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14 Sep 2023
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Trip Planning

As the summer crowds disperse, the island transforms into a tranquil and picturesque destination that offers a unique set of experiences. There are so many wonderful events that celebrate the rich history of the island and amazing, dry weather to enjoy strolling and shopping. It's a time when the island's natural beauty and cultural richness shine brightest.

Fall on Nantucket is inviting you to savor the island's traditions, culinary delights, and intellectual pursuits. Book your Nantucket vacation rental and start planning with these five great reasons to visit this fall!

1. Nantucket Island Fair: A Taste of Tradition and Fun

Kickstart your Nantucket fall adventure by attending the Nantucket Island Fair, a delightful annual event that has been captivating both locals and visitors for generations. Held in September 24, 2023, this fair is a celebration of the island's rich history, culture, and community spirit.

The fair features a wide array of attractions that will transport you back in time. From nostalgic carnival rides to old-fashioned games, there's something for everyone to enjoy. Savor delicious local food, including clam chowder and lobster rolls, while soaking up the island's friendly atmosphere. You'll also have the chance to explore artisan booths, showcasing handmade crafts and artworks, adding to the island's unique charm.

One of the highlights of the fair is the Nantucket Agricultural Society's annual Pumpkin Weigh-Off. Gigantic pumpkins, meticulously cultivated by island residents, are displayed and judged. Witness the pride and dedication of Nantucket's growers as they compete for the title of the heaviest pumpkin. It's an experience that offers a glimpse into the island's tight-knit community and its love for tradition.

2. Scalloping: A Unique Culinary Adventure

For seafood lovers, Nantucket in the fall brings a special treat: scalloping season. These delectable shellfish are a local delicacy, and the island's waters are teeming with them during autumn. If you've never tried fresh Nantucket scallops, you're in for a treat.

One of the unique experiences you can enjoy during scalloping season is joining the Scallopers Ball. Held annually in early October, this event is a true island tradition. It combines the thrill of scalloping with a festive atmosphere. Attendees gather at the Nantucket Yacht Club for a night of dancing, dining, and celebrating the harvest of this succulent seafood.

Imagine donning your finest attire and dancing the night away with live music in the backdrop. The Scallopers Ball offers a fantastic opportunity to immerse yourself in the island's culture and enjoy the freshest scallops you'll ever taste. It's a culinary adventure like no other.

3. Cobblestones & Cranberries: Local Shopping with Local Flavor

Every fall, Nantucket hosts the Cobblestones & Cranberries event, a charming celebration of the island's local businesses and industries. This event will take place October 6-9, 2023, making it the perfect time to witness Nantucket's picturesque landscapes adorned in vibrant fall foliage.

One of the highlights of this event is the cobblestone walking tour. Nantucket is famous for its cobblestone streets, and this guided tour offers insights into the island's architectural history. Stroll along the charming streets lined with historic homes, learning about the stories and people behind them. The backdrop of autumn leaves only enhances the beauty of these well-preserved streets.

A new aspect of the event this year is the Fashion Show on October 7th. Come see the latest in New England fall fashion so you can prepared to look your best all season long! 

4. The Nantucket Project: Fueling Thought and Innovation

The Nantucket Project is a gathering of influential thinkers, leaders, and creatives that takes place annually in the fall. It's an intellectual and cultural experience that promises to inspire and challenge your perspective on various issues. During this event, renowned speakers from various fields, including technology, arts, and social sciences, come together to discuss pressing global issues and explore innovative solutions. The Nantucket Project fosters intellectual curiosity and provides a platform for meaningful conversations.

This year's speakers include Kelly Corrigan, Andrew Yang, Rainn Wilson, Ken Mehlman, The Cameroons, and Eboo Patel. Attending The Nantucket Project is a fantastic way to expand your horizons and engage with some of the brightest minds in the world.

5. Fall Fishing: An Angler's Paradise

If you enjoy fishing or simply love the idea of spending serene hours by the water, Nantucket in the fall offers some of the best fishing opportunities you can find. The island's waters are teeming with a variety of fish species, making it the dream destination for any angler. Whether you're a novice or a seasoned pro, you can enjoy fishing in Nantucket's tranquil surroundings. Cast your line off the coast or venture into the island's many ponds for freshwater fishing. Fall is the prime time for species like striped bass, bluefish, and bonito.

One of the unique aspects of fall fishing on Nantucket is the sense of solitude and peace you'll experience. As the summer crowds disperse, you can have the shoreline or a tranquil pond all to yourself. It's a moment of serenity that allows you to connect with nature and restore your body and spirit.

Immerse Yourself in Fall Festivities and Book Your Nantucket Vacation Rental

The Copley Group Nantucket has the perfect vacation rental for your fall retreat to this historic island. Relax on your porch with a warm cup of hot chocolate or apple cider and enjoy the crisp, autumn air. Stroll along the beach or through the city streets and find some peace among a very busy season for most people across the country. Browse through our available properties to find the one that works best for you and your family and book today!

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