As the summer crowds disperse and the crisp air of autumn arrives, Martha’s Vineyard transforms into a haven of cozy fall experiences. The island’s natural beauty takes on a new dimension in the fall, making it the perfect time to explore peaceful trails, sip seasonal drinks in quaint coffee shops, and enjoy the vibrant foliage on scenic drives. Whether you’re a local or visiting for the first time, here’s The Point B Guide To Fall Activities on Martha’s Vineyard
The Point B Guide To Fall Activities on Martha’s Vineyard – Savor Seasonal Offerings at Our Local Cafes and Coffee Shops
Nothing says cozy quite like a steaming cup of coffee or tea, especially when paired with fall flavors like cinnamon, pumpkin, and maple. Martha’s Vineyard has several charming spots where you can enjoy these seasonal treats while soaking in the island’s autumnal ambiance.
Mocha Mott’s in Vineyard Haven and Oak Bluffs is a local favorite, offering rich coffee and a welcoming atmosphere. For fall, you can indulge in their signature pumpkin spice latte or try a freshly baked pastry while sitting by the window, watching the golden leaves fall outside.
Rosewater Market & Takeaway in Edgartown offers a cozy café vibe, with an array of seasonal drinks and homemade pastries. Their outdoor seating area is perfect for sipping a hot chai latte while enjoying the cool breeze.
Another hidden gem is Behind the Bookstore, also in Edgartown, where you can warm up with a spiced apple cider before exploring the charming nearby shops.
Nat’s Nook is another favorite, and cozy it is! Tucked back off of Main Street in Vineyard Haven this happy haven serves up delicious coffee beverages, with creative offerings like strawberry matcha and homemade crepes made to order with a wide assortment of fillings. Plus they are stocked with books, allowing you to curl up with a good book and appreciate the arrival of fall.
The Point B Guide To Fall Activities on Martha’s Vineyard – Explore Picturesque Hiking Trails
Fall is one of the best times to hike Martha’s Vineyard. The summer heat fades, and the island’s diverse landscapes, from lush forests to sweeping ocean views, come alive with vibrant foliage. Here are a few trails perfect for a peaceful autumn hike.
Felix Neck Wildlife Sanctuary in Edgartown offers an easy, scenic hike through woodlands and marshes, with stunning fall colors reflected in the water. Birdwatchers will also enjoy the variety of species migrating through the island at this time of year.
Another must-visit is Mytoi, the serene Japanese garden tucked away on Chappaquiddick Island. The garden’s pathways are perfect for a leisurely stroll, where the sound of rustling leaves and the sight of fiery red and orange maples will envelop you in the beauty of fall. Don’t forget to stop by the nearby beach for a peaceful moment by the ocean.
For spectacular views from the north shore of Martha’s Vineyard head up-island to Chilmark’s Menemsha Hills Reservation. Experience the drama of a rocky shoreline and scenic vistas across Vineyard Sound to the Elizabeth Islands from the second-highest point on the island. Take the Brickyard trail out about 1.6 miles to see the a 45-foot tall chimney stack that the Brickyard is famous for, and get a glimpse into the island’s rich industrial history going back to the 1720’s when there was also grist mill on the property.
There are so many trails to explore, you can check out all of the Sheriff’s Meadow trails or the Trustees properties to discover more. Be sure to download the Trails MV app which provides you with maps and up to date information on all the main public trails on Martha’s Vineyard.
The Point B Guide To Fall Activities on Martha’s Vineyard – Take a Scenic Drive
Martha’s Vineyard is home to some truly beautiful driving routes that are even more stunning in the fall, and far more enjoyable to drive once the summer traffic has subsided. As the trees turn vivid shades of red, orange, and yellow, a simple drive through the island’s rolling hills and quaint towns can become an experience in itself.
Start with a scenic drive from Vineyard Haven to Aquinnah, passing through West Tisbury and Chilmark. Along the way, you’ll pass farms, fields, and forests that burst with color. Some of our favorite stops include Alley’s General Store and North Tabor Farm. Make your way to the Aquinnah Cliffs, where you can take in one of the island’s most iconic and incredible views. The contrast of the brilliant fall foliage with the red clay cliffs and the deep blue ocean is unforgettable.
Another picturesque route takes you along Middle Road from West Tisbury to Chilmark. This winding road offers sweeping views of the island’s countryside, dotted with stone walls, rustic farmhouses, and grazing sheep. For a quieter experience, drive down State Road to the up-island villages, where the lack of traffic makes it easy to appreciate the peaceful charm of autumn on the Vineyard.
The Point B Guide To Fall Activities on Martha’s Vineyard – Visit Lesser-Known Gems for a Relaxed Afternoon
While Martha’s Vineyard has its share of popular spots, fall is the perfect time to discover the island’s lesser-known treasures, where you can enjoy a peaceful afternoon surrounded by nature or art.
Polly Hill Arboretum in West Tisbury is a tranquil spot that offers an ever-changing display of trees and shrubs. The Arboretum’s maples and oaks turn vibrant shades of red and gold in the fall, and it’s the ideal place for a quiet walk or a moment of reflection under the canopy of autumn leaves.
For art lovers, the Field Gallery in West Tisbury provides a unique outdoor experience. This quirky sculpture garden, with its whimsical statues, offers a fun and unexpected way to enjoy the season. Strolling through the gallery in the cool autumn air, with sculptures set against the backdrop of changing leaves, creates a peaceful and creative atmosphere.
If you’re looking for a more immersive nature experience, Long Point Wildlife Refuge in West Tisbury is also a great spot. The vast refuge features a mix of forest, grassland, and beachfront, offering plenty of opportunities for birdwatching, quiet contemplation, or simply enjoying the autumn scenery.
The Point B Guide To Fall Activities on Martha’s Vineyard – Enjoy Harvest Season at the Local Farms
Fall is harvest season on Martha’s Vineyard, and there’s no better way to embrace the cozy autumn spirit than by visiting one of the island’s many local farms. From pumpkin picking to fresh produce, the island’s farms provide a warm and inviting atmosphere for all ages.
Head to Morning Glory Farm in Edgartown, where you’ll find seasonal vegetables, freshly baked goods, and a variety of fall-themed treats. Pick up a homemade apple pie or some locally made cider to bring home for a cozy evening by the fire. Save the date for the Morning Glory Pumpkin Fest on October 19th. Another favorite is The FARM Institute in Katama, where you can take a farm tour and learn about sustainable agriculture. Visitors can meet and greet with cows, pigs, chickens, and more or venture out on one of their under-two-mile walking trails that wind along the south pastures.
The Point B Guide To Fall Activities on Martha’s Vineyard – Catch a Fall Sunset at a Secluded Beach
As the days grow shorter, the sunsets on Martha’s Vineyard become even more stunning. Fall sunsets have a magical quality, with the cool air and vibrant sky creating a serene and peaceful scene. While the summer beaches may be crowded, fall offers a quieter experience.
Menemsha Beach in Chilmark is one of the island’s sunset gems, perfect for watching the sun dip below the horizon. The beach’s remote location ensures a peaceful experience, and the dramatic fall colors reflected in the water make it a breathtaking spot for an evening walk.
Lambert’s Cove Beach is typically reserved for West Tisbury residents in the summer months but this time of year it opens to the public and it’s an incredible place to catch a sunset, with unobstructed views from the north shore. It’s also a dog-friendly beach so fido can come too!
Alternatively, head to East Beach on Chappaquiddick for a secluded and scenic sunset. The beach is less frequented in the fall, allowing you to enjoy the peaceful sound of the waves while the sky turns brilliant shades of pink and orange.
Martha’s Vineyard in the fall offers a perfect blend of cozy, peaceful activities set against the backdrop of stunning natural beauty. Whether you’re sipping a warm drink at a local café, hiking through colorful woods, or taking a scenic drive, the island’s slower pace and quieter atmosphere invite you to relax and enjoy the simple pleasures of the season.