Top 6 Boothbay Harbor Festivals You Need to Experience

Boothbay Harbor, Maine is a year-round vacation destination. Whether you’re visiting in the winter, spring, summer, or fall, there’s always something going on! From food festivals and concerts to family-friendly holiday celebrations, our seaside village offers an exciting array of events in every season. Here are some of our favorites.

This list is just the start! Learn more about Boothbay Harbor festivals and other fun things to do when you download our free Vacation Guide. It’s full of recommendations for events, attractions, and activities to enjoy during your stay at Topside Inn!

The Most Exciting Boothbay Harbor Festivals

1. Windjammer Days | June

Kick off summer in Boothbay Harbor at Windjammer Days, an annual festival that showcases our region’s maritime history. Each year, over 40 antique ships line our harbors and offer visitors an inside look at Windjammers from the 19th and early 20th century. Parades, fireworks, a lobster eating contest, and other exciting events round out the festival.

2. Boothbay Harbor Fest | September

Boothbay Harbor Fest is one of the most anticipated events of the year. This popular celebration brings locals and visitors together for ten days of food, music, and art. One of our favorite Boothbay Harbor Fest events is the half marathon, which takes runners of all abilities on a journey from the inner harbor to the open ocean. The scenery and natural surroundings are spectacular.

3. Claw Down | September

No trip to Maine is complete without some lobster! At the Claw Down in Boothbay Harbor, over 2,500 lobsters are sourced from local wharfs to feed the masses. Attendees sample a wide range of savory offerings and cast their votes for the People’s Choice Award. You can even pair your lobster dish with a locally-brewed beer or glass of wine. Yum!

4. Pemaquid Oyster Festival | September

Held each year in Damariscotta, ME, the Pemaquid Oyster Festival celebrates the famous Pemaquid oyster. Enjoy them fried, baked, or on the half shell, with a great lineup of musicians and live entertainment as a backdrop. Be sure to stick around for the shucking contest!

5. Fall Foliage Festival | October

Are you visiting Boothbay Harbor this fall? Consider attending the Fall Foliage Festival. Held every Columbus Day Weekend, this event welcomes dozens of vendors and a wide variety of entertainment. Festivities include:

  • Steam train rides
  • Artist demonstrations
  • Pumpkin carving contest
  • Craft show
  • Live music
  • …. And more!

6. Gardens Aglow | November – December

Gardens Aglow is the largest light show in Maine. Here, hundreds of thousands of twinkling lights showcase the beauty of the Coastal Maine Botanical Gardens. In addition to the dramatic display, visitors may enjoy special food and beverage options in the Kitchen Garden Café and holiday shopping in the garden’s gift shop. It’s the perfect way to ring in the holiday season.

Book Your Stay at Topside Inn

If you’re planning to attend a Boothbay Harbor festival this year, book your stay at Topside Inn! Our bed and breakfast is located right on the waterfront and features charming guest rooms and beautiful panoramic views. We even serve a gourmet breakfast each morning that’s made with fresh, local ingredients. So what are you waiting for? Check our availability and make your reservations today! We look forward to having you.

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