Top Things To Do In Pittsfield, MA

200+ deals

Christmas Spectacular Starring the Radio City Rockettes® During the Rockettes 100th Anniversary (November 6 - January 4)

Book Online

Christmas Spectacular Starring the Radio City Rockettes® 100th Anniversary NYC 2025

Christmas Spectacular Starring the Radio City Rockettes® During the Rockettes 100th Anniversary (November 6 - January 4)

Manhattan, New York

$85$55 /tk-35%

45 Minute to One-Hour, or Two-Hour Trail Rides at Cornerstone Ranch

Popular Gift

Cornerstone Ranch

45 Minute to One-Hour, or Two-Hour Trail Rides at Cornerstone Ranch

29 Dowds Ln., Princeton

$55$49

$44.10-20%Limited time

$39.69

4.5(1,283)

Up to 73% Off Bowling with Shoe Rental Included at Bowlero

Popular Gift

Bowlero

Up to 73% Off Bowling with Shoe Rental Included at Bowlero

$103.52$36-65%

4.7(68,280)

Book Online

Cirque Dreams Holidaze

Cirque Dreams Holidaze - Up to 39% Off

95 South Turnpike Road, Wallingford

$41.25$25 /tk-39%

Regal Premiere Movie Tickets for One, Two or Four for Movie Magic!

Regal(435 Locations)

Regal Premiere Movie Tickets for One, Two or Four for Movie Magic!

279 Troy Road, Rensselaer

$21$12.50-40%

4.8(26,425)

Experience All-Day Paintball Fun for Two, Four, or Six Players

Xtreme Paintball

Experience All-Day Paintball Fun for Two, Four, or Six Players

351 Main Street, Agawam

$90$69

$62.10-31%Limited time

4.9(651)

Up to 42% Off Private Horseback Riding Lessons at Greene Acres

Greene Acres Equestrian Center

Up to 42% Off Private Horseback Riding Lessons at Greene Acres

53 Ware Road, Belchertown

$40$27

$24.30-39%Limited time

$21.87

4.9(46)

EXCLUSIVE: Six Flags Great Escape - Up to 43% Off

Six Flags Great Escape

EXCLUSIVE: Six Flags Great Escape - Up to 43% Off

89 Six Flags Drive, Queensbury

$91.54$51.99-43%

60–90 mins of Bowling Fun with Shoe Rental for Two or Four Players

Spare Time Entertainment - 3 CT Locations(3 Locations)

60–90 mins of Bowling Fun with Shoe Rental for Two or Four Players

129 Ella Grasso Turnpike, Windsor Locks

$57$37-35%

$29.97

4.8(9,983)

Phantom Fall Fest Admission at Lake Compounce (Up to 50% Off)

Lake Compounce

Phantom Fall Fest Admission at Lake Compounce (Up to 50% Off)

186 Enterprise Drive, Bristol

$65.99$32.99-50%

4.5(852)

Rise to the Challenge – Register for Spartan Race or Tough Mudder

Spartan Race & Tough Mudder(41 Locations)

Rise to the Challenge – Register for Spartan Race or Tough Mudder

Make this festive season unforgettable with an Experiences Groupon Gift Card!

Juggernaut Glass(2 Locations)

Join A Two-Hour Glass Bead Making Class Experience

122 Pleasant St., Easthampton

$125$79

$71.10-43%Limited time

$63.99

4.6(478)

Boston Explorer Pass Save up to 50% on Top Attractions

Book Online

Go City - Boston Explorer Pass(14 Locations)

Boston Explorer Pass Save up to 50% on Top Attractions

Book Online

Big Apple Circus Boston 2025

Big Apple Circus - Up to 25% Off

525 William F McClellan Highway, Boston

$36.60$27.45 /tk-25%

Wine tasting experience for 2 or 4 with souvenir glasses

R Dee Winery

Wine tasting experience for 2 or 4 with souvenir glasses

Hazardville, Enfield

$42$25

$22.50-46%Limited time

$20.25

4.6(699)

Unleash the Fun: 50% Off Arcade Game Card at AMF & Bowlero

Popular Gift

AMF – Bowlero – Bowlmor

Unleash the Fun: 50% Off Arcade Game Card at AMF & Bowlero

$50$25

$22.50-55%Limited time

$20.49

4.7(22,402)

Universal Orlando Resort: Save Big on Tickets - Buy Now!

Book Online

Universal Orlando Resort

Universal Orlando Resort: Save Big on Tickets - Buy Now!

Southwest Orlando, Orlando

$417.99$397.99-5%

FLASH SALE! Save up to 51% on Admission to One World Observatory!

One World Observatory

FLASH SALE! Save up to 51% on Admission to One World Observatory!

Explore Adventure on the Kennebec River with White-Water Rafting Trip

Henderson Senior Citizens Complex, Bingham

$149$82.50-45%

$66.82

4.9(92)

What others are saying

Chamrong

15, Oct

Wine Tasting Experience for 5 People (Each person samples 6 wines)

A nice outing

Wine Tasting & Summer Jazz Concert Series at Millbrook Winery

Megan

9, Oct

Admission for Adult / Teen to TWO-WAY TICKET for Fenimore Farm & Fenimore Art Museum

So much fun! Great guides talking about things like broom making, cooking, blacksmithing, weaving, and more. And the art gallery was beautiful with amazing food!

Entry to Fenimore Farm and Country Village +Fenimore Art Museum

Top Things To Do In Pittsfield, MA

Christmas Spectacular Starring the Radio City Rockettes® During the Rockettes 100th Anniversary (November 6 - January 4)

45 Minute to One-Hour, or Two-Hour Trail Rides at Cornerstone Ranch

Up to 73% Off Bowling with Shoe Rental Included at Bowlero

Cirque Dreams Holidaze - Up to 39% Off

Regal Premiere Movie Tickets for One, Two or Four for Movie Magic!

Experience All-Day Paintball Fun for Two, Four, or Six Players

Up to 42% Off Private Horseback Riding Lessons at Greene Acres

EXCLUSIVE: Six Flags Great Escape - Up to 43% Off

60–90 mins of Bowling Fun with Shoe Rental for Two or Four Players

Phantom Fall Fest Admission at Lake Compounce (Up to 50% Off)

Rise to the Challenge – Register for Spartan Race or Tough Mudder

Make this festive season unforgettable with an Experiences Groupon Gift Card!

Join A Two-Hour Glass Bead Making Class Experience

Boston Explorer Pass Save up to 50% on Top Attractions

Big Apple Circus - Up to 25% Off

Wine tasting experience for 2 or 4 with souvenir glasses

Unleash the Fun: 50% Off Arcade Game Card at AMF & Bowlero

Universal Orlando Resort: Save Big on Tickets - Buy Now!

FLASH SALE! Save up to 51% on Admission to One World Observatory!

Explore Adventure on the Kennebec River with White-Water Rafting Trip

What others are saying

Popular categories

Searches Nearby

Popular Searches

Get the Groupon App