Boston Winter Fun - Skiing, Sledding & Skating and more
Winter is here in Boston and there are lots of activities to take advantage of in the region. Ski resorts both near & far offer great family action. Ice skating rinks both indoor & out provide a more low key, yet invigorating option. Last but not least - find a great sledding hill or just hike around and take in the beauty of winter. 
ISU World Figure Skating Championships 2025 at TD Garden, Boston, $$
Mon, March 24, 2025 - Sun, March 30, 2025
Hailed as figure skating's most prestigious annual event, the World Figure Skating Championships will take place in Boston at the TD Garden in March 2025.
Mon, March 24, 2025 - Sun, March 30, 2025
Hailed as figure skating's most prestigious annual event, the World Figure Skating Championships will take place in Boston at the TD Garden in March 2025.
Open Streets Boston 2023, 3 Locations, Free
Sun, June 25, 2023 - Sun, October 15, 2023
Experience Boston in a whole new way through Open Streets! Join us for a fun-filled day of walking, biking, skating, rolling, and family-friendly activities on car-free streets.
Sun, June 25, 2023 - Sun, October 15, 2023
Experience Boston in a whole new way through Open Streets! Join us for a fun-filled day of walking, biking, skating, rolling, and family-friendly activities on car-free streets.
First Night Skating Spectacular, Boston, Free
Sun, December 31, 2023
The Skating Club of Boston celebrates the New Year at The Boston Common Frog Pond with our annual Skating Spectacular! Delight in watching spins, jumps, lifts and fancy footwork from our community of talented skaters.
Sun, December 31, 2023
The Skating Club of Boston celebrates the New Year at The Boston Common Frog Pond with our annual Skating Spectacular! Delight in watching spins, jumps, lifts and fancy footwork from our community of talented skaters.
Boston Ballet's The Nutcracker 2023, Boston, $$
Fri, November 24, 2023 - Sun, December 31, 2023
A dazzling holiday tradition for the entire family! From the captivating dance of the Sugar Plum Fairy to the iconic snow scene, this enchanting holiday classic - set to the beloved music of Tchaikovsky - continues to...
Fri, November 24, 2023 - Sun, December 31, 2023
A dazzling holiday tradition for the entire family! From the captivating dance of the Sugar Plum Fairy to the iconic snow scene, this enchanting holiday classic - set to the beloved music of Tchaikovsky - continues to...
Mountains On Stage, Massachusetts, $$
Thu, December 7, 2023 - Thu, December 7, 2023
A film festival that aims to bring the mountains into cities!Winter 2023/2024 Mountains on Stage is back to celebrate its third screening at Arlington's Showplace!
Thu, December 7, 2023 - Thu, December 7, 2023
A film festival that aims to bring the mountains into cities!Winter 2023/2024 Mountains on Stage is back to celebrate its third screening at Arlington's Showplace!
Disney On Ice presents 'Into The Magic', Boston, $$
Thu, December 21, 2023 - Mon, January 1, 2024
Join hosts Mickey Mouse and Minnie Mouse for some action-packed extravaganza from December 21, 2023–January 1, 2024 at the Agganis Arena at Boston University featuring some of your favorite characters.
Thu, December 21, 2023 - Mon, January 1, 2024
Join hosts Mickey Mouse and Minnie Mouse for some action-packed extravaganza from December 21, 2023–January 1, 2024 at the Agganis Arena at Boston University featuring some of your favorite characters.
Boston Landing Holiday Stroll, Boston, Free
Sat, December 2, 2023
Take a trip down Candy Cane Lane with us! From pictures with Mr. & Mrs. Clause to carolers & hot cocoa, Boston Landing will be the setting of a true traditional winter wonderland!
Sat, December 2, 2023
Take a trip down Candy Cane Lane with us! From pictures with Mr. & Mrs. Clause to carolers & hot cocoa, Boston Landing will be the setting of a true traditional winter wonderland!
Lowell City of Lights Parade, Lowell, Free
Sun, November 26, 2023 - Sun, November 26, 2023
Come and celebrate during the annual City of Lights parade hosted in downtown Lowell to announce the official start to the holiday season and see the lighting of City Hall.
Sun, November 26, 2023 - Sun, November 26, 2023
Come and celebrate during the annual City of Lights parade hosted in downtown Lowell to announce the official start to the holiday season and see the lighting of City Hall.
Stone Zoo Winter Activities and Exhibits, Stoneham, $$
Sun, October 1, 2023 - Mon, April 1, 2024
Stone Zoo has the cure for cabin fever during long New England winters, so hold off on hibernating, because we’ve got plenty of amazing animals that don’t!
Sun, October 1, 2023 - Mon, April 1, 2024
Stone Zoo has the cure for cabin fever during long New England winters, so hold off on hibernating, because we’ve got plenty of amazing animals that don’t!
Franklin Park Zoo Winter Activities & Exhibits, Boston, $$$
Sun, October 1, 2023 - Sun, March 31, 2024
Franklin Park Zoo has the cure for cabin fever during long New England winters, so hold off on hibernating, because they’ve got plenty of amazing animals that don’t!
Sun, October 1, 2023 - Sun, March 31, 2024
Franklin Park Zoo has the cure for cabin fever during long New England winters, so hold off on hibernating, because they’ve got plenty of amazing animals that don’t!
Ski Vermont 5th Grade Passport, Vermont, $
Wed, November 1, 2023 - Thu, February 1, 2024
There is no better time to fall in love with snow-covered mountains of Vermont than during the final years of care-free adolescence. Get your 5th grade passport from Ski Vermont and your child can ski for free.
Wed, November 1, 2023 - Thu, February 1, 2024
There is no better time to fall in love with snow-covered mountains of Vermont than during the final years of care-free adolescence. Get your 5th grade passport from Ski Vermont and your child can ski for free.
Castle Island Walkway, Boston, Free
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The walkway the encircles Castle Island is a great place to walk, Roller blade or scooter, along Boston Harbor. This 22 acre land-bound island (it's the site of an old armory), features a number of interesting and entertaining features.
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The walkway the encircles Castle Island is a great place to walk, Roller blade or scooter, along Boston Harbor. This 22 acre land-bound island (it's the site of an old armory), features a number of interesting and entertaining features.
Ron's Candlepin Bowling Alley & Gourmet Ice Cream, Boston, $$
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A retro 10 lane alley in Hyde Park since 1979, featuring 10 lanes of candlepin bowling, along with Ron's famous Gourmet Ice Cream. The venue has been hosting leagues and bowling parties for generations of Bostonians. All lanes are open to the public (walk-ins warmly...
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A retro 10 lane alley in Hyde Park since 1979, featuring 10 lanes of candlepin bowling, along with Ron's famous Gourmet Ice Cream. The venue has been hosting leagues and bowling parties for generations of Bostonians. All lanes are open to the public (walk-ins warmly...
Snowport - Boston Seaport Ice Rink, Boston, $
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Now open, the Boston Seaport's new Snowport winterland features a 3,000 square foot ice skating rink, open from December through February in the same lot that the Cisco beer garden occupied during the summer, right on Seaport Boulevard.
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Now open, the Boston Seaport's new Snowport winterland features a 3,000 square foot ice skating rink, open from December through February in the same lot that the Cisco beer garden occupied during the summer, right on Seaport Boulevard.
Warrior Ice Arena, Brighton, $$
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Experience Warrior Ice Arena, the Boston Bruins new training and practice facility that’s also available to the public. Enjoy freestyle skating, public skate, ice time for hockey, Bruins practices and more!
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Experience Warrior Ice Arena, the Boston Bruins new training and practice facility that’s also available to the public. Enjoy freestyle skating, public skate, ice time for hockey, Bruins practices and more!
Bonneville's Family Thrill Hill at McinTyre Ski Area, New Hampshire, $$
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Bonneville's Family Thrill Hill is just an hour from Boston and features a conveyor carpet easily ferries tubers up to the top of the hill, where there are 8 tubing lanes and plenty of grooming machines for a smooth ride.
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Bonneville's Family Thrill Hill is just an hour from Boston and features a conveyor carpet easily ferries tubers up to the top of the hill, where there are 8 tubing lanes and plenty of grooming machines for a smooth ride.
Berkshire East - Beastly Snow Tubing Park, Western Mass, $$
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Beastly Tubing Park is a small tubing area, featuring three tubing lanes, but lines are generally short, and the 450-foot runs are definitely a thrill. Tubing runs are open on weekends during peak ski season, and is done in 2 hour time blocks.
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Beastly Tubing Park is a small tubing area, featuring three tubing lanes, but lines are generally short, and the 450-foot runs are definitely a thrill. Tubing runs are open on weekends during peak ski season, and is done in 2 hour time blocks.
Steriti Ice Rink in Boston's North End, Boston, Free
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The Steriti Ice Rink in Boston's North End is an easy walk from North Station. The indoor rink is open from late November until mid-March, and public skating (while rather limited) is free!
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The Steriti Ice Rink in Boston's North End is an easy walk from North Station. The indoor rink is open from late November until mid-March, and public skating (while rather limited) is free!
The Skating Club of Boston Skating Academy, Boston, $$
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The Skating Club of Boston Skating Academy is New England’s premier ice skating school, offering top-quality instruction and small group ice skating lessons for children and adults using the Learn to Skate USA curriculum endorsed by U.S. Figure Skating and USA Hockey.
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The Skating Club of Boston Skating Academy is New England’s premier ice skating school, offering top-quality instruction and small group ice skating lessons for children and adults using the Learn to Skate USA curriculum endorsed by U.S. Figure Skating and USA Hockey.
Colonial Figure Skating Club, Boxborough, $$
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The Colonial Figure Skating Club has been leading the way in Learn to Skate FUN for over 40 years! Our dedicated staff is comprised of coaches with the highest standards of rankings, certifications and coaching experience.
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The Colonial Figure Skating Club has been leading the way in Learn to Skate FUN for over 40 years! Our dedicated staff is comprised of coaches with the highest standards of rankings, certifications and coaching experience.
Ice Skating at Stoneham Town Common Rink, Stoneham, Free
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Stoneham has recently added a free outdoor skating rink at the town common. Bring your own skates – open 9AM to 9PM.
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Stoneham has recently added a free outdoor skating rink at the town common. Bring your own skates – open 9AM to 9PM.
Winter Ice at The Point, Littleton, $$
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Winter Ice is a seasonal outdoor ice skating rink located at The Point. Winter Ice is ideal for skaters of all ages and skill levels from beginners to figure skaters and hockey teams, and is designed to provide a gathering place for the community where families and friends...
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Winter Ice is a seasonal outdoor ice skating rink located at The Point. Winter Ice is ideal for skaters of all ages and skill levels from beginners to figure skaters and hockey teams, and is designed to provide a gathering place for the community where families and friends...
Chez-Vous Roller Skating Rink, Dorchester, $$
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For over 80 years, Chez-Vous Roller Rink has provided family fun and entertainment to many all over Massachusetts. Join in on the fun! Open 7 days out the week.
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For over 80 years, Chez-Vous Roller Rink has provided family fun and entertainment to many all over Massachusetts. Join in on the fun! Open 7 days out the week.
Worcester Common Ice Skating Oval, Worcester, $
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This 12,000-square-foot rink (that's 4,000 square feet larger than the size of the Rink at Rockefeller Center) is complete with amenities such as piped-in music, skate rentals, lockers, concessions, holiday lights, and more, making it a fun and affordable family-friendly...
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This 12,000-square-foot rink (that's 4,000 square feet larger than the size of the Rink at Rockefeller Center) is complete with amenities such as piped-in music, skate rentals, lockers, concessions, holiday lights, and more, making it a fun and affordable family-friendly...
Jack Kirrane Ice Skating Rink, Brookline, $
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Located within Brookline’s 64-acre Larz Anderson Park, this rink offers skating lessons and rink rentals for private parties.
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Located within Brookline’s 64-acre Larz Anderson Park, this rink offers skating lessons and rink rentals for private parties.
Pico Mountain, Vermont, $$$
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One of Pico's best aspects is that guests can enjoy the experience of a large mountain with the personal touch of a small ski area. Most of the trails end up at the same base point so it is extremely family friendly.
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One of Pico's best aspects is that guests can enjoy the experience of a large mountain with the personal touch of a small ski area. Most of the trails end up at the same base point so it is extremely family friendly.
Magic Mountain, Vermont, $$
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Magic Mountain offers skiers and riders a true alternative to today's crowded corporate resorts. Magic's original 1960s-style trails deliver a more interesting and fun experience at all ability levels.
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Magic Mountain offers skiers and riders a true alternative to today's crowded corporate resorts. Magic's original 1960s-style trails deliver a more interesting and fun experience at all ability levels.
Bromley Mountain Resort, Vermont, $$
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A classic Vermont ski resort must offer variety. From dyed-in-the-wool experts to which-end-is-up tyros, Bromley has the ski terrain you crave to carve.
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A classic Vermont ski resort must offer variety. From dyed-in-the-wool experts to which-end-is-up tyros, Bromley has the ski terrain you crave to carve.
Burke Mountain, Vermont, $$$
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Enjoy 270 acres of true Vermont skiing and riding, narrow trails that play with the contours of the mountain, separated by deep glades that hide powder for days.
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Enjoy 270 acres of true Vermont skiing and riding, narrow trails that play with the contours of the mountain, separated by deep glades that hide powder for days.
Trapp Family Lodge, Vermont, $$
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Cross-country skiing, backcountry skiing, and snowshoeing are a few of their favorite things at Trapp Family Lodge. More than 37 miles of groomed trails and 62 miles of backcountry trails make this one of the largestcross-country ski resorts in New England.
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Cross-country skiing, backcountry skiing, and snowshoeing are a few of their favorite things at Trapp Family Lodge. More than 37 miles of groomed trails and 62 miles of backcountry trails make this one of the largestcross-country ski resorts in New England.
Craftsbury Outdoor Cross Country Ski Center, Vermont, $
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In the heart of Vermont's unspoiled Northeast Kingdom, you'll find some of the finest cross-country skiing in New England. Winter provides guests the opportunity to ski and snowshoe across nearly 53 miles of groomed trails throughout valleys, villages and forests.
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In the heart of Vermont's unspoiled Northeast Kingdom, you'll find some of the finest cross-country skiing in New England. Winter provides guests the opportunity to ski and snowshoe across nearly 53 miles of groomed trails throughout valleys, villages and forests.
Blueberry Hill Cross-Country Ski Center, Vermont, $
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Set in the Green Mountains, this center has more than 40 years of cross-country ski experience. Spend time on more than 43 miles of trails in lands that are protected as the Moosalamoo National Recreation Area.
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Set in the Green Mountains, this center has more than 40 years of cross-country ski experience. Spend time on more than 43 miles of trails in lands that are protected as the Moosalamoo National Recreation Area.
Reasons to be Cheerful Cafe, Concord, $$
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Fun for kids and adults. Go behind the scenes at Reasons To Be Cheerful and make a batch of delicious ice cream. Each partygoer gets to create his/her own pint of fresh ice cream using our wide assortment of variegates and inclusions (ice cream speak for streak sauces and...
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Fun for kids and adults. Go behind the scenes at Reasons To Be Cheerful and make a batch of delicious ice cream. Each partygoer gets to create his/her own pint of fresh ice cream using our wide assortment of variegates and inclusions (ice cream speak for streak sauces and...
The Hubway: Boston Bike Sharing, Boston, $
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New Balance Hubway is our new Boston bike sharing system providing you with an accessible and green transit option. Choose between an Annual, 3-Day or 24-Hour membership and access our fleet when you want it, 3 seasons a year (the system is shut down in the winter).
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New Balance Hubway is our new Boston bike sharing system providing you with an accessible and green transit option. Choose between an Annual, 3-Day or 24-Hour membership and access our fleet when you want it, 3 seasons a year (the system is shut down in the winter).
Yawgoo Valley Ski & Sports Park, Rhode Island, $$
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Yawgoo Valley is family owned and operated, and proud to provide a fun and safe experience for responsible skiers and riders.
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Yawgoo Valley is family owned and operated, and proud to provide a fun and safe experience for responsible skiers and riders.
Ragged Mountain Ski Area, New Hampshire, $$
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Located just 90 minutes from downtown Boston, Ragged Mountain is the closest place in New England to lose yourself. With lift access to two peaks, 45 trails (30% Novice, 40% Intermediate, 30% Expert; this is a great mountain for the whole family.
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Located just 90 minutes from downtown Boston, Ragged Mountain is the closest place in New England to lose yourself. With lift access to two peaks, 45 trails (30% Novice, 40% Intermediate, 30% Expert; this is a great mountain for the whole family.
Kendall Square Community Ice Skating, Cambridge, $
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Kendall Square Community Ice Skating is a seasonal outdoor ice skating rink located in the heart of East Cambridge just minutes from downtown Boston. The rink offers skate rentals, lessons, private rink rentals, and a cafe serving hot drinks and snacks.
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Kendall Square Community Ice Skating is a seasonal outdoor ice skating rink located in the heart of East Cambridge just minutes from downtown Boston. The rink offers skate rentals, lessons, private rink rentals, and a cafe serving hot drinks and snacks.
Boch Ice Center, Dedham, $
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The Boch Ice Center of Dedham is home to various hockey and skating programs across the state. The state of the art facility has two ice surfaces, training gym, street hockey court, and heated lounge area.
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The Boch Ice Center of Dedham is home to various hockey and skating programs across the state. The state of the art facility has two ice surfaces, training gym, street hockey court, and heated lounge area.
Killington Mountain Ski Resort, Vermont, $$$
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Variety is the spice of skiing and riding and it’s the reason skiers and riders of all abilities make the pilgrimage to The Beast. Six mountains. 140 trails. Over 70 miles of terrain. An extensive lift network featuring two high-speed gondolas that service everything from...
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Variety is the spice of skiing and riding and it’s the reason skiers and riders of all abilities make the pilgrimage to The Beast. Six mountains. 140 trails. Over 70 miles of terrain. An extensive lift network featuring two high-speed gondolas that service everything from...
Loon Mountain, New Hampshire, $$$
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Exceptional New England & New Hampshire ski resort, Loon Mountain offers the perfect ski vacation, ski package & summer vacation in the New Hampshire White Mountains.
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Exceptional New England & New Hampshire ski resort, Loon Mountain offers the perfect ski vacation, ski package & summer vacation in the New Hampshire White Mountains.
Mount Sunapee Ski Resort, New Hampshire, $$$
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Mount Sunapee Resort is located in southern New Hampshire in close proximity to Interstates I-89 and I-91. The mountain offers 65 trails over 230 skiable acres. There is only one high-speed quad lift though (also one slower quad, a triple and a double), so during peak...
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Mount Sunapee Resort is located in southern New Hampshire in close proximity to Interstates I-89 and I-91. The mountain offers 65 trails over 230 skiable acres. There is only one high-speed quad lift though (also one slower quad, a triple and a double), so during peak...
The Skating Club of Boston, 2 Locations, $$$
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In addition to learn-to-skate classes on Saturday afternoons and Monday evenings, there are now group lessons in several disciplines on Sunday afternoons. The Sunday classes include lessons in Free Skating, Pairs, Dance, Theatre on Ice and Synchronized Skating for both...
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In addition to learn-to-skate classes on Saturday afternoons and Monday evenings, there are now group lessons in several disciplines on Sunday afternoons. The Sunday classes include lessons in Free Skating, Pairs, Dance, Theatre on Ice and Synchronized Skating for both...
Ravenswood Park, Gloucester, Free
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Long treasured by residents of Gloucester and neighboring towns, Ravenswood Park offers a tranquil wooded setting for walking, cross-country skiing, or snowshoeing along almost ten miles of trails and carriage paths.
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Long treasured by residents of Gloucester and neighboring towns, Ravenswood Park offers a tranquil wooded setting for walking, cross-country skiing, or snowshoeing along almost ten miles of trails and carriage paths.
Jay Gee's Ice Cream & Fun Center, Methuen, $$
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Jay Gee's Ice Cream & Fun Center offers Ice cream, go-karts (Family Track or Slick Track, bumper boat rides, a batting cage, mini-golf, an arcade, and birthday parties.
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Jay Gee's Ice Cream & Fun Center offers Ice cream, go-karts (Family Track or Slick Track, bumper boat rides, a batting cage, mini-golf, an arcade, and birthday parties.
Bretton Woods Ski Resort, New Hampshire, $$$$
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Visit Bretton Woods, NH's largest and funnest ski area with 434 acres of skiing and snowboarding, including 101 trails and glades, as well as four terrain parks! Ten lifts, including four high-speed quads, make your ride up the mountain almost as fun as the ride down.
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Visit Bretton Woods, NH's largest and funnest ski area with 434 acres of skiing and snowboarding, including 101 trails and glades, as well as four terrain parks! Ten lifts, including four high-speed quads, make your ride up the mountain almost as fun as the ride down.
Sunday River Ski Resort, Maine, $$
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Sunday River is a four season resort in the mountains of Maine offering great lodging deals and the best skiing, snowboarding and golf in New England.
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Sunday River is a four season resort in the mountains of Maine offering great lodging deals and the best skiing, snowboarding and golf in New England.
Attitash Mountain Ski Area, New Hampshire, $$
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Attitash is a four season resort located in Bartlett New Hampshire, which is in the heart of the White Mountains. As one of New Hampshire's largest ski areas we offer a variety of terrain and slope side lodging with ski in ski out availability.
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Attitash is a four season resort located in Bartlett New Hampshire, which is in the heart of the White Mountains. As one of New Hampshire's largest ski areas we offer a variety of terrain and slope side lodging with ski in ski out availability.
Cranmore Ski Resort, New Hampshire, $$
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Cranmore Mountain resort offers some of the best skiing and snowboarding in New England/New Hampshire. Come enjoy Cranmore's groomed runs, terrain parks, kids programs, ski school, tubing, and much more.
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Cranmore Mountain resort offers some of the best skiing and snowboarding in New England/New Hampshire. Come enjoy Cranmore's groomed runs, terrain parks, kids programs, ski school, tubing, and much more.
Crotched Mountain Ski Area, New Hampshire, $$
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Ski & Ride with the whole family in New Hampshire. State of the art grooming and a great family atmosphere make Crotched Mountain a fin destination for skiers.
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Ski & Ride with the whole family in New Hampshire. State of the art grooming and a great family atmosphere make Crotched Mountain a fin destination for skiers.
Saskadena Six Ski Area (formerly Suicide Six), Vermont, $$
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Saskadena Six is one of the most family-friendly ski areas in Vermont. With 30% beginner, 40% intermediate and 30% advanced slope ratings, there's a safe trail for the skier of every age and ability.
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Saskadena Six is one of the most family-friendly ski areas in Vermont. With 30% beginner, 40% intermediate and 30% advanced slope ratings, there's a safe trail for the skier of every age and ability.