Planning the Perfect Fall Weekend on Martha’s Vineyard
While Martha’s Vineyard is a top summer destination, locals and savvy travelers know that fall is the island’s hidden gem. The Vineyard transforms into a peaceful, enchanting escape as the summer crowds thin and the weather takes on a crisp, refreshing quality. Autumn offers a slower pace, spectacular natural beauty, and fantastic deals on accommodations and activities. Whether you’re a first-time visitor or a seasoned traveler, here’s how to plan the perfect fall weekend on Martha’s Vineyard.
Explore Private Beaches Without Restrictions
One of the greatest perks of visiting Martha’s Vineyard in the fall is the unrestricted access to some of the island’s most coveted beaches. During the summer months, many of these beaches are reserved for residents only, but after Labor Day, the restrictions are lifted, and visitors are free to explore these hidden gems.
Lambert's Cove Beach in West Tisbury and Lucy Vincent Beach in Chilmark are two of the island’s most beautiful beaches, offering pristine sand stretches and breathtaking Atlantic views. Autumn is the perfect time to take a peaceful beach walk, enjoy the last rays of sunshine, or even bring your dog along for the fun, as many beaches allow pets after the summer season. With fewer people around, you’ll feel like you have the entire beach to yourself—ideal for those seeking solitude and serenity.
Before heading out, be sure to check a comprehensive beach map for guidance on where to go and any local guidelines.
Savor the Island’s Culinary Delights Without the Crowds
Martha’s Vineyard is home to a thriving culinary scene, but during the busy summer season, securing a reservation at the island’s top restaurants can be a challenge. Fall is a different story—many of the island’s best dining spots remain open, and it’s far easier to score a table. Take advantage of the slower pace to enjoy a relaxed dining experience without the hustle and bustle of peak season.
For a taste of the island’s culinary offerings, head to Bettini at the Harbor View Hotel in Edgartown, where you’ll find fresh, locally sourced dishes served with an unforgettable view. For a fresh take on island dining, head to 9 Craft Kitchen & Bar on Main Street in Vineyard Haven, one of the newest restaurants on Martha’s Vineyard. Known for its creative menu that emphasizes locally sourced ingredients, 9 Craft Kitchen offers a diverse selection of culinary delights that showcase the best of Vineyard flavors. If you find yourself in Edgartown, don’t miss their sister restaurant, 19 Raw Oyster Bar and Prime Steakhouse, where you can enjoy an upscale yet casual dining experience. Here, you’ll savor everything from the freshest local seafood to expertly prepared prime steak dishes, making it a must-visit for food lovers on the island.
Whether you’re craving seafood, Italian, Thai, or Mexican, Martha’s Vineyard has something for every palate. Browse a directory of dining options before your visit, and be sure to call ahead to confirm fall hours, as some restaurants may have adjusted their schedules for the season.
Take Advantage of Off-Season Deals
Fall is one of the most affordable times to visit Martha’s Vineyard. With the summer rush over, many local hotels and inns offer discounted rates, and if you’re flexible with your travel dates, you can score even better deals by booking a midweek stay. The island’s island's accommodations range from cozy bed-and-breakfasts to luxury resorts, so there’s something for every budget and style.
If you’re bringing your car on the ferry, you’re in luck—the Steamship Authority often has more availability in the fall, and ferry fares are typically lower than during the peak summer months. Take advantage of these savings and make your journey to the Vineyard even easier.
For those looking for additional savings, many local shops and businesses offer off-season discounts, making fall the perfect time to pick up unique gifts, artwork, or souvenirs. Be sure to check out our extensive list of all the shopping spots on island.
Immerse Yourself in Fall Events and Festivals
Just because the summer has ended doesn’t mean the fun stops. Fall on Martha’s Vineyard is filled with exciting events and festivals that showcase the island’s vibrant culture, art, and culinary talent. One of the highlights is the Martha's Vineyard Harvest Festival hosted by the Martha's Vineyard Agricultural Society. It’s a great event to fully immerse yourself in Fall activities like pumpkin carving, hay maze, pie eating contests and local bites to enjoy!
If you’re visiting in September, don’t miss Martha’s Vineyard Fashion Week or the legendary Martha's Vineyard Striped Bass and Bluefish Derby, a popular fishing competition that runs through mid-October. For art lovers, Featherstone Center for the Arts hosts an array of events that showcase a variety of art from local artisans to live performances.
Fall is also the perfect time to explore local galleries, attend craft fairs, and take in the beauty of the island’s changing foliage. With fewer crowds and easier parking, getting to and from events is a breeze, allowing you to fully enjoy the Vineyard’s autumn charm.
Plan Your Perfect Fall Weekend on Martha’s Vineyard
Whether you’re seeking outdoor adventures, culinary experiences, or just a relaxing getaway, Martha’s Vineyard in the fall offers the perfect escape. From the uncrowded beaches to the rich cultural events, there’s something for everyone to enjoy. Soak up the island’s natural beauty, indulge in fresh local cuisine, and make the most of the fantastic deals on offer.
Make your fall visit to Martha’s Vineyard one to remember—after all, there’s no better place to enjoy the crisp air and scenic beauty of New England in autumn.
