Deals in Pittsfield

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

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

Sebring Stables


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

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

Blythewood Stables


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

$60 $29

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

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

$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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FantaCon: One or Two Day Admission for Two or Four to FantaCon (Up to 56% Off)

One or Two Day Admission for Two or Four to FantaCon (Up to 56% Off)


Downtown- Empire State Plaza Convention Center

Buy and trade classic comics and collectables at the long-running comic and science fiction convention

$40 $19

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

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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Ghosts of Albany: $15 for a Ghost Tour from Ghosts of Albany ($30 Value)

$15 for a Ghost Tour from Ghosts of Albany ($30 Value)

Ghosts of Albany


Tour guides lead 90-minute strolls through haunted locales and tell tales of scandal interwoven with historical facts

$30 $15

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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
  • Route 7 Grill
    Check out Great Barrington's Route 7 Grill. The weekends are for going out for amazing combinations. Save the salad for the weekday and come grab a meal at Route 7 Grill. Don't go thirsty during dinner! Route 7 Grill also offers a splendid drink list featuring wine, beer, and more. Have a few picky young eaters in the family? Not a problem at Route 7 Grill, where the food and ambience are perfect for family dining. At Route 7 Grill, there's no need to confine your meal to a traditional dining room — outdoor seating is available when the weather is warm. At Route 7 Grill, you won't have to wait for your large or small group to be seated. Volume at this restaurant can reach upper decibels, so come prepared to raise your voice to be heard. Fancy-schmancy attire is not required; in fact, guests are told to keep things casual. Want to enjoy Route 7 Grill without the wait? Get it to go. Route 7 Grill is conveniently close to a parking lot. Route 7 Grill's mid-range cuisine will please your pockets as well as your palate. Catering to diners throughout the day (and night), Route 7 Grill serves AM, PM, and midday meals.
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    999 Main St
    Great Barrington, MA US
  • The Golden Nozzle
    The highly trained technicians at Jiffy Lube tend to about 24 million customers each year with services such as the Signature Service oil-change package, which promotes the longevity of each vehicle. Staffers acknowledge that oil plays a crucial role in maximizing the lifespan of each car—it cools the motor and prevents moving parts from deteriorating. More than 20,000 technicians who have completed an extensive training program certified by the National Institute Automotive Service Excellence (ASE) nurse vehicles at Jiffy Lube. In addition to performing oil changes, Jiffy Lube’s savants perform air-filtration, electricity, and windshield services, among others. The technicians’ quality pledge includes a commitment to transparency, which stipulates that they will inform car owners of any necessary services, complete a service only after it has been approved, and refuse to replace windshields with Saran wrap.
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    1050 South St
    Pittsfield, 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
  • The Old Inn on the Green
    The Old Inn On The Green serves American-style cuisine in the middle of New Marlborough's New Marlborough district. Gluten-free and low-fat are not one in the same, but this place serves them both. Take a peek at the drink menu here, and make sure to sample something off the list. Sometimes it's annoying to plan events for big groups, and sometimes it's easy with great restaurants like The Old Inn On The Green helping you out. The Old Inn On The Green's business casual policy makes it the perfect place for a number of occasions. Throwing a big party? Count on The Old Inn On The Green to provide top-notch catering with the same great dishes you love. In addition to its great location, The Old Inn On The Green is also located near plenty of parking options. Fancy snacks do come at a higher price, but wow are they delicious. Reviewers rave about the dinner menu at the restaurant, though breakfast and lunch are also served.
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    134 Hartsville-New Marlborough Rd
    New Marlborough, 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

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