires. Must travel between 1/1/13-4/30/13
  • Limit 5 per person, may buy 5 additional as gifts
  • Limit 5 per visit
  • Valid only for option purchased
  • Reservation required, subject to availability
  • All cancellations subject to $50 fee
  • 15-day cancellation notice required or fee of 50% Groupon price applies
  • Must be 21 or older to check in, 8 or older to stay
  • Must use promotional value in 1 visit
  • 12.125% tax not included.

Other Details

Room Details

George Washington, Cottage, and Sunshine Rooms

  • One queen bed
  • Standard occupancy: 2
  • Maximum occupancy: 2 in Cottage and Sunshine rooms; 3 in George Washington room
  • Adding occupants above standard: $25 per night for an additional guest

  • Antique furnishings
  • Hardwood floors

Hotel Policies

  • Check in: 3 p.m.
  • Check out: 11 a.m.
  • Parking: free
  • Rollaways: available in the George Washington room only for no additional charge
  • Smoking policy: allowed on outdoor porch only
  • Pet policy: pets are not allowed on the property.
  • Accessibility: handicap-accessible rooms are not available.
  • Room upgrades: upgrades may be available at check-in for an additional cost.

Getting There

  • By plane: about 60 miles from Bradley International Airport (BDL); about 54 miles from Stewart International Airport (SWF)
  • By car: about 60 miles west of Hartford, Connecticut; about 94 miles north of New York City, New York

Traveler's Tips

Customer Reviews

(3 ratings)

100% Verified Reviews
All reviews are from people who have redeemed deals with this merchant.


Alex E. · 1 review
February 2, 2013
The service was great.


Alex E. · 1 review
February 2, 2013
Have the pancakes! They're awesome!


Kelly K. ·
March 16, 2013
The whole experience!!!
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