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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.

Virtual Spring Celebration Fundraiser with American Rep TheaVirtual/Online, Free
Sat, June 5, 2021   
Gone is the winter of our discontent, and now we look onwards towards our upcoming season of shows. To mark the moment, A.R.T. is throwing a party for our first ever virtual Spring Celebration!
Snowport - Boston Seaport Ice Rink & Curling LanesBoston
Wed, December 15, 2021  -  Tue, March 1, 2022   
This year, the Snowport Ice Rink & Beer Garden will not be open, however there are lots of great new winter activities to enjoy! Now open, the Seaport's new Snowport winterland features a 3,000 square foot ice skating...
Snow White and Other Tales with Puppet ShowplaceVirtual/Online, $$
Sun, May 16, 2021  -  Sun, May 16, 2021   
See “Little Red Riding Hood” as it might have been performed in ancient Rome, play pranks with the medieval puppet cast of “The Princess and the Pea” and get a taste of Dad’s unusual sense of humor in a dinner-table...
Frog Pond Ice Rink Opening DayBoston, Free
Thu, November 18, 2021   
The Skating Club of Boston is looking forward to another season of fun on the ice at the Frog Pond! Come down to skate and have some fun kicking off the 2021 season.
Jimmy Fund Scooper Bowl 2021 (Dates TBD)Boston, $$
Fri, June 4, 2021  -  Sun, June 6, 2021   
Join the fun at the Scooper Bowl, the nation's largest all-you-can-eat ice cream festival and the unofficial kick-off of summer in Boston at City Hall Plaza.
Birding for Beginners (Ages 7-14)Boylston
Sun, May 9, 2021  -  Sun, May 9, 2021   
Where do birds go in the winter? What common species are in my neighborhood? How do I identify birds? Learn the answers to these questions and more on this family birding adventure.
Snowbound FestivalBoston
Fri, November 19, 2021  -  Sun, November 21, 2021   
The Snowbound Festival serves as the official kick off for winter that brings the community together to celebrate our collective excitement about the coming season.
Lowell City of Lights Parade 2021Lowell, Free
Sun, November 28, 2021  -  Sun, November 28, 2021   
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.
Salem Heritage DaysSalem
Sun, August 1, 2021  -  Mon, August 9, 2021   
This perennial favorite features food, fun, and activities for all ages, highlights include the Essex Street Fair, the Ice Cream Bowl, and the Car Show on Chestnut Street.
Ron's Candlepin Bowling Alley & Gourmet Ice CreamBoston, $$
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A retro 10 lane alley in Hyde Park since 1979, featuring 10 lanes of candlepin bowling, along with Ron's famous Gourmet Ice Cream. The venue has been hosting leagues and bowling parties for generations of Bostonians. All lanes are open to the public (walk-ins warmly...
Snowport - Boston Seaport Ice RinkBoston, $
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Now open, the Boston Seaport's new Snowport winterland features a 3,000 square foot ice skating rink, open from December through February in the same lot that the Cisco beer garden occupied during the summer, right on Seaport Boulevard.
Warrior Ice ArenaBrighton, $$
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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 AreaNew Hampshire, $$
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Bonneville's Family Thrill Hill is just an hour from Boston and features a conveyor carpet easily ferries tubers up to the top of the hill, where there are 8 tubing lanes and plenty of grooming machines for a smooth ride.
Bershire East - Beastly Snow Tubing ParkWestern Mass, $$
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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.
Steriti Ice Rink in Boston's North EndBoston, 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 AcademyBoston, $$
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The Skating Club of Boston Skating Academy is New England’s premier ice skating school, offering top-quality instruction and small group ice skating lessons for children and adults using the Learn to Skate USA curriculum endorsed by U.S. Figure Skating and USA Hockey.
Colonial Figure Skating ClubBoxborough, $$
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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 RinkStoneham, 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.
Winter Ice at The PointLittleton, $$
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Winter Ice is a seasonal outdoor ice skating rink located at The Point. Winter Ice is ideal for skaters of all ages and skill levels from beginners to figure skaters and hockey teams, and is designed to provide a gathering place for the community where families and friends...
Chez-Vous Roller Skating RinkDorchester, $$
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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 OvalWorcester, $
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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 RinkBrookline, $
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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 MountainVermont, $$$
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One of Pico's best aspects is that guests can enjoy the experience of a large mountain with the personal touch of a small ski area. Most of the trails end up at the same base point so it is extremely family friendly.
Magic MountainVermont, $$
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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 ResortVermont, $$
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A classic Vermont ski resort must offer variety. From dyed-in-the-wool experts to which-end-is-up tyros, Bromley has the ski terrain you crave to carve.
Burke MountainVermont, $$$
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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 LodgeVermont, $$
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Cross-country skiing, backcountry skiing, and snowshoeing are a few of their favorite things at Trapp Family Lodge. More than 37 miles of groomed trails and 62 miles of backcountry trails make this one of the largestcross-country ski resorts in New England.
Craftsbury Outdoor Cross Country Ski CenterVermont, $
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In the heart of Vermont's unspoiled Northeast Kingdom, you'll find some of the finest cross-country skiing in New England. Winter provides guests the opportunity to ski and snowshoe across nearly 53 miles of groomed trails throughout valleys, villages and forests.
Blueberry Hill Cross-Country Ski CenterVermont, $
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Set in the Green Mountains, this center has more than 40 years of cross-country ski experience. Spend time on more than 43 miles of trails in lands that are protected as the Moosalamoo National Recreation Area.
Reasons to be Cheerful CafeConcord, $$
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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...
Bousquet Mountain Seasonal FunWestern Mass, $$
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Bousquet Mountain offers skiing in winter, but when the snow is gone, enjoy six waterslides, an activity pool, zip-line, 9-hole disc golf course, mini-golf, bungy-trampoline, climbing wall, bounce castle and the brand new Adventure Park ropes course.
The Hubway: Boston Bike SharingBoston, $
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New Balance Hubway is our new Boston bike sharing system providing you with an accessible and green transit option. Choose between an Annual, 3-Day or 24-Hour membership and access our fleet when you want it, 3 seasons a year (the system is shut down in the winter).
Yawgoo Valley Ski & Sports ParkRhode Island, $$
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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.
Ragged Mountain Ski AreaNew Hampshire, $$
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Located just 90 minutes from downtown Boston, Ragged Mountain is the closest place in New England to lose yourself. With lift access to two peaks, 45 trails (30% Novice, 40% Intermediate, 30% Expert; this is a great mountain for the whole family.
Kendall Square Community Ice SkatingCambridge, $
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Kendall Square Community Ice Skating is a seasonal outdoor ice skating rink located in the heart of East Cambridge just minutes from downtown Boston. The rink offers skate rentals, lessons, private rink rentals, and a cafe serving hot drinks and snacks.
Boch Ice CenterDedham, $
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The Boch Ice Center of Dedham is home to various hockey and skating programs across the state. The state of the art facility has two ice surfaces, training gym, street hockey court, and heated lounge area.
Killington Mountain Ski ResortVermont, $$$
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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 MountainNew Hampshire, $$$
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Exceptional New England & New Hampshire ski resort, Loon Mountain offers the perfect ski vacation, ski package & summer vacation in the New Hampshire White Mountains.
Mount Sunapee Ski ResortNew Hampshire, $$$
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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...
The Skating Club of Boston2 Locations, $$$
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In addition to learn-to-skate classes on Saturday afternoons and Monday evenings, there are now group lessons in several disciplines on Sunday afternoons. The Sunday classes include lessons in Free Skating, Pairs, Dance, Theatre on Ice and Synchronized Skating for both...
Rye Airfield Indoor Skate ParkNew Hampshire, $$
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Rye Airfield's year-round, 50,000 square foot indoor facility has everything you’ve dreamed about riding or skating, all under one roof. Try a Ramp Camp or an overnight!
Ravenswood ParkGloucester, 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.
Jay Gee's Ice Cream & Fun CenterMethuen, $$
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Jay Gee's Ice Cream & Fun Center offers Ice cream, go-karts (Family Track or Slick Track, bumper boat rides, a batting cage, mini-golf, an arcade, and birthday parties.
Bretton Woods Ski ResortNew Hampshire, $$$$
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Visit Bretton Woods, NH's largest and funnest ski area with 434 acres of skiing and snowboarding, including 101 trails and glades, as well as four terrain parks! Ten lifts, including four high-speed quads, make your ride up the mountain almost as fun as the ride down.
Sunday River Ski ResortMaine, $$
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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 AreaNew Hampshire, $$
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Attitash is a four season resort located in Bartlett New Hampshire, which is in the heart of the White Mountains. As one of New Hampshire's largest ski areas we offer a variety of terrain and slope side lodging with ski in ski out availability.
Cranmore Ski ResortNew Hampshire, $$
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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.
Crotched Mountain Ski AreaNew Hampshire, $$
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Ski & Ride with the whole family in New Hampshire. State of the art grooming and a great family atmosphere make Crotched Mountain a fin destination for skiers.
Suicide Six Ski AreaVermont, $$
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Suicide 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.
DCR Ice Skating Rinks in MAMassachusetts, $
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Ice skating is a great winter activity for people of all ages and abilities. Many ice skating rinks have skate rentals and snack concessions.