From the blog

Loading Availability...

Book Now

6 Reasons to Visit Martha’s Vineyard in the Fall

The small off-shore island of Martha’s Vineyard rest just south of Cape Cod mainland and offers one of the best summer destinations in the area. But what about fall? As the seasons transition, fall can be one of the best times to visit Martha’s Vineyard. Enjoy the crisp cool air that fall brings while strolling through Martha’s Vineyard and admiring the beautiful sights and sounds the season brings. Read here for our reasons to visit Martha’s Vineyard in the fall.


Enjoy a New England classic

What trip to the Cape would be complete without a sample of New England Chowder? This famous dish is served all along the coast and mainland of the Northeastern states but one of the best places to enjoy this savory soup is at Martha’s Vineyard Chowder Company.  This establishment boasts the “best chowder in Cape Cod” for several years running, but don’t take our word for it, visit their site to view their awards and taste for yourself!

Sunsets at Gay Head Cliffs

image of sunset at Gay Head Cliffs
Moshup’s Beach below the Gay Head Cliffs

Get ready to be amazed! Watching a sunset on Martha’s Vineyard can be enjoyed from almost any side of the island but head to the west side for something truly spectacular. The Gay Head Cliffs at sunset are something to be admired and not missed. While you are there also be sure to visit the 200-year-old lighthouse, recently moved to avoid toppling into the sea. Such an interesting story that they made a documentary that is being released this fall.

Take a bike ride

image of Edgartown

Fall is the perfect time to hop on a bike and explore the history and beauty of Martha’s Vineyard. Enjoy luring coastlines, historic Edgartown, calming countryside, and the spectacular Gay Head Cliffs. There are many bike rentals in town to choose from or bring your own.

Fall events

Plan your vacation around the island’s fall events such as the Annual Art of Chocolate Festival (Oct. 6th & 7th), Martha’s Vineyard Food and Wine Festival (Oct. 17th – 21st), and the West Tisbury Farmer’s Market (every Saturday until October 11th). Browse our accommodations and stay at the Hyannis Holiday Motel and enjoy one of the fun festivals.

Tour the Off-Shore Ale Company

Schedule a tour of the Off-Shore Ale Company brewery located in the center of Oak Bluffs. Sample some seasonal brews and afterward take a walk around Oak Bluffs and explore Trinity Park with its historic and quaint gingerbread style cottages.

Buy some cranberries

image of cranberries in a hand
Cranberry Harvest

Martha’s Vineyard is home to one bog, Cranberry Acres, which has recently been restored to working condition. In October visitors can buy fresh cranberries for $10 a pound. Show your support for this local revival and take home some of these tasty tart berries, perfect for holiday baking!

How to get there

Stay at Hyannis Holiday Motel and hop on a ferry ride for a day at Martha’s Vineyard. Be sure to check HyLine Cruises and Steamship Authority for up to date ferry schedules and pricing. Ferry rides run about an hour long from the Hyannis Harbor so be sure to plan accordingly.


There are many reasons to visit Cape Cod in the fall and visiting Martha’s Vineyard is one day-cation that shouldn’t’ be missed. Explore other things to do in the area by visiting our activities page.

Where to stay

Yes, you could stay on Martha’s Vineyard, but you’ll pay for it! Instead, enjoy the best of both worlds and book your stay at Hyannis Holiday Motel for affordable Cape Cod accommodations and enjoy the convenient location to local attractions like Martha’s Vineyard.

image of Hyannis Holiday Motel from harbor
View of Hyannis Holiday Motel from the harbor

Our harbor-side motel offers comfortable and affordable rooms with beautiful views of Hyannis Harbor. Convenient amenities include parking, access to both indoor and outdoor pools, and our complimentary morning coffee and pastries.

Browse our current specials and book your stay with us today and enjoy your visit to Martha’s Vineyard in the fall!

Loading Availability...

Book Now
Reservations   800.423.1551