Martha’s Vineyard Chamber of Commerce Fall Activities Guide

Fall is the ideal time to explore Martha’s Vineyard, featuring peak foliage, exciting seasonal events, and coastal charm. We’ve compiled local recommendations to help you make the most of Autumn:

Enjoy the Outdoors… 

• Rent a bike from Edgartown Bicycles and head over to Chappy to see Mytoi / More Info
  • Edgartown Bicycles offers convenient online booking for all types of bikes, including electric bikes. It’s an ideal location to borrow a bike and head over to the Chappy Ferry for an afternoon ride. This day trip is a great way to see the foliage at Mytoi Garden.
• Go to Coops Bait and Tackle and try your hand in the Derby / More Info
  • If you’re new to the famed Striped Bass and Bluefish Derby, Coops can guide you on how to participate. Grab bait, a pole, or even arrange a charter and give the derby a try! This fall event draws fishermen from all over for a community competition.
• Go Stand Up Paddleboarding Island Spirit Kayak / More Info
  • Open through October by reservation, this kayak and SUP rental company offers delivery for enjoying fall foliage on the water. Check their guidance below on the best Paddle locations during the fall season: 

Our Picks for Where to Eat and Drink…

• Eleven Circuit / More Info
  • September is a wonderful time to visit Eleven Circuit on Circuit Ave in Oak Bluffs. They offer American food with a Southern twist and Caribbean flair. 
• The Good Shoppe / More Info
  • Candy at Halloween Time? Yes please! Welcome the Good Shoppe to Oak Bluffs and grab a pumpkin spice latte and a bag of sweet treats. 
• Rosewater Market / More Info
  • This local favorite is the ideal spot for breakfast or lunch with a friend! Their fall decor and seasonal baked goods are not to be missed. 

Photos Courtesy Misty Meadows Pumpkins and Ponies

Shop Sales at…

• Basics Clothing  / More Info
  • Our favorite shoe store in Oak Bluffs has an incredible selection of items you can’t find anywhere else. If you’re stocking up for winter, you’ll find something for the whole family.
• Island Outfitters  / More Info
  • A hub of seasonal celebrations in Oak Bluffs, Island Outfitters has a custom Martha’s Vineyard selection and the best jackets to keep you warm in the off-season. 
• Coastal Supply Co / More Info
  • If your home needs a seasonal refresh, this Vineyard Haven spot features local decor from island artisans.

Subscribe to MVY.com’s Monthly Email Newsletter 

Learn Something New at…

• Erica Wilson Sip + Stitch Gathering / More Info
  • Fall is prime time to pick up a needlepoint hobby! This welcoming environment on Tuesdays from 6-7:30pm offers community support for all levels. Their custom Martha’s Vineyard canvases are a perfect Holiday gift if you get started now! 
• Featherstone Arts Class / More Info
  • Featherstone's rotating offerings include classes for every interest and level.Try fiber arts, jewelry making, watercolor, pottery… either as a one-time or whole-season commitment. You can learn from experts who support you every step of the way. 
• Kismet Outfitters Fly Fishing Lessons / More Info
  • For both beginners and experienced anglers, Kismet Outfitters presents guided fly fishing trips, casting clinics. They provide group tours and casting clinics, perfect for learning or improving skills.

Photos Courtesy Felix Neck Annual Fall Festival

Bring Your Kids to…

• Island Alpaca / More Info
  • This year-round alpaca farm offers a chance to get up close with alpacas while learning about them!  Kids love their gentle nature, and the daily Walk and Talk events are a great outing for the whole family. 
• Felix Neck Hike / More Info
  • At Felix Neck, explore miles of trails through woodlands, meadows, and shorelines. Perfect for families it offers nature play areas, a butterfly garden, and spots for building shelters among the trees.
• A Bounce House Setup / More Info
  • Planning a kids' party? Add fun with a luxury white bounce house from MV Picnic!  This mini castle can be set up for any event, and the floral garland is adorable.

Learn More About the MV Derby Here  

Treat Yourself To… 

• Facial at DermaSea / More Info
  • Self-care should be a priority after a long summer. DermaSea has a focus on oceanic treatments and is offering Fall specials through the end of October for peels, pumpkin masks and overnight refresh sessions. 
• Massage at Healing Hands Bodywork / More Info
  • Healing Hands Bodywork offers massage therapy to reduce stress and promote peace of mind. Relieve any tension with a custom treatment, or buy an online gift card for a loved one!  
• Family Photos with Emily Drazen Photography / More Info
  • Fall is a great time for family photos, creating memories to cherish forever. Book with Emily for a gallery of unforgettable images. 

Follow VisitMarthasVineyard on Instagram

Stay at…

• Ashley Inn / More Info
  • Ashley Inn is a perfect year-round venue for couples visiting Edgartown this fall. The walkable location, Coastal New England furnishings and hospitality are prime for a long weekend or staycation. 
• The Attleboro House (closing date 10/20) / More Info
  •  If you're looking to stay in downtown Oak Bluffs, the Attleboro House is a walkable choice. Some of the rooms offer scenic views of the harbor or even private balconies. 
• Dockside Inn (closing date 10/28) / More Info
  • Dockside is steps from the harbor, shopping, and downtown Oak Bluffs, with access to a hot tub, sun deck, and expert concierge.