Cape May is the best spot to visit for a little rest, relaxation and – of course – good old-fashioned fun, even in the winter. Whether you’re looking for family-friendly activities or an unforgettable night on the town, Cape May is the spot for you this winter. Here are some upcoming Cape May winter events we think you’ll love:



Toddler Skate at Cape May Convention Hall

Get your little ones out of the house and onto the proverbial ice for a morning of roller skating. Bring your own roller skates (or in-line skates) or rent from the Convention Hall facility. Admission is $5 per person and skate rentals are $2 for traditional skates or $4 for in-line skates. Admission for non-skaters is just $2.

  • Friday, January 18, 2019 | 9:30 am – 11:30 am
  • Friday, January 25, 2019 | 9:30 am – 11:30 am


Teen Roller Skating at Cape May Convention Hall

Just for teens, enjoy getting to know new friends or spending time with old ones. Bring your own skates, or rent from the Convention Hall. Refreshments like soft drinks, water, and snacks are available for purchase from the concession stand.

  • Friday, January 18, 2019 | 6:30 pm – 8:00 pm
  • Friday, January 25, 2019 | 6:30 pm – 8:00 pm


Good Old-fashioned Fun

Crafts & Collectibles in Winter Show

Stop by the Crafts & Collectibles in Winter show and enjoy a variety of vendors and displays. It’s the perfect place to fine one-of-a-kind items for loved ones, or to get a head start on next years holiday shopping! You’re sure to find something for everyone.

  • Saturday, February 16, 2019 | 10:00 am – 4:00 pm
  • Sunday, February 17, 2019 | 10:00 am – 4:00 pm


Broadway Musical Sing-Along at Congress Hall

Join us in the Ballroom for show-stopping hits from Broadway favorites. Enjoy songs from talented artists and belt out some classics from your favorite musicals. Featuring Myra Vassian, Broadway Performers, and you! Admission prices for dinner and the show are $37 for adults and $10 for children. Tickets to the concert only are $16

  • Sunday, February 17, 2019 | 7:30 pm – 9:00 pm


Hollywood Musical Classics – That’s Entertainment! at Lucky Bones

This new and exciting multimedia exploration of music and movies takes a look at blockbuster musicals from silent films to The Sound of Music. Alex Breve will be presenting. This event includes a Lucky Bones’ buffet and reservations are required. Join us!

  • Saturday, February 26, 2019 |12pm am – 3pm


Out on the Town

UnCorked Comedy at Willow Creek Winery

January through March, visit Willow Creek Winery for Comedy UnCorked. Enjoy a three-course dinner, wine pairing and comedy show starring a different group of comedians each month. Tickets are $65

  • Saturday, January 19, 2019 | 6:00 pm – 10:00 pm
  • Saturday, February 16, 2019 | 6:00 pm – 10:00 pm
  • Saturday, March 16, 2019 | 6:00 pm – 10:00 pm


Live Music at the Cape May Winery

Join the folks at Cape May Winery after hours – every Friday – for live music that never disappoints. Grab a table on their outdoor patio and stay toasty by the fire.

  • Friday, January 18, 2019 | 5pm – 8pm
  • Friday, January 25, 2019 | 5pm – 8pm
  • Friday, February 01, 2019 | 5pm – 8pm
  • Friday, February 08, 2019 | 5pm – 8pm


Chocolate Lover’s Feast at the Washington Inn

Visit the Washington Inn this February for the semi-annual Chocolate-lover’s Feast! Surprise your special someone this Valentine’s Day weekend with a romantic trip to this chocolate-lover’s paradise. Plus, here you’ll learn how each sweet treat was made by the chefs who prepared them. Admission is $40.

  • Saturday, February 16, 2019 | 1:00 pm – 3:00 pm


Check out any of these special Cape May winter events on your next visit. There’s always something fun to do nearby! And, don’t forget, book your stay at the Montreal Beach Resort for Spring/Summer 2019. We’re filling up fast so don’t delay.

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