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We Know the Best Things to Do in Maine in September!

No matter what time of year visitors travel to Maine, there’s a fun and unique event to enjoy. Though Maine is often considered an incredible summer destination, the fall season offers plenty to see and do, too! In addition to leaf peeping, September brings a host of exciting things to do in Midcoast Maine, the state’s most beautiful region. Here are just a few of our favorite things to do in Maine in September!

Before packing up and heading to Maine’s gorgeous coast this fall, be sure to consider the area’s many other attractions and activities. Need inspiration for creating the perfect itinerary? Our Things to Do page is full of ideas for the most unforgettable Maine getaways. In addition to more of the best things to do in Maine in September, it features our favorite restaurants, shopping spots, and outdoor adventures. 

6 of the Best Things to Do in Maine in September

1. Attend the Pemaquid Oyster Festival

The Pemaquid Oyster Festival is a free event during which guests can enjoy local oysters harvested fresh from the Damariscotta River. Eat them on the half shell, or try one of the many other fantastic dishes prepared by local chefs. This event also features live music and boat rides!

2. Celebrate Nautical Culture at Boothbay Harbor Fest

The Boothbay Harbor Fest is a 10-day event that showcases some of the best community, arts, wellness, and cultural organizations in town. Filled with fun activities and shows, it’s the ideal way to end summer in Maine.

3. Enjoy Fall on Maine’s Pumpkin Trail

Part of the Damariscotta Pumpkin Festival, the Pumpkin Trail is the perfect way to welcome fall in Midcoast Maine. The “trail” covers 50 miles of Maine’s coastline and features cruises, train rides, a pumpkin boat regatta, and pumpkin-smashing events. It’s fun for the entire family!

4. Find a New Favorite at the Claw Down Lobster Bite Competition

Claw Down Boothbay Harbor is one of the region’s signature culinary events! This September, make a point to attend the Claw Down Lobster Bite Competition. This part of the festival features all of the area’s best seafood chefs and samples of their signature lobster dishes. Guests judge this competition and the winning chef receives recognition. There’s no better way to get a taste of the region’s seafood!

5. Enjoy Tee Time at the Boothbay Charities Classic

The Boothbay Charities Classic is an exciting annual golf tournament benefiting some of the area’s best charities. Hosted at the Boothbay Railway Village, this golf tournament brings golf enthusiasts to the coast from far and wide. The best part? It’s all for a great cause!

6. Bring the Little Ones to Family Harvest Days

Family Harvest Days is one of the absolute best things to do in Maine in September. This event is an old-fashioned, family-friendly festival that was created to celebrate the arrival of autumn. Patrons of all ages can enjoy attractions like a working blacksmith, other artist demonstrations, barrel train rides, farm animals, and so much more.

Stay by the Sheepscot River This September!

Every season in Midcoast Maine offers a collection of wonderful events. This fall, be sure to attend them all! You’ll want to come back to comfort and luxury at the end of a fun-filled day, and Sheepscot Harbor Village Resort is the perfect place for that! In addition to beautiful accommodations like private cottages and traditional guest rooms.

Ready for an unforgettable fall getaway to Midcoast Maine? Check our availability today and start planning. We can’t wait to host you!


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