Joe’s cousin bought married final weekend on Martha’s Winery, and we introduced the household alongside for the experience. I’ve at all times wished to go to, however had no actual agenda apart from to point out up, eat a lot of contemporary seafood, and go searching.
We went in early June, which isn’t excessive season. The hydrangeas everybody pictures weren’t out but. What was in bloom have been cascading azaleas and climbing roses in each coloration.
What I didn’t anticipate was to be genuinely shaken by how lovely a few of these locations are. The buildings are practically 200 years outdated, and in some neighborhoods, there wasn’t a shabby salt-weathered chipped door in sight. They have been so polished and white they gleamed.

What to Know Earlier than Visiting Martha’s Winery
Martha’s Winery is six cities in a single island, and they’re all very totally different. It’s good to finances time to maneuver between them as a result of journey takes longer than you suppose, and visitors in peak season could make it genuinely annoying. We have been right here in early June, however The Style of the Winery was taking place, and we bought solely a style of what visitors can be like in August. Bikes are your finest good friend.
Edgartown
Edgartown is the one that nearly broke me it was so lovely. I stored stopping in the midst of the sidewalk to take a look at the buildings. The extent of expertise and the dedication to sustaining it’s one thing I’ve by no means seen at that scale outdoors of a museum. White clapboard captains’ homes, immaculate gardens, brick sidewalks, zero seen neglect. The sidewalk was most likely cleaner than my kitchen ground. It’s historic architectural perfection, block after block. It’s nearly surreal; it did hang-out me a bit. That is what you most likely are pondering of while you hear “Martha’s Winery.” Had the hydrangeas been in bloom, I’d have had a stroke, presumably.

Oak Bluffs
Oak Bluffs is the counter-note to Edgartown’s restraint. Joyous and candy-colored, loud in one of the simplest ways. It’s residence to the well-known gingerbread cottages in essentially the most vibrant and thrilling coloration combos you can think about. You’ll discover 318 Victorian properties nonetheless standing within the outdated Methodist campground, painted in pinks and greens and yellows, trimmed with intricate carved woodwork that I appeared up and located to be known as “Carpenter’s Gothic.”
The format was intriguing, and we discovered the entire neighborhood began as a tent revival in 1835. Methodists got here to camp and finally constructed everlasting constructions meant to imitate the form of their authentic tents. At its peak, there have been 570 of them. In the present day, those that stay are a Nationwide Historic Landmark, and annually in August, they hold paper lanterns outdoors and light-weight them all of sudden. It’s known as Illumination Night time, and it’s been taking place since 1869. I will probably be coming again for it.
We noticed many owners out doing yardwork and upkeep on their properties, and you actually bought a way of neighborhood right here. It felt heat and alluring.



Chilmark
Chilmark is the one we didn’t make it to and nonetheless take into consideration. Identified for being quieter, extra rural, and fiercely protected against overdevelopment… from what I gathered, it’s the a part of the island that individuals who actually know the island love most. Subsequent time.
Menemsha
Menemsha is a working fishing village on the western aspect of the island. Small, unassuming, precisely itself. There’s a fish market there that can break consuming oysters wherever else.
Aquinnah
Aquinnah is on the far western tip, the place the Homosexual Head Lighthouse sits above the cliffs. Well worth the drive.

Winery Haven
Winery Haven is the place the ferry is available in, which we didn’t have time for. I hear it has good procuring and a few beloved native spots.
Chappaquiddick Island
Chappaquiddick is a small island simply off the japanese tip of Martha’s Winery. You will get there by a tiny two-car ferry that takes about two minutes. It’s largely nature protect and personal land, very sparsely developed, identified for being quiet and distant.

Some Sensible Recommendation for Your Martha’s Winery Journey
Getting Right here
You’re taking a ferry, almost certainly. There are some direct flights (we occurred to e-book one from LGA with miles), however most individuals are taking a ferry. Our associates flew into Boston and rented a automotive to Woods Gap. From Woods Gap, it’s about 45 minutes to Winery Haven. Ebook forward, particularly in the event you’re bringing a automotive, as automobile reservations promote out months upfront. Foot passengers have extra flexibility.

Getting Round
You want a automotive for the western components of the island, together with Aquinnah and Menemsha. Inside Edgartown and Oak Bluffs, you’ll be able to stroll or lease a motorbike.
When to Go
Early June was supreme for us. It was considerably uncrowded (except for the Style of the Winery nights), heat sufficient, and the spring blooms have been at their most intense. Peak season is July and August, when costs spike and the roads get legitimately tough. In case you can go in shoulder season, do it.
What to Put on
No matter you packed might be advantageous. The island skews informal in ways in which make the formal class of Edgartown really feel like an fascinating distinction moderately than a gown code. It’s positively extra relaxed than I had thought it might be.


My Martha’s Winery Favorites
Morning Glory Farm (Edgartown)
Morning Glory Farm is an establishment! Get there early for the baked items. The corn muffins and cheddar biscuits are non-negotiable. We purchased produce for dinner and ate pastries on the way in which to the automotive. The farm stand has a top quality to it that makes you need to decelerate.
Menemsha Fish Market
Go to the fish market, purchase no matter they let you know is contemporary, and sit on the seashore. The village is tiny and operates like clockwork. There are some artwork galleries scattered about, and a really good seashore for swimming and shelling. Lobster rolls eaten outdoors, ft within the sand, BBQ chips. I used to be very completely satisfied right here.


Mad Martha’s Ice Cream(Edgartown, Oak Bluffs, Winery Haven)
Mad Martha’s was the place folks prompt we get ice cream, and it’s scrumptious. All the time busy.
Jaws Bridge (Edgartown)
You possibly can shell right here. We did some people-watching—they have been leaping off the bridge into the water beneath, which is a convention that has nothing to do with the film besides proximity to the filming location. However the shelling is actual, and the views are pretty.

Gingerbread Cottages (Oak Bluffs)
Stroll by means of them slowly. Don’t rush this. The Cottage Museum on the entrance is price a couple of minutes to study extra about buildings. There’s a prototype cottage furnished as it might have appeared within the Eighteen Eighties. Then wander the pedestrian lanes and have a look at what folks have carried out with coloration and element on a really small scale.

Extra Martha’s Winery Suggestions
I polled some associates and our Instagram viewers for his or her favourite Martha’s Winery stops. Right here’s what they love and advocate. Save to Google Maps for straightforward reference in your journey!
Trip Leases
Lodges

Eating places & Meals


Farms & Markets
Procuring


Nature & Actions
- Lambert’s Cove Seashore (West Tisbury): Residents/renters solely
- Lengthy Level Seashore (West Tisbury): Much less crowded, adjoining swimming pond
- Felix Neck Wildlife Sanctuary (Edgartown): Climbing
- Cedar Tree Neck Sanctuary (Winery Haven): Climbing
- Lucy Vincent Seashore (Chilmark): A coveted location, Seashore Plum Inn has passes
- Menemsha Seashore: Excellent spot to look at the sundown
- East Chop Bluffs (Oak Bluffs): Lighthouse, scenic drive
- West Chop (Tisbury): Historic summer season properties, good spot for a night drive
- Aquinnah/Homosexual Head Cliffs: Go to the lighthouse and stroll right down to the seashore
- Flying Horses Carousel: Excellent cease with children
- Edgartown Cinema: Cease for a Jaws screening on a wet day


Kate is the founding father of Wit & Delight. She is at the moment studying the best way to play tennis and is endlessly testing the boundaries of her artistic muscle. Observe her on Instagram at @witanddelight_.

