Welcome to Martha’s Vineyard—a tiny island packed with charm, character, and a whole lot of personality. With six unique towns, each with its own flavor, it can be tough to decide where to stay, play, and post up with your beach bag.
Whether you’re here for porch parties, whale sightings, or something quiet and magical, this guide breaks down what each town brings to the table—and why Bad Kitty in Edgartown is the perfect place to call home while you explore.
Let’s find your island vibe.
Edgartown: Bougie With a Nautical Twist
Historic charm meets modern luxury. Edgartown is known for its cobblestone streets, stately captain’s homes, waterfront dining, and high-end boutiques. Once a thriving whaling port, today it’s full of polished glam and classic coastal New England vibes.
Must-sees:
-
Edgartown Lighthouse
-
South Beach
-
Captain’s Row
-
Boutique shopping downtown
-
Felix Neck Wildlife Sanctuary
The restaurants are top-tier, the homes are Insta-worthy, and the vibe? Polished but not pretentious. It’s also where Bad Kitty lives—stylish, walkable, and full of mischief (the good kind).
Oak Bluffs: Loud, Colorful, and Full of Life
Oak Bluffs is the party girl of the island. With its bright gingerbread cottages, lively harbor, and a calendar packed with events, this is where families, friend groups, and extroverts thrive.
Top attractions include:
-
The Flying Horses Carousel
-
Ocean Park
-
Inkwell Beach
-
Oak Bluffs Harbor dining
-
Weekly porch concerts and events
Expect energy, music, porch parties, and ice cream with a view. It’s bold, fun, and full of heart.
Vineyard Haven (Tisbury): Bookish and Chill
As the main ferry port, Vineyard Haven might seem quiet at first—but dig a little deeper and you’ll find creative energy, great food, and that cool older cousin vibe.
What to check out:
-
Bunch of Grapes Bookstore
-
Vineyard Haven Harbor at sunset
-
Art galleries + boutique shops
-
Black Dog Tavern & General Store
This is the island’s year-round town, and it’s perfect for those who want a peaceful pace with cultured energy.
West Tisbury: Rustic Charm & Farm Vibes
Want to slow all the way down? West Tisbury is where open fields, farm stands, and breezy hikes come together for a peaceful, grounded experience.
Must-visit spots:
-
Grange Hall (artisan markets)
-
Alley's General Store
-
Polly Hill Arboretum
-
Cedar Tree Neck Sanctuary
Expect earthy charm, a strong farmers market scene, and that idyllic, linen-shirt energy.
Chilmark: Wild, Quiet, and Sunset-Worthy
Chilmark isn’t trying to impress you—and that’s the point. It’s remote, dramatic, and all about nature. Come here for ocean views, hiking, and sunset dinners that feel like a reward.
Don’t miss:
-
Menemsha Fishing Village
-
Lobster rolls at Larsen’s
-
Lucy Vincent Beach
-
Squibnocket Beach
-
Chilmark Store for pizza and people-watching
It’s Vineyard unplugged. No frills, no fuss, just natural beauty.
Aquinnah: Sacred Cliffs and Spiritual Calm
Home to the Wampanoag Tribe and some of the most breathtaking views on the island, Aquinnah feels different—in the best way.
What to explore:
-
Gay Head Cliffs
-
Aquinnah Cultural Center
-
Moshup Beach
-
Quiet moments and photo ops
It’s quiet, powerful, and humbling. Come for the beauty, stay for the peace.
Quick Comparison Chart: Find Your Vineyard Vibe
| Town | Vibe | Best For |
|---|---|---|
| Edgartown | Polished, historic glam | Couples, boutique lovers, central base |
| Oak Bluffs | Loud, fun, colorful | Families, nightlife, extroverts |
| Vineyard Haven | Cultured, chill | Year-rounders, creatives, ferry-friendly |
| West Tisbury | Rustic, farm-to-table calm | Nature lovers, makers, slow travelers |
| Chilmark | Remote, rugged, scenic | Sunset seekers, solitude fans |
| Aquinnah | Spiritual, sacred, serene | Culture buffs, photographers, peace chasers |
Choose Your Vibe, Then Stay at Bad Kitty
Martha’s Vineyard has a town for every traveler. Whether you want live music and porch swings or sandy trails and sea breezes, the island delivers. But when it comes to where you stay?
Bad Kitty in Edgartown gives you all the comfort, style, and location you need—with just the right amount of sass.
[Book Now] [Explore Bad Kitty]
FAQ: Martha’s Vineyard Towns
Which town is best for families?
Oak Bluffs is great for families thanks to its carousel, beaches, and walkable harbor.
Which town is the quietest?
Chilmark and Aquinnah are the most peaceful and remote.
What’s the most stylish town on Martha’s Vineyard?
Edgartown wins for charm, luxury, and location.
Where’s the best place to stay for first-time visitors?
Edgartown offers a central location, gorgeous views, and easy access to other towns.
