Best Part of the Island to Stay on Martha’s Vineyard
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Martha’s Vineyard is a New England gem known for its postcard-perfect beaches, historic towns, and relaxed island charm. But with six distinct towns and unique neighborhoods, deciding where to stay on Martha’s Vineyard can be a challenge—especially if it’s your first visit. Each part of the island offers something different, from bustling harbor towns to peaceful up-island escapes.
Here’s your guide to the best areas to stay, depending on your travel style.
1. Edgartown – Elegant and Picture-Perfect
Best for: Luxury travelers, couples, and history lovers
Edgartown is the island’s most polished and historic town. Its cobblestone streets, white captain’s homes, and charming harbor make it feel like a living postcard. You’ll find boutique hotels, high-end Airbnbs, and fine dining options here, as well as South Beach, one of the island’s most popular stretches of sand.
Why stay here:
Walkable downtown with shops and restaurants
Access to beautiful beaches
Close to the Chappaquiddick ferry for scenic day trips
2. Oak Bluffs – Lively and Colorful
Best for: Nightlife, families, and first-time visitors
Known for its iconic Gingerbread Cottages and vibrant summer atmosphere, Oak Bluffs is a hub of activity. The harbor is lined with restaurants and bars, the historic Flying Horses Carousel delights visitors of all ages, and there’s a strong sense of community here.
Why stay here:
Close to the ferry (no car needed for some stays)
Plenty of entertainment, from live music to arcade games
Great mix of budget-friendly and upscale accommodations
3. Vineyard Haven – Convenient and Cultural
Best for: Year-round visitors, art lovers, and travelers without cars
Vineyard Haven is a working port town and the primary entry point for car ferries. It has a more laid-back, local vibe than Edgartown or Oak Bluffs but still offers excellent dining, galleries, and shops.
Why stay here:
Ferry access without the summer bustle of Oak Bluffs
Home to Martha’s Vineyard Playhouse and cultural events
Central location for exploring both up-island and down-island areas
4. West Tisbury – Peaceful and Nature-Focused
Best for: Nature lovers, retreat seekers, and off-season visitors
This rural part of the island is all about space, quiet, and scenery. Here, you’ll find state forests, walking trails, and working farms. It’s a great base if you want to avoid crowds and connect with the slower side of island life.
Why stay here:
Access to scenic Lambert’s Cove Beach
Farmers’ markets and artisan fairs
Larger rental homes for groups
5. Chilmark & Menemsha – Authentic Up-Island Charm
Best for: Seclusion, sunsets, and seafood lovers
Chilmark is known for rolling hills, stone walls, and exclusive private beaches. Menemsha, its fishing village, is famous for spectacular sunsets and fresh-off-the-boat lobster rolls.
Why stay here:
Ultimate privacy and quiet
Menemsha sunsets are unbeatable
Access to some of the island’s most scenic hiking trails
6. Aquinnah – Wild and Scenic Beauty
Best for: Beachcombers, photographers, and those seeking solitude
Aquinnah is the island’s westernmost point, home to the dramatic Gay Head Cliffs and stunning beaches. It’s remote, peaceful, and rich with Wampanoag heritage.
Why stay here:
Iconic cliff views and photo opportunities
Less tourist traffic than other towns
Incredible natural beauty
Choosing the Right Spot for Your Trip
If you:
Want lively energy & easy access to activities: Stay in Oak Bluffs or Edgartown.
Prefer a central base & year-round vibe: Choose Vineyard Haven.
Seek peace, privacy, & natural beauty: Head to West Tisbury, Chilmark, or Aquinnah.
No matter where you choose, Martha’s Vineyard’s small size means you can explore the entire island in under an hour by car. You can easily spend your mornings in a bustling harbor town and your afternoons on a quiet up-island beach.
The best part of Martha’s Vineyard to stay on depends on what you value most—whether it’s nightlife, history, nature, or complete solitude. By choosing the right base, you’ll make the most of your island getaway and create memories that last long after the ferry ride home.