Sheepscot Harbour Village

Plan a Visit to Midcoast Maine in the Fall

We’re rapidly approaching the most colorful, vibrant season of the year: autumn. Planning a well-deserved visit to Midcoast Maine in the fall is a brilliant idea — just as brilliant as the region’s eye-popping combination of marigold, kelly green, and amber. The perfect place to start and finish each day is Sheepscot Harbour Village Resort, a riverside getaway that’s perfectly sandwiched between charming Wiscasset and oceanside Boothbay Harbor. Our serene Sheepscot River village is home to an array of beautiful cottages, townhomes, and guest rooms, all of which are a short drive or walk from Fort Edgecomb.

Exploring Maine in the Fall

There are dozens of quintessential Maine adventures in our coastal region — the hard part is choosing which destinations are worth your family’s time. Luckily for you, we’ve pieced together eight of our favorite things to do in Midcoast Maine during autumn’s peak.

1. Fall Foliage Festival

Gather with fellow “leaf peepers” at the historic, visually-striking Boothbay Railway Village for an afternoon filled with rousing craft demonstrations, eclectic shopping, tasty treats, live music, and steam train rides.

2. Cap’n Fish’s Whale Watch

Cap’n Fish’s whale watching expeditions run several days a week until mid-October. Autumn is also a great time to embark on a lobster-hauling and seal-viewing voyage.

3. Damariscotta Pumpkinfest

You don’t have to be a self-proclaimed pumpkin enthusiast to have a ball at the annual Damariscotta Pumpkinfest. Observe the always amusing Giant Pumpkin Parade, the exciting Giant Pumpkin Drop, and the crowd-pleasing Pumpkin Boat Regatta during this wild weekend.

4. Fall Drives

maine in the fallAs magnificently articulated in this travel guide, there are countless quintessential Midcoast Maine day trips worth considering during your next autumn escape to Boothbay Harbor. We’re particularly fond of the drive to Five Islands and North Whitefield. Even in a motor vehicle, Midcoast Maine in the fall is exquisitely beautiful.

5. Lobster Roll Heaven

The majority of Midcoast Maine’s best lobster shacks shut down for the winter, so remember to make a quick stop at Red’s Eats, Five Islands Lobster Co., and Karen’s Hideaway before they’re closed for the season.

6. Pemaquid Oyster Festival

The always-exceptional Pemaquid Oyster Festival is yet another one of our favorite fall festivals in Maine, mainly because of the live oyster shucking, riverboat cruises, and exuberant atmosphere.

7. Red Cloak Tours

As we inch toward Halloween, history buffs flock to Midcoast Maine for an evening stroll with historian Sally Lobkowicz. Lobkowicz’s walking twilight tours take place in a variety of nearby towns (including Damariscotta, Wiscasset, and Boothbay Harbor). She has superior knowledge of the region, and her unique ghost stories are quite gripping, to say the least.

8. Autumn Strolls

maine in the fallOne of the most underrated features of our lovely region is the abundance of natural preserves they’re seemingly around every corner. Naturally, these preserves are less frequented than popular state parks, lighthouses, and beaches, which helps create a peaceful atmosphere during all seasons.

The Best Time for Fall Colors in Maine

Before you know it, thousands of families and couples will be trekking north to attend a variety of Midcoast Maine fairs and festivals. The time to book is now as the most vibrant fall colors are typically observed between late-September and mid-October. To learn more about a potential visit to Midcoast Maine in the fall, please visit us online at and be sure to check out our Specials & Packages. We’re eagerly awaiting your arrival!

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