When Is the Best Time to Visit Boothbay Harbor? – Peak Season at Topside Inn

Although we would argue that the best time to visit Topside Inn is year-round, we definitely have a peak season in Boothbay Harbor. Discover our favorite seasons in this guide to the best time to visit Boothbay Harbor, Maine. 

You’ll find some great Boothbay Harbor activities below, but there’s so much more to do in our beautiful area of Midcoast Maine! Access our free Vacation Guide full of the best places to eat, shop, and see in Boothbay Harbor!

Summer at Topside Inn 

Summer in Maine is unmatched! Thousands of tourists flock to the coast of the Pine Tree State during June, July, and August every year, and with good reason. From relaxing on the beach to New England Clambakes to Windjammer Days, there’s something for everyone in Boothbay Harbor. 

Our favorite events and festivals include… 

  • Windjammer Days | “Windjammer Days marks the kickoff to summer in the Boothbay region and is a time to reconnect with family, friends, and neighbors after the long winter, an opportunity to support local businesses and welcome visitors. It is a time to honor our maritime history and celebrate the vital role it plays in the lives of all who live here.” We couldn’t say it better ourselves! This is a classic Boothbay Harbor event. 
  • Independence Day Celebrations | Celebrate the 4th of July in Maine this year!  
  • The Home & Garden Tour | A tour featuring homes and gardens on the Boothbay peninsula. 
  • Boothbay Harbor Fest | A waterfront festival in Boothbay Harbor, Maine, featuring local food, music, 5k, half marathon, art, vintage, sea-inspired fashion show. 

Check out 5 of the Best Tips for Planning a Trip to Maine in the Summer 

Fall at Topside Inn 

You need to experience autumn in Boothbay Harbor. Our charming coastal town is the perfect atmosphere for a classic east coast getaway. Between the color-changing leaves and abundance of fall festivals, an autumnal trip to Maine should be on everyone’s bucket list.  

Our favorite events and festivals include… 

  • The Pemaquid Oyster Festival | Oyster-lovers won’t want to miss this festival. No matter where you look, you’ll find fresh oysters from the Damariscotta River prepared in just about every way possible! 
  • Fall Foliage Festival at the Boothbay Railway Village | A family tradition for more than 50 years! Enjoy live entertainment, fall food, and beautiful scenery at this fabulous festival. 
  • Damariscotta Pumpkinfest | Enjoy pumpkin carvings, autumnal sweets and treats, the giant pumpkin drop, and more at this annual fall kickoff. 
  • Early Bird Shopping | This annual event attracts shoppers who don their favorite pajamas and score great deals throughout the town. 

Check out 6 Spectacular Ways to Experience Fall Foliage in Maine 

Complete Your Getaway with a Stay at The Topside Inn!

Room 17

You will find top-notch accommodations at Topside Inn. From our contemporary touches to our spacious guest rooms, you’ll find comfortable bliss in Boothbay Harbor. Need some more space? Check out our Vacation Homes built to fit the whole family! Our in-house amenities include Free WiFi and smart TVs, Nespresso coffee machines, concierge services, 24-hour access to our guest kitchen with complimentary snacks and beverages, and MUCH more.

Experience comfort, charm, and waterfront views with an unforgettable stay at Topside Inn! Check our availability and book your stay today!