Deals in Pittsfield


$28 for $50 Worth of Horseback-Riding Lessons — Sebring Stables

Sebring Stables

Pittsfield

Local businesses like this one promote thriving, distinctive communities by offering a rich array of goods and services to locals like you

$50 $28

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One or Three 45-Minute Private Horseback-Riding Lessons at Blythewood Stables (Up to 53% Off)

Blythewood Stables

Blythewood Stables

Lessons start beginners out with riding basics; lessons also help experienced riders hone their skills

$60 $29

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$119 for Whitewater Rafting for Two on Black River or Hudson River with Lunch from A.R.O. Adventures (Up to $210 Value)

A.R.O. Adventures

Multiple Locations

Seasoned guides captain rafts down the fast-paced rapids of the Hudson or Black River past breathtaking scenery

$210 $119

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$18 for Two 60-Minute Jump Passes at Sky Zone Albany ($28 Value)

Sky Zone

Sky Zone - Albany

Open-jump times allow guests to play in a space filled with wall-to-wall trampolines

$28 $18

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One or Two Day Admission for Two or Four to FantaCon (Up to 65% Off)

FantaCon

Downtown- Empire State Plaza Convention Center

Celebrate classic horror, sci-fi, and comic books at long-running fantasy and science fiction convention

$40 $15

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Urban Survival and Citizen Preparedness Training Session for 1, 2, or 4 at Wilderness Survival (Up to 54% Off)

Urban Survivor

Multiple Locations

Urban survival course covers essential skills to help prepare for different emergencies or natural disasters

$75 $36

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Select Local Merchants

  • The Red Lion Inn
    Since circa 1773 The Red Lion Inn has been welcoming travelers with its superior style service and hospitality. Featuring state of the industry amenities amid fine antiques and art accommodations are located in the Main Inn and charming adjacent Guest Houses. Each of the 108 individually decorated guestrooms combine old fashioned comfort with the latest amenities from luxurious Italian linens and fluffy white robes to wireless Internet access throughout the property. Some newly renovated rooms offer gas lit fireplaces. Guests enjoy outstanding cuisine by a James Beard House honored chef who uses local ingredients an award winning wine list and four distinct dining experiences the elegant Main Dining Room the cozy Widow Binghams Tavern the casual Lions Den pub or in warmer months the flower filled Courtyard. The Lions Den pub also offers draught beers local microbrews and live entertainment seven nights a week and never a cover charge. Massage therapist on staff boutique shopping a private golf course spa numerous cultural historic attractions and outdoor recreational opportunities are nearby. Recommended by National Geographic Traveler NY Times and Boston Globe.
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    30 Main St
    Stockbridge, MA US
  • Skyline Country Club
    Skyline Country Club is a semi-private club that welcomes golfers with sweeping views of the Berkshire mountains and glimmering waters that intersect the grounds. Elevation changes and blind tee shots are frequent throughout the 6,075-yard course, as seen on the 4th hole, which rewards precise tee shots of roughly 110–165 yards with an easy 110-yard shot to the green. The par 5 12th, the course's most difficult hole, forces players to drive onto a tight fairway along the straight 490-yard layout that ends with a false front, a greenside slope that often tricks golfers and sends balls rolling back toward the player like an industrial-grade pop-a-shot. After finishing the course with two consecutive par 4's, golfers can retire to the Club's pub for drinks and eats on the open-air deck, which offers views of the surrounding landscape. Course at a Glance: * 18-hole, par 71 course * Total length of 6,075 yards from the back tees * Three sets of tees per hole
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    405 S Main St.
    Lanesboro, MA US
  • Trattoria Il Vesuvio
    Anna Arace pays meticulous attention to detail. As the owner of Trattoria Il Vesuvio, she transformed a former art studio housed inside a red barn-style building into an airy restaurant with exposed beams and cathedral ceilings. Whether she's in the kitchen mixing fresh seafood with tomato sauce, pinot grigio, and garlic to create the Frutti di Mare—one of her trademark Campania dishes—or travelling to New York for fresh red peppers to jar through the winter, her attention to detail works to ensure that every dish served is fresh and authentic. Along with Campania-influenced dishes, Arace also creates northern Italian classics such as the Lasagna di Verdura to pair with a selection of Italian wines. Popular appetizers include the lightly breaded fried calamari and the melenzane alla griglia, grilled eggplant that's been marinated for up to three days and forced to reflect on its mistakes.
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    242 Pittsfield Rd
    Lenox, MA US
  • The Early Dawn Massage Therapy
    Dawn DuBois knows that the most important part of her job isn't just a gentle touch, but also compassion. Seasoned in a wide range of massage therapies, she specializes in working with the elderly and disabled to help comfort or relax. But each massage she performs is also customized for the client in every aspect, including the amount of pressure used. DuBois often uses pure essential oils during her massages, both as aromatherapy and to smooth across the skin while she uses long, gliding strokes to alleviate aches.
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    25 Kinderhook St
    Chatham, NY US
  • Charter The Berkshires
    His breath puffing visibly in the freezing air, Paul Tawczynski ventures out onto the ice with fishing gear in tow. He leads groups of all ages and fishing experience out onto frozen bodies of water during ice-fishing expeditions. He teaches fishing teams how to drill holes through the up to 30 inches of ice supporting them and how to set up lines to catch the slow-drifting winter fish. Paul will also lead groups on bass-fishing trips during warmer weather.
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    119 Park St.
    Great Barrington, MA US
  • Hot Harry's Fresh Burritos
    Since opening the first location in 2004, the crew behind Hot Harry’s has attracted a slew of press for their Mexican-fusion fare. Chefs marinate six varieties of meat in cilantro, lime, and fresh-squeezed oranges before stuffing them in warm flour tortillas or piñatas designed for a butcher's retirement party. In addition to the classic triad of guacamole, sour cream, and cheese, they can enhance burritos with drizzles of thai-peanut and buffalo sauce.
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    37 North St
    Pittsfield, MA US
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