Valentine’s & President’s Weekend

Valentine’s & President’s Day Weekend

  • When: Fri, 2/14 – Sun, 2/16
  • Where: All over Provincetown

Valentine’s & President’s Day Weekends in Provincetown

Ptown is the perfect place for a romantic, winter getaway. With so many cozy inns to choose from, delicious restaurants, and beautiful views, Provincetown has everything you need to woo your Valentine! Here are some suggestions to get you planning outside the heart-shaped chocolate box.

Special Events:

The Provincetown Theater The Provincetown Theater, in conjunction with The Provincetown Playwrights’ Lab, presents the 10th anniversary production of The 24-Hour Plays on Valentine’s/Presidents’ Day weekend. Seven writers, seven directors and 21 actors will participate in the annual event in which plays are written, rehearsed, and premiered within 24 hours. The 2020 playwrights are Lucy Blood, Linda Fiorella, Tamora Israel, Bob Keary, Jody O’Neil, Fermin Rojas and Kate Wallace-Rogers. Shows on Saturday night and a Sunday matinee. Buy Tickets

At the Crown & Anchor: Jonathan Hawkins and Jonathan Richardson, two Provincetown favorites, join together for an evening of Love Songs – a show for those in (or out of) love. From Broadway’s greatest duets to your favorite torch songs, the pair will present a musical evening perfect for those who love the romance of Valentine’s Day. Buy Tickets

Dine at one of the many restaurants:  Start an evening out by sharing a quiet dinner at one of the many restaurants still open during “off-season.” Check out our What’s Open: Eats page for up-to-date information on your favorite restaurants.

Shop local: Visit some of the unique stores still open for “off-season” to find a one-of-a-kind gift for your Valentine! Here’s a list of the shops and services that are open!

Walk the Jetty: Put on your coats and take a walk arm-in-arm at the West End jetty.

Watch the Sunset at Herring Cove Beach: The sun setting over the water makes for a romantic start to an evening out. Pack a blanket and head to Herring Cove Beach, one of the best spots in PTown to watch the sunset! Here’s how to get there.

Go see a film at Waters Edge Cinema: Provincetown’s art house cinema is open year-round. The Water’s Edge Cinema is part of the Provincetown Film Society, a non-profit organization who’s mission is to foster the film arts in Provincetown. The great arts organization also runs the Provincetown International Film Festival and the Provincetown Film Institute. Enjoy a film and support Provincetown film arts at the same time!

Take in the arts in Provincetown: The Provincetown Art Association and Museum (PAAM) is a nationally recognized, accredited, year-round cultural institution. PAAM fuses the creative energy of America’s oldest art colony with the natural and boundless beauty of Cape Cod, embodying the qualities that make Provincetown an enduring American center for the arts.

  • Hours: October – May, Thursday – Sunday, 12 – 5 pm 
  • Where: 460 Commercial St.
  • Cost: $10 general admission, Free for PAAM members and children 12 and under

Accommodations: What’s more romantic than a B&B with a fireplace? Book a room at one of Provincetown’s many bed and breakfasts!

Related Information


8 Dyer Accomodations
Featured photo courtesy 8 Dyer Hotel
Trip Advisor Traveler’s Choice 2017 Winner

The Moors

PAAM Gallery

Provincetown Art Association & Museum

Ptown Jetty

Featured photo via malonm02
Featured photo via malonm02