Chilmark is a small town located in Dukes County, Massachusetts, United States. Situated on the western end of the island of Martha's Viney…
Best for you if…
Chilmark is a strong pick for beach activities & hiking — plan about 7 days. Peak season: Summer.
Deep guide guide · about 4 min to read · depth score 90/100 (coverage of intro, tips, and mapped places)
Moderate density — A mix of walkable clusters with some longer hops. (≈34.1 km span)
High season: Summer
Best months for lower-cost travel: April · May · September · October
55°F - 75°F
50°F - 70°F
70°F - 85°F
30°F - 45°F
Chilmark, a picturesque town located on Martha's Vineyard in Massachusetts, United States, offers a serene escape from the hustle and bustle of city life. If you're planning a visit to this charming coastal destination, here are a few ways to reach Chilmark:
The easiest way to reach Chilmark is by flying into Martha's Vineyard Airport. Several major airlines offer direct flights from various cities in the United States to this airport. Upon arrival, you can rent a car or take a taxi to reach Chilmark, which is approximately a 20-minute drive away.
Another popular option is to take a ferry to Martha's Vineyard. Ferries operate from several locations on the mainland, including Woods Hole, Falmouth, and New Bedford in Massachusetts. Once you arrive at Martha's Vineyard, you can either rent a car or take a public bus to reach Chilmark.
If you prefer driving, Chilmark can be reached by car from the mainland. You can take the I-95 highway to reach the Cape Cod area, and then follow signs to the ferry terminal. After crossing over to Martha's Vineyard, follow the signs to Chilmark. The journey by car from major cities like Boston or Providence takes approximately 2-3 hours, depending on traffic and ferry schedules.
If you prefer public transportation, you can take a bus or train to the ferry terminals in Woods Hole, Falmouth, or New Bedford. From there, board a ferry to Martha's Vineyard and then take a bus or taxi to reach Chilmark.
Once you arrive in Chilmark, you'll be greeted by its stunning natural beauty, rolling hills, and serene beaches. Whether you're looking to explore the iconic Gay Head Lighthouse, relax on Lucy Vincent Beach, or indulge in delicious seafood at local restaurants, Chilmark offers a delightful getaway for nature lovers and beach enthusiasts.
Plan your trip to Chilmark today and experience the charm of this idyllic town on Martha's Vineyard!
Chilmark is a small town located in Dukes County, Massachusetts, United States. Situated on the western end of the island of Martha's Vineyard, Chilmark covers an area of approximately 19 square miles. Known for its stunning natural beauty and pristine beaches, Chilmark is a popular destination for tourists and a peaceful retreat for its residents.
The town of Chilmark is characterized by its rolling hills, picturesque landscapes, and abundant farmlands. It is home to a tight-knit community that values its rural charm and close connection to nature. With a population of around 900 people, Chilmark offers a quiet and serene atmosphere, making it an ideal place for those seeking tranquility away from the hustle and bustle of city life.
Chilmark boasts several beautiful beaches, including Lucy Vincent Beach and Squibnocket Beach, which are considered some of the most scenic and unspoiled beaches in the region. These pristine stretches of sand attract beachgoers, swimmers, and sunbathers during the summer months. In addition to its beaches, Chilmark is also known for its rolling hills and vast conservation areas, providing ample opportunities for hiking, birdwatching, and exploring the great outdoors.
Chilmark is a town with deep historical roots, dating back to its establishment in 1694. The town's historic buildings and landmarks, such as the Chilmark Community Center and the Chilmark Tavern, reflect its rich heritage. The town also hosts various cultural events and festivals throughout the year, showcasing local art, music, and cuisine.
Compiled from local tips, stay length, and season notes.
50 places mapped for this destination
Evening strolls, half-days, and fuller day loops — clustered by proximity.
~0.3 km · 2 places
~0.5 km · 2 places
~0.5 km · 2 places
~2.5 km · 4 places
~2.4 km · 4 places
~2.1 km · 4 places
~0.9 km · 5 places
~2.5 km · 4 places
~9.9 km · 6 places
~12.2 km · 6 places
Places ordered by proximity into day buckets. Add what you like to your trip.
~7 km path
~12.6 km path
~12 km path
~4.3 km path
~1 km path
~12.2 km path
~0.5 km path
Answers compiled from stay length, season, and local tips for this guide.
Most travelers spend about 7 days in Chilmark, United States.
High season is typically Summer.
Travelers often find better value in April, May, September, October.
Chilmark suits Beach activities, Hiking, Exploring historical sites.
A mix of walkable clusters with some longer hops.
Pack sunscreen and beach essentials
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