The Harborfront Guide to the Holiday Season in Greenport

This year, find yourself in the heart of a winter wonderland where holiday cheer can be found at every turn. Discover the perfect holiday escape on Long Island’s picturesque North Fork. Our hotel in Greenport offers the perfect home base for exploring the best Long Island holiday events and attractions.

Make sure to check off these classic North Fork holiday attractions during your stay at The Harborfront Inn.

Greenport Events

Our charming Greenport inn is just steps from some of the town’s best holiday attractions. Each year, visitors and residents alike gather for the holiday parade held along Main Road and Front Street. This annual celebration takes place at the beginning of December and is perfect for families looking for some holiday fun.

Another local favorite holiday event is the famous Greenport Shellabration. Now in its seventh year, this popular two-day Greenport event offers its guests the best in local shellfish, wine, and beer. Tickets typically sell out, so grab them early!

Nearby Events

Travel just outside the village and experience even more holiday fun. Drive 20 minutes west and make your way to the annual County Parlor Holiday Folk Art & Gift Show, held on the Hallockville Museum Farm. Here you can grab holiday souvenirs you won’t find anywhere else. From handcrafted tree ornaments to handmade pottery pieces, you’re sure to find something to commemorate your holiday on Long Island’s North Fork. Find even more unique gifts at the annual East End Arts Holiday Boutique on Main Street in Riverhead.

While you’re in Riverhead, be sure to experience the Polar Express Trolley Ride.  Interact with characters from the movie and listen to a reading of the famous holiday book. Guests even get that chance to meet Santa and his elves!

Make your way back east and plan to stop off at the Southold Historical Society’s Candlelight Tour. All of the buildings on the grounds will be decorated for the holiday season, with craft demonstrations and strolling musicians for all to enjoy.

Explore these events and more when you book your stay at The Harborfront Inn.