Title: 10 TOP Things to Do in Chilmark September 2025 | Expedia.ca [Hotels in Chilmark](https://expedia.ca/Chilmark-Hotels.d6135676.Travel-Guide-Hotels)[Chilmark Car Rentals](https://expedia.ca/Car-Rentals-In-Chilmark.d6135676.Car-Rental-Guide)[Chilmark Vacation Packages](https://expedia.ca/Chilmark.d6135676.Destination-Travel-Guides) # What to do in Chilmark, MA ## Activities, attractions and tours ## Visit Chilmark Types of activities [Chilmark travel guide](https://expedia.ca/Chilmark.dx6135676) ![Photo by Wen C.](https://mediaim.expedia.com/destination/2/92660841fb017fb68076d67660f760a8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Wen C.](https://mediaim.expedia.com/destination/2/92660841fb017fb68076d67660f760a8.jpg) ![Photo by Shobha George](https://mediaim.expedia.com/destination/2/b5734255f0eddcd733d7cdd0c363ea14.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Shobha George](https://mediaim.expedia.com/destination/2/b5734255f0eddcd733d7cdd0c363ea14.jpg) ## Chilmark Attractions Let Expedia help you experience the best that Chilmark has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Chilmark is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Chilmark to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Chilmark Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Chilmark. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Chilmark attractions ensure that you’ll have a successful trip, whatever the season. * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ## Recommended things to do in Chilmark | Number of things to do | 12 | | --- | --- | | Cheapest thing to do on Expedia | [Martha’s Vineyard Self-Guided (APP/GPS) Audio Walking Tour](https://expedia.ca/things-to-do/marthas-vineyard-self-guided-app-gps-audio-walking-tour.a46381262.activity-details): CA $14 | | Top 5 things to do | - [Best 3-Hour Martha's Vineyard shared Island Tour from Oak Bluffs](https://expedia.ca/things-to-do/3-hour-marthas-vineyard-island-tour-from-oak-bluffs.a1214181.activity-details) - [Best of Martha's Vineyard 3 hour Full-Island Tour](https://expedia.ca/things-to-do/best-of-marthas-vineyard-3-hour-full-island-tour.a48861853.activity-details) - [All Island Bus Tour](https://expedia.ca/things-to-do/all-island-bus-tour.a1692436.activity-details) - [All New Shared Jaws tour Budget Friendly](https://expedia.ca/things-to-do/all-new-shared-jaws-tour-budget-friendly.a49524836.activity-details) - [4 hours Hop-on Hop-off Jawsome Jaws Tour](https://expedia.ca/things-to-do/4-hours-hop-on-hop-off-jawsome-jaws-tour.a49216765.activity-details) | | Half-day tours | - [Best 3-Hour Martha's Vineyard shared Island Tour from Oak Bluffs](https://expedia.ca/things-to-do/3-hour-marthas-vineyard-island-tour-from-oak-bluffs.a1214181.activity-details) - [Best of Martha's Vineyard 3 hour Full-Island Tour](https://expedia.ca/things-to-do/best-of-marthas-vineyard-3-hour-full-island-tour.a48861853.activity-details) - [All Island Bus Tour](https://expedia.ca/things-to-do/all-island-bus-tour.a1692436.activity-details) - [Marthas Vineyard Luxury Tour (2hrs)](https://expedia.ca/things-to-do/2-hour-private-guided-sightseeing-tour-of-marthas-vineyard-island.a44831390.activity-details) - [Oak Bluffs: Martha's Vineyard GPS Smartphone Audio Tour](https://expedia.ca/things-to-do/oak-bluffs-marthas-vineyard-gps-smartphone-audio-tour.a48293887.activity-details) | | With kids | - [Best of Martha's Vineyard 3 hour Full-Island Tour](https://expedia.ca/things-to-do/best-of-marthas-vineyard-3-hour-full-island-tour.a48861853.activity-details) - [4 hours Hop-on Hop-off Jawsome Jaws Tour](https://expedia.ca/things-to-do/4-hours-hop-on-hop-off-jawsome-jaws-tour.a49216765.activity-details) | ## What to do in Chilmark * * * ### Discover the most popular places to visit in Chilmark #### Menemsha Beach Why not spend a carefree afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area. [](https://expedia.ca/Menemsha-Beach-Chilmark.d6287512.Vacation-Attraction) #### Lucy Vincent Beach If a restful vacation is part of your travel plans, Lucy Vincent Beach might be the perfect place to seek out during your trip to Chilmark. Take in the festivals and sunsets in the area. [](https://expedia.ca/Lucy-Vincent-Beach-Chilmark.d553248621532666148.Vacation-Attraction) #### The Yard Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront, or simply savor its wineries. [](https://expedia.ca/The-Yard-Chilmark.d553248621532666151.Vacation-Attraction) #### Chilmark Chocolates Enjoy an outing to Chilmark Chocolates during your stay in Chilmark. While in this walkable area, you can savor the wineries. [](https://expedia.ca/Chilmark-Chocolates-Chilmark.d553248621532666149.Vacation-Attraction) #### Fulling Mill Brook Preserve Enjoy an outing to Fulling Mill Brook Preserve during your stay in Chilmark. Wander the area's waterfront or simply enjoy one of its wineries. [](https://expedia.ca/Fulling-Mill-Brook-Preserve-Chilmark.d553248621532666154.Vacation-Attraction) #### Chilmark Town Hall After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets. [](https://expedia.ca/Chilmark-Town-Hall-Chilmark.d909392006963683328.Vacation-Attraction) #### Middle Road Sanctuary You can take time to visit Middle Road Sanctuary during your travels to Chilmark. Take in the festivals and sunsets in the area. [](https://expedia.ca/Middle-Road-Sanctuary-Chilmark.d909392635050242048.Vacation-Attraction) #### Edys Island Commune with nature and explore the great outdoors at Edys Island during your travels in Chilmark. Take in the festivals and sunsets in the area. [](https://expedia.ca/Edys-Island-Chilmark.d909390715776262144.Vacation-Attraction) #### Stonewall Beach Why not spend a lazy afternoon at Stonewall Beach during your trip to Chilmark? Stroll along the beaches or discover the area's sunsets. [](https://expedia.ca/Stonewall-Beach-Chilmark.d909390772961382400.Vacation-Attraction) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Chilmark ![Vineyard Haven](https://mediaim.expedia.com/destination/1/fe8cdec1e7390a97a98d633d6368b811.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Vineyard Haven [](https://expedia.ca/Vineyard-Haven.dx6213) ![West Tisbury](https://mediaim.expedia.com/destination/1/fe8cdec1e7390a97a98d633d6368b811.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### West Tisbury [](https://expedia.ca/West-Tisbury.dx3000007836) ![Aquinnah](https://mediaim.expedia.com/destination/1/023e79550410b2cf16d9b4926fe2bf6a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Aquinnah [](https://expedia.ca/Aquinnah.dx553248634998599060) ## Frequently asked questions ### Is Chilmark worth visiting? > Chilmark offers an interesting mix of local charm, culture and attractions. Whether you're into history, the outdoors or traditional cuisine, there's plenty here to enjoy. ### How do I spend a day in Chilmark? > Start your sightseeing with a visit to Long Point Beach and Lucy Vincent Beach. Then, check out other areas of Chilmark for local restaurants and some retail therapy. ### What is the top tourist attraction in Chilmark? > You can't go home without visiting Long Point Beach, ranked the top tourist attraction in Chilmark. ### Is three days enough to stay in Chilmark? > Three days will give you enough time to tick off many city highlights, such as Long Point Beach, Lucy Vincent Beach and The Yard. The average stay in Chilmark is two days. If you have the time to extend your vacation, Middletown isn't far away. ### What are some activities to do in Chilmark with kids? > Whether you're vacationing with tiny adventurers or thrill-loving teens, a fun-filled itinerary sets the tone for a great escape. Check out our recommendations for what to do in Chilmark with kids. > > > > - [Best of Martha's Vineyard 3 hour Full-Island Tour](https://expedia.ca/things-to-do/best-of-marthas-vineyard-3-hour-full-island-tour.a48861853.activity-details) > - [4 hours Hop-on Hop-off Jawsome Jaws Tour](https://expedia.ca/things-to-do/4-hours-hop-on-hop-off-jawsome-jaws-tour.a49216765.activity-details) ### What to do in Chilmark for adults? > Whether you're a culture enthusiast, avid foodie or fan of nature, there's lots of things to do in Chilmark for adults including Chilmark Chocolates. ### Are there free things to do in Chilmark? > In Chilmark, Lucy Vincent Beach is a popular spot for anyone looking to see the city without taking their wallet out. Also, stroll around the local parks and neighbourhoods, and ask for ideas from a local tour guide. 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