City Guide for: Oak Bluffs, United States

Oak Bluffs, United States Guide

Oak Bluffs, located on the island of Martha's Vineyard, Massachusetts, is a vibrant and historic town known for its colorful gingerbread cottages, lively harbor, and beautiful beaches. It offers a unique blend of Victorian charm and modern amenities, making it a popular destination for families, couples, and solo travelers alike. From its iconic Flying Horses Carousel, the oldest platform carousel in the United States, to its bustling Circuit Avenue filled with shops and restaurants, Oak Bluffs provides a quintessential New England summer experience. Visitors can enjoy swimming, sunbathing, fishing, sailing, and exploring the island's natural beauty.

Food & Cuisine

Oak Bluffs offers a diverse culinary scene, with a focus on fresh seafood and New England classics. You can find everything from casual clam shacks to upscale restaurants. For a classic lobster roll, try Nancy's Restaurant, a waterfront institution. For a more refined dining experience, check out The Sweet Life, known for its innovative cuisine and elegant atmosphere. Don't miss the chance to sample local oysters and other shellfish. For a quick bite, grab a slice of pizza at Giordano's or a pastry at Back Door Donuts (open late!). The Oak Bluffs Open Market, held on Sundays during the summer, is a great place to find local produce, baked goods, and artisanal products.

Nightlife

Oak Bluffs boasts a lively nightlife scene, particularly during the summer months. Circuit Avenue is the heart of the action, with numerous bars, restaurants, and live music venues. The Ritz Cafe is a popular spot for live music and dancing. For a more relaxed atmosphere, head to one of the waterfront bars and enjoy a cocktail with a view of the harbor. Several restaurants also offer late-night dining and entertainment.

Best Time to Visit

The best time to visit Oak Bluffs is during the summer months (June-August). The weather is warm and sunny, perfect for swimming, sunbathing, and outdoor activities. However, this is also the busiest and most expensive time to visit. Shoulder seasons (May and September) offer pleasant weather and fewer crowds, making them a good alternative.

Transportation

While Oak Bluffs itself is easily walkable, getting around Martha's Vineyard requires utilizing other transportation options. The Vineyard Transit Authority (VTA) provides bus service throughout the island, connecting Oak Bluffs with other towns like Edgartown, Vineyard Haven, and Aquinnah. There is no subway or tram system. Bicycles are a popular way to explore the island, and rentals are readily available. Taxis and ride-sharing services are also available. Ferries connect Martha's Vineyard to the mainland, primarily from Woods Hole, Hyannis, and New Bedford.

Airport

The Martha's Vineyard Airport (MVY) is located in West Tisbury, approximately 5 miles from Oak Bluffs. Taxis, ride-sharing services, and the VTA bus provide transportation from the airport to Oak Bluffs. Rental cars are also available at the airport.

Attractions

Gingerbread Cottages (Martha's Vineyard Camp Meeting Association)

Gingerbread Cottages (Martha's Vineyard Camp Meeting Association) Admire the charming and colorful Victorian-era cottages in the Martha's Vineyard Camp Meeting Association. Take a stroll through the grounds and marvel at the intricate gingerbread trim and unique architectural details. Learn about the history of this historic community.

Flying Horses Carousel

Flying Horses Carousel Experience the nostalgia of this historic carousel, the oldest platform carousel in the United States. Try to catch the brass ring for a free ride. Enjoy the whimsical atmosphere and create lasting memories with family and friends. A classic Martha's Vineyard attraction.

Circuit Avenue

Circuit Avenue The main street in Oak Bluffs, lined with shops, restaurants, and entertainment venues. It's a lively and vibrant place to stroll, browse, and enjoy the island's atmosphere. A great place to find souvenirs and local crafts.

Ocean Park

Ocean Park Relax and unwind in this beautiful Victorian-era park overlooking the ocean. Attend a concert or event at the gazebo. Enjoy a picnic lunch on the lawn. Take a stroll along the scenic pathways and admire the charming gingerbread cottages that surround the park.

Day Trips

Plymouth

Plymouth, Massachusetts, is a town steeped in American history. Visit Plymouth Rock, Plimoth Patuxet Museums (formerly Plimoth Plantation), and the Mayflower II to learn about the Pilgrims' arrival in the New World. Explore the waterfront and enjoy the scenic views of Cape Cod Bay.

Travel Time

Approximately 1.5-2.5 hours by car and ferry (depending on ferry schedule and traffic)

Activities
  • Visit Plymouth Rock
  • Explore Plimoth Patuxet Museums
  • Tour the Mayflower II
  • Walk along the Plymouth waterfront
  • Visit the National Monument to the Forefathers

Sandwich

Sandwich, Massachusetts, is the oldest town on Cape Cod, offering a charming blend of history and natural beauty. Explore the historic downtown area, visit the Sandwich Glass Museum, and stroll through the Heritage Museums & Gardens. Enjoy the scenic views of Cape Cod Bay.

Travel Time

Approximately 1-2 hours by car and ferry (depending on ferry schedule and traffic)

Activities
  • Visit the Sandwich Glass Museum
  • Explore the Heritage Museums & Gardens
  • Walk along the Sandwich Boardwalk
  • Visit the Dexter Grist Mill
  • Explore the historic downtown area

Providence

Providence, Rhode Island, offers a blend of history, culture, and culinary delights. Explore the historic Benefit Street with its colonial architecture, visit the Rhode Island School of Design Museum, or take a WaterFire gondola ride along the rivers. The city boasts a vibrant arts scene and a diverse range of restaurants.

Travel Time

Approximately 1.5-2.5 hours by car and ferry (depending on ferry schedule and traffic)

Activities
  • Walk along Benefit Street and admire the historic architecture
  • Visit the Rhode Island School of Design Museum
  • Experience WaterFire (seasonal)
  • Explore the shops and restaurants in the Federal Hill neighborhood
  • Visit the Roger Williams Park Zoo

Nantucket

Nantucket is a charming island known for its pristine beaches, historic architecture, and whaling history. Explore the cobblestone streets of the town, visit the Whaling Museum, relax on the beach, or enjoy a scenic bike ride. It offers a quintessential New England island experience.

Travel Time

1-2 hours by ferry from Oak Bluffs

Activities
  • Visit the Nantucket Whaling Museum
  • Explore the historic downtown area
  • Relax on Surfside Beach or Jetties Beach
  • Take a bike ride along the island's scenic paths
  • Enjoy fresh seafood at a local restaurant

New Bedford

New Bedford, Massachusetts, is a historic whaling port with a rich maritime heritage. Visit the New Bedford Whaling Museum, explore the historic district, and learn about the city's role in the whaling industry. Enjoy fresh seafood at one of the waterfront restaurants.

Travel Time

Approximately 1-1.5 hours by car and ferry (depending on ferry schedule and traffic)

Activities
  • Visit the New Bedford Whaling Museum
  • Explore the New Bedford Whaling National Historical Park
  • Take a harbor tour
  • Visit the Seamen's Bethel (featured in Moby Dick)
  • Enjoy fresh seafood at a waterfront restaurant