23 Best & Fun Things To Do in Vineyard Haven (MA)

Vineyard Haven is a charming community located in Tisbury, Massachusetts, on the island of Martha’s Vineyard. It is the main port of entry to the island, hosting ferries that connect it to the mainland year-round. This quaint area is part of Dukes County and has a population of approximately 2,367 as of the 2022 census.

Historically known as “Holmes Hole,” the name changed to Vineyard Haven in 1871. It is often used interchangeably with Tisbury, though technically, it refers to one specific section. The town’s geography includes 1.31 square miles of land and a small portion of water, featuring a picturesque harbor and waterfront.

Vineyard Haven serves as a bustling hub on Martha’s Vineyard and is well-known for its vibrant maritime history. It is a key stop for the island’s Steamship Authority, making it a crucial gateway for visitors and residents. Its harbor is lively and picturesque, framed by classic New England coastal scenery.

The town is also home to notable landmarks and unique features, such as its charming streets, historic architecture, and proximity to beautiful natural surroundings. Vineyard Haven combines small-town charm with rich cultural and historical significance, making it a unique and welcoming part of Martha’s Vineyard.

Looking for what to do in Vineyard? Here are the best things to do in Vineyard Haven, MA.

Things To Do in Vineyard Haven, MA

1. Visit Martha’s Vineyard Museum

Martha's Vineyard Museum
Credits: Jill Erickson/Flickr
Martha’s Vineyard Museum

Martha’s Vineyard Museum is a treasure trove of island history and culture. This beautifully curated museum offers a glimpse into the island’s past through fascinating exhibits, artwork, and artifacts.

Explore exhibitions like “Ferry Tales,” which delves into the evolution of ferry services, and “Human/Nature,” highlighting the intersection of art and conservation on Martha’s Vineyard. Each exhibit tells a unique story about the island and its residents, both past and present.

The museum is also home to a stunning rooftop deck with panoramic views of Lagoon Pond and Vineyard Haven Harbor. It’s a perfect spot for a peaceful moment or a photo op. The museum frequently hosts events, educational programs, and interactive displays that make it engaging for all ages.

Don’t miss the Cooke House & Legacy Gardens, a historical site managed by the museum. It provides insight into 18th-century life on the island, surrounded by beautiful gardens. With its blend of history, art, and scenic beauty, this museum is a must-visit for anyone looking to connect with Martha’s Vineyard’s roots.

Address: 151 Lagoon Pond Road, Vineyard Haven, MA 02568

2. Explore Owen Park Beach

Owen Park Beach is a hidden gem in Vineyard Haven. This small yet charming beach is perfect for a relaxing day by the water. It is located just steps from the ferry terminal and is easily accessible for visitors. The calm waters of the harbor make it a great spot for families with young children or anyone seeking a peaceful swim.

Owen Park Beach also features a picturesque dock and is a popular spot for boating enthusiasts. You can sit on the benches lining the park and watch the boats gently bob in the harbor. In the summer, the park hosts concerts in its small amphitheater, adding a lively touch to the serene environment.

Surrounding the beach are lush green spaces, ideal for picnics or a casual stroll. The location provides stunning views of Vineyard Haven Harbor, especially during sunrise or sunset.

Address: 29 Owen Park Way, Vineyard Haven, MA 02568

3. Take Scenic Photos at Eastville Beach

Eastville Beach is a photographer’s dream. Located near the bridge between Vineyard Haven and Oak Bluffs, this beach offers stunning views of Vineyard Sound and the harbor. It’s a favorite spot for capturing breathtaking sunrises and sunsets.

The rocky shoreline and clear waters create a unique backdrop for photos. You’ll also see ferries and sailboats passing by, adding a dynamic element to your shots. For those who enjoy wildlife photography, Eastville Beach is home to various seabirds and marine life.

Even if photography isn’t your thing, the beach is a great place to relax and enjoy the scenery. Bring a blanket, sit on the rocks, and soak in the beauty of the surroundings. 

Address: Beach Road, Oak Bluffs, MA 02557

4. Take a Walk Along Lagoon Pond

Lagoon Pond is one of Vineyard Haven’s hidden gems. This peaceful body of water stretches between Vineyard Haven and Oak Bluffs. The area around the pond offers a serene setting for a leisurely walk. With calm waters, abundant wildlife, and lush greenery, it’s the perfect spot for nature lovers.

The walking paths along the pond are well-maintained and easy to navigate. You can enjoy beautiful views of the water, often dotted with kayaks and paddleboards. During your walk, you may spot ospreys, herons, and other birds native to the island. The tranquility of the pond provides a relaxing escape from the town’s busier spots.

For a more immersive experience, bring a picnic and find a quiet spot along the shore. If you’re feeling adventurous, consider renting a kayak nearby to explore the pond further. Whether you walk for exercise or relaxation, Lagoon Pond is a peaceful retreat that showcases the natural beauty of Vineyard Haven.

Address: Lagoon Pond Road, Vineyard Haven, MA 02568

5. Take a Bike Ride on Local Trails

Exploring Vineyard Haven on a bike is one of the best ways to take in its natural beauty. The town has several bike-friendly trails that cater to all skill levels, making it an enjoyable activity for families, couples, and solo adventurers.

One popular route is the Vineyard Haven to West Tisbury trail, which winds through scenic countryside and quiet roads. Along the way, you’ll pass charming farms, open fields, and shady woods. Another great option is the trail leading to Lagoon Pond, offering breathtaking views of the water.

Many bike rental shops are available in Vineyard Haven, providing everything you need for a fun ride. The island’s relatively flat terrain and well-maintained paths make biking accessible and enjoyable. 

Address: Various trails around Vineyard Haven, MA 02568

6. Check Out the Art Galleries Like Louisa Gould Gallery

Louisa Gould Gallery is a must-visit for art lovers in Vineyard Haven. This gallery showcases the work of talented local and regional artists, offering a mix of contemporary and traditional pieces. You’ll find everything from vibrant paintings to intricate sculptures, all inspired by the beauty of Martha’s Vineyard.

The gallery’s rotating exhibits keep things fresh and exciting. You might discover seascapes that capture the island’s charm or abstract pieces that challenge your imagination. Louisa Gould Gallery also features photography, ceramics, and jewelry, making it a great place to shop for unique gifts or keepsakes.

What sets this gallery apart is its connection to the community. The owner, Louisa Gould, is an artist herself and often hosts events, including art talks and workshops. 

Louisa Gould Gallery is conveniently located near Main Street, so it’s easy to combine a visit with shopping or dining. Take your time to explore the collection and enjoy the creativity that thrives on the island.

Address: 54 Main Street, Vineyard Haven, MA 02568

7. Stop by West Chop Lighthouse

West Chop Lighthouse
Credits: Robert English/Flickr
West Chop Lighthouse

West Chop Lighthouse is a historic gem in Vineyard Haven. This iconic lighthouse has guided sailors safely into the harbor since 1891. It sits on a bluff overlooking Vineyard Sound, offering stunning views of the ocean and the surrounding coastline. Although the lighthouse itself isn’t open to the public, its beauty and the serene location make it a great place to visit.

The grounds are accessible, and you can get close enough to admire the structure and take photographs. The lighthouse is surrounded by charming homes and quiet streets, perfect for a leisurely walk. On clear days, you can see ferries crossing Vineyard Sound and boats navigating the harbor. The area around the lighthouse is peaceful, making it ideal for relaxing and soaking up the scenery.

History lovers will appreciate the significance of West Chop Lighthouse, which remains an active aid to navigation. Its classic New England design adds to the island’s maritime charm. It’s a quick stop but one that leaves a lasting impression.

Address: 179 Lighthouse Road, Vineyard Haven, MA 02568

8. Tour Vineyard Haven Public Library

The Vineyard Haven Public Library is more than just a place for books. It’s a community hub offering a welcoming space to learn, read, and relax. The library’s architecture is charming, and its interior is warm and inviting. Visitors can explore a wide range of books, magazines, and other materials, including works by local authors.

The library also hosts a variety of events, such as author talks, film screenings, and art exhibits. For those interested in the island’s culture, the library provides resources about Vineyard history and its people. The children’s section is delightful, with colorful décor and engaging activities that make it fun for young visitors.

If you need a quiet place to work or study, the library offers free Wi-Fi and comfortable seating. The staff is friendly and always ready to assist with recommendations or information. Stop by to relax, learn something new, or simply soak up the community spirit.

Address: 200 Main Street, Vineyard Haven, MA 02568

9. See Historic Sites Like Grace Episcopal Church

Grace Episcopal Church is a stunning piece of Vineyard Haven’s history. It was built in the late 19th century and is a classic example of Gothic Revival architecture. Its towering spire and intricate stained-glass windows make it a striking landmark in the town.

The church is still an active place of worship, but visitors are welcome to tour the building. Inside, you’ll find beautiful woodwork, historic artifacts, and a peaceful atmosphere. The church’s history is closely tied to the island’s maritime community, and it has been a cornerstone of Vineyard Haven for over a century.

Grace Episcopal Church is also known for its community outreach programs and events. During the summer, it often hosts concerts and special services that bring people together. 

The surrounding area is equally charming, with quiet streets and historic homes that add to the experience. Take your time exploring the church and its picturesque surroundings.

Address: 36 Woodlawn Avenue, Vineyard Haven, MA 02568

10. Visit Tisbury Marketplace

Tisbury Marketplace is a lively shopping and dining destination in Vineyard Haven. It’s a unique spot where you can browse boutique shops, enjoy fresh local food, and take in beautiful harbor views. The marketplace offers something for everyone, making it a popular stop for both visitors and locals.

You’ll find stores featuring locally made crafts, clothing, and souvenirs. One standout is the Island Copper Gallery, which showcases stunning handmade copper artwork. For food lovers, the marketplace is home to eateries serving everything from seafood to gourmet sandwiches. Treat yourself to a meal while enjoying the serene waterfront setting.

The relaxed vibe and variety of options make Tisbury Marketplace a great place to spend a few hours. Whether you’re shopping for unique gifts or grabbing a bite to eat, this spot captures the charm of Vineyard Haven.

Address: 79 Beach Road, Vineyard Haven, MA 02568

11. Browse at Bunch of Grapes Bookstore

Bunch of Grapes Bookstore is a literary treasure in Vineyard Haven. This independent bookstore has been a community favorite for decades, offering a curated selection of books for all ages and interests. It’s the perfect place to find your next great read or a thoughtful gift.

The store is known for its friendly staff, who are always ready with recommendations. You’ll find bestsellers, local authors, and rare finds on its shelves. The children’s section is colorful and inviting, with a variety of books and activities to keep young readers entertained.

Bunch of Grapes also hosts events like book signings and author talks, making it a hub for literary enthusiasts. The cozy atmosphere invites you to linger and explore. Whether you’re an avid reader or just looking for a quiet moment, this bookstore is a must-visit.

Address: 23 Main Street, Vineyard Haven, MA 02568

12. Discover Native Earth Teaching Farm

Native Earth Teaching Farm is a hidden gem that connects visitors with nature and sustainable farming. This family-run farm focuses on teaching visitors about farming practices, animal care, and the environment. It’s an educational experience that’s both fun and hands-on.

The farm is home to a variety of animals, including goats, chickens, and pigs. Kids love the chance to interact with the animals and learn about their care. The gardens are equally fascinating, showcasing methods like composting and permaculture. The staff is welcoming and eager to share their knowledge, making every visit memorable.

Seasonal events and workshops add to the farm’s appeal. You might learn how to make cheese, start a garden, or even spin wool. The laid-back atmosphere and natural beauty of the farm make it a wonderful place to explore, learn, and unwind.

Address: 94 North Road, Chilmark, MA 02535

13. Relax at Tashmoo Waterworks

Tashmoo Waterworks is a hidden sanctuary in Vineyard Haven. This historical site is nestled near Lake Tashmoo, offering a tranquil escape into nature. The waterworks were once a vital part of the town’s water supply system, and today, it serves as a quiet spot for visitors to unwind.

Surrounded by lush greenery, the area is perfect for a peaceful walk or picnic. You’ll find trails that meander through the woods, providing a chance to explore the local flora and fauna. The calm atmosphere makes it a great place to read, meditate, or simply enjoy the fresh air.

Birdwatchers will appreciate the variety of species that frequent the area. You might spot a heron near the water or hear the melodic songs of local birds. The natural beauty and serene vibe of Tashmoo Waterworks make it an ideal spot to recharge.

Address: West Spring Street, Vineyard Haven, MA 02568

14. Stroll Through Main Street for Shopping

Main Street in Vineyard Haven
Credits: William L. Bird/Flickr
Main Street in Vineyard Haven

Main Street in Vineyard Haven is a shopper’s paradise with a unique island charm. The street is lined with boutique stores, art galleries, and specialty shops that offer everything from locally made jewelry to island-inspired clothing. It’s the perfect place to find souvenirs or gifts for loved ones.

Stop by Bunch of Grapes Bookstore, a beloved local institution known for its wide selection of books and friendly staff. For art lovers, Louisa Gould Gallery showcases stunning works by regional artists. Food enthusiasts will enjoy exploring local delicacies, like handcrafted chocolates at Murdick’s Fudge or fresh-baked goods from nearby cafés.

Main Street also boasts a vibrant atmosphere with its colorful storefronts and friendly locals. Many shops offer products inspired by the island’s natural beauty, from handmade crafts to sustainable fashion. The walkable nature of Main Street makes it easy to explore at your own pace, allowing you to soak in the ambiance and charm of Vineyard Haven.

Address: Main Street, Vineyard Haven, MA 02568

15. Enjoy the Community Events at Vineyard Haven Marina

Vineyard Haven Marina is more than just a dock for boats; it’s a vibrant hub for community events and activities. Located in the heart of the harbor, the marina hosts events throughout the year, bringing locals and visitors together.

During the summer, the marina often features live music, food festivals, and art shows. These events showcase the island’s culture and provide a chance to meet new people. The annual fireworks display is a highlight, lighting up the harbor in a dazzling show.

The marina also offers fantastic views of Vineyard Haven Harbor. It’s a great spot for a leisurely stroll, watching the boats come and go. You’ll find benches along the way where you can sit and enjoy the waterfront ambiance.

Whether you’re attending an event or just soaking in the marina’s charm, it’s a must-visit spot in Vineyard Haven. The lively atmosphere and scenic location make it a favorite for all ages.

Address: 52 Beach Road, Vineyard Haven, MA 02568

16. Discover Polly Hill Arboretum Nearby

Polly Hill Arboretum is a lush botanical haven just a short drive from Vineyard Haven. This 70-acre arboretum is a living museum of plants, showcasing trees, shrubs, and flowers from around the world. It’s a peaceful retreat for nature enthusiasts and anyone seeking tranquility.

Stroll through trails that wind past beautiful gardens, open meadows, and unique plant collections. Polly Hill Arboretum is known for its rare and exotic trees, many of which were cultivated by Polly Hill herself, a renowned horticulturist. Look out for the signature North Tisbury azaleas and stewartias.

The arboretum offers self-guided tours with informational signage to help you learn about the plants. For a more immersive experience, join a guided tour or workshop, often held during the warmer months. The serenity and natural beauty make it a perfect spot for reflection or a picnic.

Address: 809 State Road, West Tisbury, MA 02575

17. Indulge in Handcrafted Chocolates at Murdick’s Fudge

Murdick’s Fudge is a Vineyard Haven tradition you don’t want to miss. This charming shop has been crafting delectable fudge and confections since 1887. Step inside, and you’ll be greeted by the sweet aroma of freshly made treats.

The fudge is the star here, made with real butter and cream in small batches for maximum flavor. Flavors range from classic chocolate and peanut butter to seasonal specialties like pumpkin spice. The staff often lets you sample a piece before deciding, making the experience even sweeter.

In addition to fudge, Murdick’s offers other delights, including chocolate-dipped pretzels, toffees, and brittles. Everything is beautifully packaged, making it an excellent place to pick up gifts or souvenirs. Watching the candy-making process through the window adds to the charm.

Address: 21 Main Street, Vineyard Haven, MA 02568

18. Try Kayaking or Paddleboarding in the Harbor

Vineyard Haven Harbor is the perfect place to explore on the water. Kayaking and paddleboarding are popular activities that let you experience the beauty of the harbor up close. Rentals are readily available, and the calm waters make it accessible even for beginners.

Paddle past sailboats and ferries while enjoying views of the shoreline. If you’re lucky, you might spot local wildlife like seals or seabirds. The harbor’s sheltered nature provides a safe and enjoyable environment for water sports.

Many rental shops also offer guided tours for those who want to learn about the area’s history and ecosystem while paddling. Sunset excursions are particularly magical, with the sky and water lit in golden hues. It’s a fun way to stay active while taking in Vineyard Haven’s coastal charm.

Address: Vineyard Haven Harbor, Beach Road, Vineyard Haven, MA 02568

19. Visit the Sailing Camp Park for Beautiful Views

Sailing Camp Park is a hidden gem in Vineyard Haven that offers stunning views and a peaceful escape. The park, which is nestled on a hill overlooking Lagoon Pond, is a great spot to relax, explore, and connect with nature. The park’s expansive green spaces are perfect for picnics, casual walks, or simply soaking in the scenery.

One of the highlights of the park is its panoramic views of Lagoon Pond. The combination of sparkling waters, sailboats, and surrounding greenery creates a picture-perfect setting. Benches scattered throughout the park offer ideal spots to sit and take it all in.

The park is also home to a historic building used for events and community gatherings. While access to the interior may be limited, the exterior adds a touch of charm to the surroundings. 

Address: 177 Barnes Road, Oak Bluffs, MA 02557

20. Explore Historic Houses Like the Nathan Mayhew Schoolhouse

The Nathan Mayhew Schoolhouse, built in 1828, is a slice of Vineyard Haven’s rich history. This charming schoolhouse once served as a center for education on Martha’s Vineyard. Today, it stands as a testament to the island’s commitment to preserving its heritage.

The building’s simple yet classic design reflects the architectural style of early New England. Step inside, and you’ll feel transported back in time. Historical exhibits and artifacts give visitors a glimpse into what education and daily life were like in the 19th century.

The schoolhouse is part of the Vineyard Haven Historical Society, which often hosts events and tours to share the island’s history with visitors. Walking around the grounds, you’ll also find a peaceful garden area, perfect for a moment of reflection. History buffs and curious travelers alike will appreciate the charm and significance of this historic site.

Address: 30 Church Street, Vineyard Haven, MA 02568

21. Enjoy a Meal at Black Dog Tavern

Black Dog Tavern
Credits: Massachusetts Office Of Tr/Flickr
Black Dog Tavern

The Black Dog Tavern, opened in 1971, is a rustic waterfront eatery that offers delicious meals and an unbeatable atmosphere. The tavern is famous for its hearty breakfasts, featuring options like fluffy pancakes, omelets, and freshly baked muffins. For lunch or dinner, the clam chowder and lobster rolls are local favorites.

The interior is cozy, with wooden beams and nautical décor that reflect the island’s maritime heritage. Large windows provide stunning views of Vineyard Haven Harbor, adding to the dining experience. In warm weather, you can sit outside and enjoy the fresh sea breeze while dining on locally sourced dishes.

The Black Dog Tavern also has its own bakery and shop where you can buy freshly baked goods, coffee, and iconic Black Dog merchandise. The restaurant is family-friendly and perfect for a casual meal after exploring the town. It’s more than a place to eat; it’s a part of Vineyard Haven’s history.

Address: 20 Beach Street Extension, Vineyard Haven, MA 02568

22. Enjoy the Martha’s Vineyard Playhouse Performances

The Martha’s Vineyard Playhouse is a cultural gem in Vineyard Haven. This year-round professional theater produces a variety of performances, from classic plays to contemporary works. It’s the perfect place to immerse yourself in the island’s artistic spirit.

The playhouse is known for its intimate setting. Every seat offers a great view, and the small size makes you feel connected to the actors and the story. The lineup often includes productions written by local playwrights or inspired by Vineyard life. Summer months bring outdoor performances at the Tisbury Amphitheater, offering a magical blend of art and nature.

In addition to plays, the venue hosts poetry readings, film screenings, and community events. The friendly staff and welcoming atmosphere make it a delightful experience for locals and visitors alike. If you’re looking for a unique and enriching evening in Vineyard Haven, the Martha’s Vineyard Playhouse won’t disappoint.

Address: 24 Church Street, Vineyard Haven, MA 02568

23. Visit the Steamship Authority for a Ferry Ride Experience

The Steamship Authority is the gateway to Vineyard Haven and an essential part of the island experience. A ferry ride with the Steamship Authority is not just transportation; it’s an adventure. The ferry connects Vineyard Haven to the mainland, offering stunning views of the harbor and coastline.

The ride is smooth and relaxing, with plenty of seating indoors and out. On deck, you can enjoy the fresh ocean breeze and take photos of the picturesque scenery. The ferries are spacious, accommodating cars, bikes, and foot passengers, making it easy to explore the island.

Onboard amenities include a snack bar and comfortable seating areas. Whether you’re arriving on the island or heading back to the mainland, the ferry ride provides a memorable perspective of Vineyard Haven. It’s a must-do for anyone visiting Martha’s Vineyard.

Address: 1 Water Street, Vineyard Haven, MA 02568

Final Thoughts

Vineyard Haven offers a perfect blend of history, natural beauty, and vibrant culture. Its welcoming atmosphere and picturesque surroundings make it a must-visit destination on Martha’s Vineyard.

Take time to enjoy its quiet corners, engage with its community, and appreciate its unique character. Plan your trip and create unforgettable memories in this delightful coastal gem. Vineyard Haven truly captures the essence of island life.