8 Winter Day Trips Outside of Boston to Take this Winter

Winter in Boston gets a lot of flak, but there’s a lot to enjoy about the chilly months here in the Hub. Take advantage of the winter season by skiing, snowshoeing, tubing, and more during these winter day trips around Massachusetts. <a href="https://www.joyraft.com/event/cross-country-ski-snowshoe-at-the-weston-ski-track-weston-403116">Weston Ski Track</a> Distance: 12.8 miles from Downtown Transit: Accessible by car | MBTA Green Line Riverside stop + a 1.3-mile walk Info: Get in your cardio in a beautiful setting with cross country skiing and snowshoeing at the Weston Ski Track. The facility offers lessons for new skiers and snowshoers, equipment rentals, and races for the ski aficionados.  Pro Tip: Spice up an ordinary cross-country ski route by visiting the track after sunset for a serene and softly lit evening of night skiing.  <a href="https://www.joyraft.com/event/skiing-at-blue-hills-canton-403114">Blue Hills Ski Area</a> Distance: 16.6 miles from Downtown Transit: 716 MBTA Bus Info: Blue Hills is often heralded for its great hiking trails close to Boston, but you can also utilize this nature reservation for skiing in the winter. They offer day and season passes, lessons, and an exciting alpine race challenge. Pro Tip: There isn’t a restaurant at the ski area but if you take the 716 bus a couple stops further you’ll end up at <a href="https://trilliumbrewing.com/pages/canton">Trillium Brewing Company</a> for an apres-ski brew.  <a href="https://www.joyraft.com/event/tubing-at-nashoba-valley-tubing-park-littleton-403115">Nashoba Valley Tubing Park</a> (pictured)  Distance: 34.3 miles from Downtown Transit: Accessible by car Info: There’s nothing quite like the thrill of hurtling down a hill in an insulated snow tube having the time of your life. Recapture the childhood joy of sledding at the Nashoba Valley Tubing Park packed with slopes primed for your tubing adventure. Pro Tip: Head to the nearby <a href="https://kimballfarm.com/location/westford/">Kimball Farm</a> in Westford for a cozy lunch at their country store and cafe.  <a href="https://www.joyraft.com/event/winter-sport-at-ski-ward-ski-area-shrewsbury-403117">Ski Ward Ski Area </a> Distance: 36.8 miles from Downtown Transit: Accessible by car Info: This ski area offers 9 trails to explore on your skis, 4 lifts, and 8 tubing lanes for all-day winter fun. Equipment rentals and ski lessons are also available and you can grab lunch at the on-site Slopeside Bar &amp; Grille.  Pro Tip: In addition to standard lessons, Ski Ward Ski Area offers a Women’s Clinic where female instructors teach women who are new to skiing or looking to get back into it after a lapse.  <a href="https://www.joyraft.com/event/skiing-on-wachusett-mountain-princeton-403113">Wachusett Mountain</a> Distance: 60 miles from Downtown Transit: Fitchburg Commuter Rail Line Info: Get your ski fix by heading to Wachusett Mountain for a day on the slopes. Explore dozens of trails at different skill levels or take lessons to hone your technique. There are seven different restaurants and cafes in the resort to fuel you up on your lunch break.  Pro Tip: On select days Wachusett runs a shuttle between the MBTA train and the mountain. Keep an eye on the <a href="https://www.wachusett.com/the-mountain/your-visit/skitrain/">schedule here</a>. <a href="https://www.crotchedmtn.com/">Crotched Mountain</a> Distance: 77.9 miles from Downtown Transit: Accessible by car Info: Just an hour and a half drive from Boston, Crotched Mountain offers skiing, snowboarding, and lessons in both. There are 25 trails along the mountain serving beginners, intermediate skiers, and experts.  Pro Tip: On select evenings Crotched Mountain offers <a href="https://www.joyraft.com/event/midnight-madness-ski-party-at-crotched-mountain-bennington-1010956">night skiing and midnight ski parties</a> for a unique outdoor experience. <a href="https://berkshireeast.com/">Berkshire East</a> Distance: 119 miles from Downtown Transit: Accessible by car Info: The family-owned Berkshire East Mountain Resort is a ski and snowboarding hub in Western, Massachusetts. They also produce 100% of their electricity from onsite renewable energy. Enjoy skiing, snowboarding, and snowtubing.  Pro Tip: The Backyard at the Crazy Horse Bar &amp; Grill on property features roaring firepits, live music, and make-your-own s’mores every Saturday afternoon from 12-3pm from January 4 through February 22.   <a href="https://www.loonmtn.com/">Loon Mountain </a> Distance: 133 miles from Downtown Transit: Accessible by car Info: Nestled in the White Mountains in New Hampshire, Loon is about a two-hour drive from Boston offering 2,100 vertical feet of skiing, plus lessons. Explore 73 trails across three different peaks or enjoy snow tubing or an apres-ski experience at the on-site lodges.  Pro Tip: Keep an eye on their calendar for unique events like a <a href="https://www.joyraft.com/event/torchlight-parade-at-loon-mountain-lincoln-1010955">Torchlight Ski Parade</a> with fireworks and a <a href="https://www.joyraft.com/event/camp-iii-snowshoe-s-mores-at-loon-mountain-lincoln-1010954">Snowshoe and S’mores Après Party.</a>

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S22: conversations

Wondering what to do in Boston? Places to eat? Free activities? Good for a group? Date night spot? Girls night out? The best things to do? Ask Joyraft!

Best places to go in Boston? Things to do? Places to eat?

Questions & answers about things to do in Boston

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S4: top picks

The most fun, cool and unique things to do in Boston. Can’t miss events, shows and experiences. Concerts, restaurants, bars, free things in Boston and beyond.

The most fun and cool events happening around Boston

Hot and new things to do in Boston

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S11: happening this weekend

What to do in Boston this weekend? From festivals, concerts, performances, free events, screenings and more, Joyraft has the best things to do in Boston.

25+ things to do in Boston/Cambridge/Somerville this weekend

Things to do in Boston this weekend

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S21: roundups

Our top picks: outdoor dining, free events, spring festivals, best bars, upcoming concerts, museum parties - the latest in and around Boston.  Slug: joyraft-top-picks-best-things-to-do-boston-ma

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S28: calendar experiences

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S20: c+d experiences

Discover new, unique events and experiences happening in and around Boston. Perfect for date night, good for a group or with a friend. Be the first to know.

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S16: editor picks

The most unique and can’t miss things coming up in Boston / Cambridge / Somerville and beyond. Festivals, food, drinks, fairs, concerts, art and free activities.

Unique and Can’t Miss Things to Do in Boston

Can’t-miss things to do in Boston 🚨

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S2 (A): top experiences

The most popular things to do on Joyraft. Concerts, restaurants, bars, events, parties, openings, kid friendly, date ideas, free things in Boston and beyond.

Top 20 things to do in Boston

Top 20: Joyraft’s most popular

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S3 (A): trending experiences

Discover can’t miss events and things to do in Boston. The most fun, unique and cool events coming to the Boston area this spring and summer.

The hottest events happening in Boston

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S19: interest based

Kid-friendly events in Boston

S18: interest based

Where to eat and drink in Boston? Joyraft has Boston’s newest bars, restaurants and specials. Drinks and pre fixe dinner menus. Cambridge & Somerville too.

Boston Bars and Restaurants: Events and Openings

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8 Winter Day Trips Outside of Boston to Take this Winter

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