Two Night Midweek Getaway (Tuesday and Wednesday Nights, or Wednesday and Thursday Nights) in one of our charming and cozy rooms.
Hilltop House Bed & Breakfast is nestled atop a gentle hill in Dutchess County just 3 miles from the Connecticut border. Its country town locale is hub to some of the best boarding schools and the culture they radiate. Add to that attractions such as TriArts summer stock, wing shooting and horse trials in Millbrook, Lime Rock NASCAR and SCCA racing, fly fishing on the Housatonic, the Appalachian Trail, biking on the rail trail, an abundance of fine dining and the arts abounding in the area, and you will discover that our B&B is the perfect destination for your trip to the Hudson Valley.
Complimentary WIFI in all rooms, gourmet cooking from the chef/innkeepers, Double, Queen Sized or King Side Beds available. Private or shared baths. Use of the B&B’s Bicycles.
A Four course breakfast on the porch, or by the fire (weather dependent)
A $100 voucher for Monte’s Restaurant
Overnight stay at the B&B
Use of the B&B’s Bicycles
Includes 2 Metro North round trip tickets from Grand Central Station to Wassaic and back
Price: $559 two nights (double occupancy) plus applicable taxes
Enjoy a delicious breakfast at the Inn
Ride to local Millerton (the B&B will provide Bicycles). Millerton offers a selection of shopping, antiques and galleries to browse, and was voted one of the coolest small towns in the country by Frommer’s.
Window Shop and eat lunch at one of the many local eateries. Harney & Sons is a favorite local lunch spot, as well as offering a world class selection of fine teas and specialty gifts, or visit Irving Farm Coffee Roasters and enjoy a lovely cup of coffee and lunch before heading back to the Inn.
If exploring the local Rail Trails is more enticing than window shopping for the remainder of the afternoon, guests can check out the Harlem Valley Rail Trail which offers 15 paved miles of trail meandering through stunning rural Dutchess and Columbia County landscapes.
Head back to the Inn and freshen up for dinner and then walk to Monte’s, a 10 minute easy walk from the inn, and enjoy fantastic farm to table dining cooked by Monte’s Executive Chef Dafna Mizrahi, 2015 Chopped Champion.
After dinner take a stroll or a short drive, over to the Four Brothers Drive In for a movie or come back and relax on the wraparound porch.
On Day 2 check out Dover Stone Church on your way back to the city. (Additional train fare required) or further explore the Harlem Rail Trail.
To book this B&B overnight package, call the B&B directly at 845-789-1354 at least ten (10) business days in advance and mention the Midweek B&B Getaway package.