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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.

Plaza Palooza at Boston City HallBoston, Free
Plaza Palooza will welcome summer to City Hall, and include lawn games, free meals for kids 18 and under, the Boston Water and Sewer Commission water truck, the Boston Police Department 'Operation Hoodsie' ice cream...
Celebrate National Ice Cream Day with My/Mo Mochi Ice Cream!Boston, Free
Sun, July 21, 2019  -  Sun, July 21, 2019   
In honor of National Ice Cream Day, My/Mo Mochi Ice Cream is partnering with UNIQLO for an in-store pop up that is sure to blow your mouth’s mind!
Princess and Descendants Royal BrunchDedham, $$
Sun, August 4, 2019  -  Sun, August 4, 2019   
Come dressed as your favorite Princess or Descendants Character and be prepared for a day of royal fun! Meet, dance, sing and dine with Princess Aurora, Snow White, Mal & Evie!
Forge Ice Cream Bar Pop Up!Cambridge, Free
Sat, July 20, 2019  -  Sat, July 20, 2019   
Forge Ice Cream Bar is popping up inside of the award-winning chocolate shop EHChocolatier for a delicious afternoon of ice cream sandwiches, chocolate and more!
MR8K; A Run for GratitudeBoston, $
Mon, September 2, 2019  -  Mon, September 2, 2019   
The MR8K race is an annual 5-mile course (8K) that this year, will take place at Warrior Ice Arena at Boston Landing, the practice facility of the Boston Bruins.
Pa' la CalleJamaica Plain, Free
Wed, August 14, 2019  -  Wed, August 14, 2019   
Jóvenes en Acción is bringing arts to the street! Come through for an evening filled with performances and food. We will also have free ice cream from J.P. Licks!
Movie Night: RioJamaica Plain, Free
Wed, August 7, 2019  -  Wed, August 7, 2019   
Create a macaw mask, then grab some popcorn and move inside to watch Rio (rated G). We will also have free ice cream from J.P. Licks!
Steve's Ice Cream at ICA this Summer!Boston, $
Sun, June 9, 2019  -  Fri, August 9, 2019   
Crave the Unexpected with Steve's Ice Cream at ICA this Summer! Steve's is partnering with acclaimed artist Dan Lam & ICA to create unexpected installations and give out ice cream samples.
Cirque Du Soleil presents: AxelWorcester, $$$
Thu, December 5, 2019  -  Sun, December 8, 2019   
Cirque du Soleil Is Back on Ice a New Experience Fusing World-Class Ice Skating with Breathtaking Acrobatics at the DCU Center for six performances only.
An Evening with Champions 2019Cambridge, $
Fri, September 20, 2019  -  Sat, September 21, 2019   
Each fall, An Evening with Champions puts on a world-class skating exhibition to benefit The Jimmy Fund, the fundraising arm of the Dana-Farber Cancer Institute.
Ice Cream Festival at Bird ParkWalpole, Free
Sat, July 27, 2019  -  Sat, July 27, 2019   
I scream, you scream, we all scream for ice cream! Everyone’s favorite summer event at Bird Park is back— and bigger than ever! Music, games, and lots of ice cream!!!
Holiday Light Shows at the Greenway CarouselBoston, Free
Sun, December 1, 2019  -  Wed, January 1, 2020   
This winter, come experience beautiful light shows with family and friends at the Greenway Carousel. Enjoy your favorite holiday songs as you watch bright, festive light shows that perform every 30 minutes from 4:45 pm to 7:00pm.
Corn Mazes & Ice CreamNew Hampshire, $
Thu, August 1, 2019  -  Thu, October 31, 2019   
Corn mazes, make your own ice cream sundaes, pumpkins, mums, farm animals, country store, are all at Beech Hill Farm & Ice Cream Barn in Hopkinton, NH!
Stone Zoo Winter Activities and ExhibitsStoneham, $$
Tue, October 1, 2019  -  Mon, April 1, 2019   
Stone Zoo has the cure for cabin fever during long New England winters, so hold off on hibernating, because we’ve got plenty of amazing animals that don’t!
Franklin Park Zoo Winter Activities & ExhibitsBoston, $$$
Tue, October 1, 2019  -  Mon, April 1, 2019   
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!
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! Definitely call ahead tor public skating hours: 617-523-9327
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 BostonBoston, $$$
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In addition to learn-to-skate classes on Saturday afternoons and Monday evenings, there are now group lessons in several disciplines on Sunday afternoons. The Sunday classes include lessons in Free Skating, Pairs, Dance, Theatre on Ice and Synchronized Skating for both...
Rye Airfield Indoor Skate ParkNew Hampshire, $$
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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, $$
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Jay Gee's Ice Cream & Fun Center offers Ice cream, go-karts (Family Track or Slick Track, bumper boat rides, a batting cage, mini-golf, an arcade, and birthday parties.
Mount Washington/Bretton Woods Ski ResortNew Hampshire, $$$$
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Visit Bretton Woods, NH's largest and funnest ski area with 434 acres of skiing and snowboarding, including 101 trails and glades, as well as four terrain parks! Ten lifts, including four high-speed quads, make your ride up the mountain almost as fun as the ride down.
Sunday River Ski ResortMaine, $$
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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.