Nantucket Island

5 Ways to Experience the Magic of Fall on Nantucket Island

If you’ve ever dreamed of a peaceful autumn vacation, fall on Nantucket is an experience you won’t want to miss. Once the summer crowds retreat, the island reveals a quieter, cozier side, all easily explored with a car rental from Affordable Rentals. Here are five quintessential ways to discover the magic of Nantucket this fall. 

1. Catch the Foliage on a Scenic Fall Drive

From late September through October, Nantucket’s landscapes are brushed with shades of crimson and gold. The island’s mix of scrub oak and tupelo offers unique splashes of color, especially along Milestone Road, Polpis Road, and around the Middle Moors.

With a Jeep Wrangler rental, truck rental, or car rental from Affordable Rentals, you can leisurely tour these scenic routes and even access some off-the-beaten-path views. We suggest you take it slow since many island roads are narrow, and it's common for deer to be active this season.

2. Join the Festive Halloween Parade

Every October, Main Street in Nantucket transforms into a playful parade ground. Locals and visitors of all ages don creative costumes and march together in the annual Halloween Parade. From witches to pirates, the island’s community spirit shines. After the parade, enjoy trick-or-treating in the historic district, where decorated storefronts join the fun.

3. Savor Autumn at Bartlett’s Farm

Nothing says autumn like selecting the perfect pumpkin. Bartlett’s Farm, a Nantucket staple, is the place for harvest fun, offering pumpkins, local produce, baked treats, and carving kits.

Load the family into your car rental or Bronco rental and pick out a pumpkin to decorate your vacation cottage. Don't forget to browse their farm store for a taste of fresh, local flavor.

4. Explore Nantucket by Bike or Moped

Take in the crisp air and gentle fall sunshine on two wheels. Rent a bike, e-bike, or moped from Cook’s Cycles and set off on the island’s bike paths. Cruise to Sconset, Surfside Beach, or Madaket for coastal autumn views. This is the perfect fall activity to experience the island at a slower pace.

5. Dig Into Fall Scalloping

From October 1 through March 31, visitors can join the centuries-old Nantucket tradition of scalloping. Grab a one-week permit, rent some gear, and try wading into the shallow waters for sweet bay scallops. It’s a true local adventure!

Trust Affordable Rentals for Island Exploration

Are you ready to embrace the charm of autumn on Nantucket Island? Make the most of your fall vacation by renting a reliable vehicle from Affordable Rentals. Whether you’re looking for a Jeep rental, electric car, or Ineos Grenadier rental, we’ve got the perfect ride for your getaway. Our location is convenient too.

Contact Affordable Rentals at (508) 313-9313 or book your car rental online today so you'll be ready to discover everything Nantucket Island has to offer this fall!



Gaelan Truyman, “18 Ways to Celebrate Fall in Nantucket,” Fisher Real Estate, September 22, 2024, accessed September 4, 2025, https://fishernantucket.com/fall-in-nantucket/

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