🌳 Things to Do Up-Island on Martha's Vineyard - Chilmark, Aquinnah and West Tisbury MA in 2024

must-visit places and activities in each town, including beaches, farms, fish markets and Wampanoag history

If you're planning a trip to the picturesque up-island towns of Chilmark, Aquinnah, and West Tisbury in 2024, you might be surprised by the rural, agricultural haven you will find. Here are some must-visit places and activities in each of these towns:

Field Gallery

Chilmark:

1. The Chilmark General Store: Enjoy a meal or pick up locally sourced goods at this historic store.

2. Lucy Vincent Beach: Relax at one of Martha's Vineyard's beautiful beaches (closed to the public in summer).

3. The Grey Barn and Farm: Discover farm-to-table excellence with farm tours and cheese tastings.

4. Watch the Sunset at Menemsha Beach: Witness a breathtaking sunset at Menemsha Beach, grab food at local fish markets Larsens or Menemsha for your picnic.

5. Chilmark Flea Market: Explore this charming flea market for unique finds.

There are more than 30 operational farms amongst the three towns. You’ll stumble across many self-serve farm stands offering produce, flowers and various locally farmed goods.

See an interactive map of farms here, or read more about them in the MVacay Guide: 👨‍🌾 Roundup: Martha's Vineyard Farm Stands

Gay Head Lighthouse from Aquinnah Cliffs Overlook

Aquinnah:

1. Gay Head Cliffs: Marvel at the stunning clay cliffs of Aquinnah. It features a lookout point with historical information.

2. Aquinnah Lighthouse: Often open for tours, you can climb to the top for panoramic ocean views.

3. Philbin or Moshup Beach: Enjoy a peaceful day at this serene beach (walk-on day passes available for purchase)

4. Aquinnah Cultural Center: Immerse yourself in the rich heritage of the Wampanoag Tribe.

5. Dine at Outermost Inn: Enjoy a memorable dining experience with ocean views at Outermost Inn.

The Wampanoag Tribe of Gay Head Aquinnah are the legal caretakers of 500+ acres of land in Aquinnah, MA which is mostly undeveloped.

Read more about the tribe here.

West Tisbury Farmer’s Market

West Tisbury:

1. Alley's General Store: Step back in time at this historic general store.

2. Cedar Tree Neck Sanctuary: Experience the beauty of Martha's Vineyard's natural landscapes with a hike.

3. West Tisbury Farmer's Market: Visit in the summer on Wednesdays and Saturday mornings for fresh produce, artisanal products, and local crafts.

4. Field Gallery: Appreciate the work of local artists at this gallery showcasing contemporary art.

5. Polly Hill Arboretum: Discover diverse plant collections and peaceful gardens.

6. Vineyard Artisans Fair at Grange Hall: Browse local artisans' crafts and artworks at Grange Hall on Thursdays and Sundays.

While up-island is surrounded by gorgeous coastlines, most beaches up-island are closed to the public or town-permit only.

Read more about accessing Up-Island Beaches in MVacay’s guide here: 🌊 Which beach should I go to on Martha's Vineyard?

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You can find an itinerary for one day up-island on Thursday of the below Itinerary: