Top 5 Winter Wonderland Walks

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Guaranteed To Warm Your Holiday Spirit

It’s that time of the year when everyone is on different points on the spectrum - The Festive Holiday Spectrum, that is. You know the one. It ranges from Bah-Humbug-Scrooge-Is-My-Hero to Mistletoe-and-Glitter-Are-Magical.

You can pretty much size someone up to see where they lie on the festivity scale. Obvious clues: the reindeer antler head piece, the ugly Christmas sweater, uncontrollable bopping to Mariah Carey’s “All I Want for Christmas.”

Of course, not everyone is in full-on holiday spirit. Despite the trend of the Holiday Season slithering ever closer to Halloween, December arrives with the stress of finding that perfect gift, sprinting to fulfill that end-of-year work goal, cramming for semester exams, and fretting over upcoming travel plans.

As 2017 comes to an end, it’s now or never to unthaw the Yuletide spirit. Our recommendation? Sensory immersion. Go for a walk in a winter wonderland in your hometown and take in all the sights, tunes, smells and samples. We even made it easy for the Ebenezers out there and did the research so you don’t have to.

Happy Holidays,


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New York

Sidewalk: Skyscrapers, Art Deco & Bitter Rivalries: The Landmarks of Midtown East

Why: Midtown Manhattan knows how to decorate for the holidays. Meander past the Empire State Building enrobed in red and green, the lions in front of the New York Public Library draped in wreaths, hotels showing off their evergreens and gingerbread, and ice skaters twirling in Rockefeller Center.

Go on the Sidewalk -->

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San Francisco

Sidewalk: Hiding in Plain Sight: Secret Romance in Union Square | Presented by the Burritt Room

Why: This cocktail and dinner Sidewalk around downtown, leads you to Union Square, the mecca of Bay Area holiday pageantry. From the ice skating rink, to the wreaths decorating Macy’s, to the gingerbread castles in the Westin St. Francis and the 83-foot tall Christmas tree, there is something to warm the heart in every Grinch.

Go on the Sidewalk -->

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Washington DC

Sidewalk: The Instagram-Worthy, Tastebud-Approved Walk Of Georgetown

Why: DC’s oldest neighborhood is extra quaint during the holidays, but there is another reason to walk the cobblestone streets. For its 4th year, Georgetown is hosting a free public art exhibition throughout the neighborhood. Georgetown Glow, an outdoor carnival of lights. December 8 - January 7, 5-10pm.

Go on the Sidewalk -->

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Los Angeles

Sidewalk: Art Deco, Foodie Culture, Flying Books & Movie Sets: The Evolution of Downtown LA

Why: 70 degrees and sunny isn’t the typical winter forecast, but that doesn’t mean you can’t get into the spirit. Among the skyscrapers of downtown is Pershing Square’s outdoor holiday skating rink—one of the biggest in the Los Angeles. There are theme nights as well, so be on the lookout for DJs, curling lessons and more.

Go on the Sidewalk -->

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Sidewalk: Best Day in Boston: Revolutionaries, Gardens & Italian Pastries

Why: Downtown Boston is decked out for the holidays. Along this walk of the best of Boston, you stroll along the festive Newbury Street, take a reprieve along the Commonwealth footpath past the light-wrapped trees, stop by a Christmas Market in City Hall Plaza and find a 350,000 LED light concert in Faneuil Hall performing the Hallelujah Chorus (between 4:30pm - 10pm through January 5th).

Go on the Sidewalk -->

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Jason Donahue, Co-Founder & CEO

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