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When your town’s oldest building dates to 1672, you almost expect a supernatural presence around every corner. Martha’s Vineyard’s history, along with its fair share of strange occurrences, makes it a major hub for ghost hunters and local storytellers alike. Whether you’re fully in touch with the spirit world or you’re a little skeptical, these haunted Martha’s Vineyard locations make for a fun and spooky Halloween adventure. Happy ghost hunting!

 

Haunted Martha's Vineyard Building

 

Haunted Buildings in Edgartown

The Vineyard Gazette Building

Though the ghosts haven’t made headlines, some say this beloved island establishment is haunted. According to the Gazette, the building dates to the 1760s — its builder would go on to serve in the Revolutionary War. Rumor has it that the building served as an almshouse more than a century before the newspaper moved in, and that a fight between two men over a lover turned deadly there. If you’re hoping to connect with these spirits, the Gazette offers building tours year-round. For us, seeing the in-house offset press in action is an even bigger highlight.

 

59 N. Water Street – Former Daggett House Inn

Barely a block from Vineyard Square, the former Daggett House Inn is now a private residence. When it was an inn, this 18th-century building featured a secret room adjacent to the dining area. Those familiar with Martha’s Vineyard ghosts say you can still feel the presence of two brothers and their dog even walking by.

 

Haunted Martha's Vineyard House - The Vincent House
Photo: MV Preservation Society
The Vincent House

The island’s oldest residence is owned by the Martha’s Vineyard Preservation Trust, whose mission to preserve historic properties doubles as a pretty solid perk for local ghosts. The Vincent House is furnished with artifacts from four centuries of island life, making it a fun and interactive stop on your Martha’s Vineyard ghost tour — if you dare.

 

Oak Bluffs Ghosts

Corbin-Norton House – Ocean Park

This house has burned down twice—first in 1894 then again in 2002—and ghost hunter extraordinaire Holly Nadler says it’s no coincidence. Sisters Julie and Loulou Danzell were behind the well-documented string of 1894 Oak Bluffs arsons, and their spirits still linger on the island. For more of the ghostly details, check out the Gazette’s account of these mysterious events.

 

Martha’s Vineyard Ghosts in Aquinnah

The Vanderhoop Homestead

Widely considered Martha’s Vineyard’s most-haunted house, the Vanderhoop Homestead is now the Aquinnah Cultural Center. Spirit hunters identify its ghost as a little girl screaming at night, but former residents of the house say they’ve never heard her.

 

Vineyard Haven

Renear House

The Vineyard Gazette notes that some people have reported hearing doors and windows slam in empty rooms at the Renear house on Church Street in Vineyard Haven, though the house’s owner denies any spiritual presence.

 

Here at Vineyard Square?

Formerly the Colonial Inn, our building has been at the center of Edgartown happenings since 1911. We can’t say for sure whether we have ghosts, but one former manager did report a spooky hotel experience a few years back. If you’re into ghost hunting, you wouldn’t be the first to check in to our Edgartown hotel with Ouija board and EMF sensor in tow.

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If you and your four-legged best friend have been wondering just how dog-friendly Martha’s Vineyard can be, we’ve got a treat for you. The island is a fantastic place to explore with pets, especially in fall and winter. With fewer visitors, more of our wide-open, scenic public areas are dog-friendly than in the summer. Unclip that collar and enjoy our five favorite places to play fetch in the off season.

 

Dog-friendly Martha's Vineyard beaches

 

Tradewinds Dog Park – Oak Bluffs

Tradewinds Fields Preserve, as it’s formally known, is a favorite among local island dogs and their owners. In fact, you just might run into Evelyn, our associate general manager and dog lover extraordinaire, somewhere along the 80 acres of trails and fields there. As long as you have effective vocal commands, off-leash adventures are welcome at this Martha’s Vineyard dog park. If you’re inclined to meet new friends (and maybe even pick up a local tip or two), visit between 8 and 9 in the morning or a little before sunset. Things quiet down mid-day.

 

Sheriff’s Meadow Sanctuary – Edgartown

These 20 acres just a few blocks from the heart of Edgartown are still preserved today thanks to the generosity of legendary Vineyard Gazette editor Henry Beetle Hough and his wife Elizabeth in the 1950s, with additional support from neighbors over the years. In addition to an on-site pond, trails at Sheriff’s Meadow Sanctuary offer fantastic views of Nantucket Sound, and they’re dog-friendly all year round.

 

Lighthouse Beach - dog-friendly boardwalkLighthouse Beach – Edgartown

This favorite Martha’s Vineyard attraction happens to be dog-friendly. Stroll five minutes north of downtown Edgartown and take the boardwalk down to this sandy area. You’ll have 360-degree views of Edgartown Harbor, Chappaquiddick, and downtown. If you want to make the neighborhood dogs back home jealous, this iconic Martha’s Vineyard lighthouse makes a great backdrop for Instagram pet selfies. During the high season from Memorial Day through Labor Day, Lighthouse Beach is dog-friendly before 9am and after 5pm.

 

Caroline Tuthill Preserve – Edgartown

Caroline Tuthill Preserve is a great place to bring the whole family, dogs included — its 150 acres include a self-guided nature walk with excellent birdwatching opportunities. Geographic features here, like kettleholes and high knobs, remain relatively unchanged since a glacier formed the Cape and Islands toward the end of the last ice age. You can bring your dog here any time of day, any time of year. The preserve’s entrance is about a mile from downtown Edgartown.

 

Joseph Sylvia State Beach – Oak Bluffs

Driving between Edgartown and Oak Bluffs, you can’t miss miss State Beach running right along the road. An extremely popular family destination in the summer, its soft white sand is nearly deserted in the off season. It turns into one of the most dog-friendly Martha’s Vineyard beaches — you can walk along the water’s edge for a full two miles. Like Lighthouse Beach in Edgartown, dogs are allowed here in the summer months before 9am and after 5pm.

 

Your Very Own Dog-Friendly Suite

Even with all of these dog-friendly Martha’s Vineyard parks and public spaces, it can be tricky to find lodging on the island that can accommodate Fido. Here at Vineyard Square, we love pets — you might recognize Addie, Wes’s Boston terrier, as the star of some of our photos. Each of our dog-friendly suites in Edgartown features a kitchenette, a queen bed, a pull-out sofa or futon, and direct access via our Winter Street entrance.

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If you think Martha’s Vineyard is completely washed up after Labor Day, you’re in for a surprise. Sure, classrooms are full, leaves are turning, and waves are crashing on uncrowded beaches this time of year, but these are actually some of the best reasons to visit the island in autumn. Fall visitors enjoy gorgeous weather and share the Vineyard’s famous scenery, shops, and dining with fewer fellow travelers. Zip up your classic Vineyard Vines sweater and try out some of our favorite things to do on Martha’s Vineyard in fall.

 

Martha's Vineyard in Fall

 

Bring an Appetite — Scallop Season Begins

Their sweet, mild flavor makes them one of the most popular seafood orders for visitors and islanders alike, but did you know that fresh bay scallops are actually harvested during the coldest months of the year? Recreational scallop season usually starts around early October and commercial operations start shucking about a month later. Try one of these delectable bay scallop recipes from the Hungry Native at home or let your favorite island restaurant do the cooking while you’re here.

 

Make Your Own Menu at the Martha’s Vineyard Food & Wine Fest

Along with the island’s unique concentration of top-tier restaurants, what makes the Martha’s Vineyard Food & Wine Fest special is its à la carte format. Unlike other food festivals, it lets you create your own itinerary: choose which events fit your tastes and buy tickets only for them. The festival’s mid-October events range from formal restaurant meals to fun pop-up dinners and small batch experiences — they’re a collaboration between chefs, farmers, fishermen, and local artisans, making the Vineyard a true foodie paradise. Our favorite island Italian restaurant, Chesca’s, is generally open through the first week in October.

 

Write New Fish Stories at the Martha’s Vineyard Striped Bass & Bluefish Derby

Catch that 40-pound bass and prove it to your friends back home with photos and an official weight. The Derby generally runs from mid-September through mid-October, with a kids’ competition on Steamship Wharf in Oak Bluffs to start it off. Registration for this 70-year-old island tradition is open throughout the duration of the Derby to visitors and locals alike — it’s a great way to make new friends and build family memories.

 

Optic Twist Pitcher at MV Glassworks
Optic Twist Pitcher at MV Glassworks

Discover History and Craftsmanship at Museums and Galleries

Fall on Martha’s Vineyard makes one of the best times to explore the island’s arts, culture, and history. Museums and galleries here are more than just a cold-weather backup plan. You’ll find interactive exhibits and historical trivia to keep the whole family entertained — we recommend the Martha’s Vineyard Museum’s Hands on History exhibit for kids. MV Glassworks has dazzling original sculptures on view, as well as more functional pieces for the home. Fine arts lovers will also appreciate the high-quality work featured at Eisenhauer Gallery.

 

Head to the Beach — Still!

Martha’s Vineyard fall air might be a little cooler, but the sun’s rays still feel strong on the beach. You can stake out a spot just about anywhere — summer’s umbrella colonies are nowhere in sight. Pick up some hot clam chowder, bring a sweater and a blanket, and enjoy your very own stretch of island sand.

 

If these Martha’s Vineyard fall activities sound like fun, we have one more tip to help you plan your visit: fall rates at our Edgartown hotel are considerably lower than in midsummer, and our team is ready as ever to welcome you to your island home.

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You planned for months. You invited everyone from both families, weird uncles included. Your parents took pictures. Your photographer took pictures. You busted out the selfie stick. Now that those wedding memories are made, it’s time to kick back and relax. If you’ve been dreaming of a honeymoon destination with sandy beaches, warm sunshine, and historic villages that’s just a little further removed from the world’s daily grind, you’ve been dreaming of Martha’s Vineyard. Settle into island life and try out a few of these Martha’s Vineyard honeymoon ideas — or do nothing at all. After all, this is your time.

 

Martha's Vineyard Honeymoon

 

Romantic Bike Rides

Pedaling and picnicking are a match made in heaven, and there’s no better place to do both than Martha’s Vineyard. Though there are plenty of rental shops to choose from, biking is such an essential part of the island experience that we think it should be included as an amenity wherever you stay — be sure to ask your hotel whether they offer complimentary bikes. You can easily bike to South Beach and Katama Airfield, home of the Vineyard’s famed vintage biplanes, from downtown Edgartown. For a more secluded route, hop on the Chappy Ferry with your bikes and explore Chappaquiddick.

 

Nurture Your Sweet Tooth

We see you eyeing that frozen last piece of wedding cake, and we’re here to talk you out of it. This island happens to be a dessert oasis, so a stop on our sweet tooth tour can fit easily into your Martha’s Vineyard honeymoon plans. The fudge, ice cream, and doughnut stops make a fun and playful outing, while morsels from Chilmark Chocolates and Val Cakes can be a more romantic surprise.

 

Honeymoon dinner at Chesca'sCatch a Movie

Take a break from writing your real-life romcom and pick your seats at a historic Martha’s Vineyard movie theater. The island’s big screens are especially good at conjuring the magic of a first date, even for those wearing wedding bands. And when you step out of a screening, you’re never far from a walk along the waterfront or a celebratory cocktail. Pro honeymoon tip: pair a trip to Entertainment Cinemas with dinner at Chesca’s.

 

Watch the Sunset

Sunsets at Menemsha, the island’s western edge, are consistently ranked as one of the top romantic things to do on Martha’s Vineyard. The view is spectacular and the you can walk down to the beach with a fresh seafood dinner, though in the summer months you’re not likely to be the only couple on the beach. If you’re feeling adventurous, ask your hotel’s front desk about alternative, undiscovered sunset spots instead.

 

Speaking of hotels, picking an especially romantic spot can make your Martha’s Vineyard honeymoon that much more memorable. Here in the center of Edgartown, with available harbor views, luxury suites, and fresh-baked breakfast, Vineyard Square Hotel & Suites is rated Martha’s Vineyard’s most romantic hotel by oyster.com. Your matching Schwinn cruisers are waiting.

Planning a Family Reunion on Martha’s Vineyard
How to Survive a Martha’s Vineyard Vacation with a Teenager
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5 Ways to Visit Martha’s Vineyard on a Budget
Love and Edgartown: 4 Ways to Enjoy a Romantic Winter Weekend Getaway
Guest Activities for Your Martha’s Vineyard Wedding Weekend
5 Martha’s Vineyard Golf Courses to Take a Swing At Now
Edgartown Nightlife? You Better Believe It! 6 Spots To Hit Near The Square

The contents of your luggage may shift with changes in fashion, technology, and time of year, but one staple stays at the top of every island packing list. Whether your camera has multiple lenses and gets its own bag or fits in your pocket and also makes phone calls, it’s a must-have from the moment you board the ferry till you’re in the car driving home. With so much scenery around the Vineyard, you can snap a pretty photo practically anywhere, but for a truly iconic island image, these are, in our opinion, the best spots to take Martha’s Vineyard pictures.

 

Martha's Vineyard Photo Op - Ferry at Sunset

 

Sunsets

The queen of all Martha’s Vineyard pictures may very well be the classic sunset shot, and the island’s go-to spot for it is Menemsha. This beach town on our west coast offers a true unobstructed ocean horizon. It’s also home to an array of walk-up seafood shacks where you can pick up a fresh lobster dinner to take to the beach. As one of the top romantic things to do on Martha’s Vineyard, this classic sunset scene is no secret — in the summer, plan on sharing the beach with fellow photographers.

 

If you’re willing to compromise on that water view just a little, we think you can find just-as-spectacular sunsets around the island without heading all the way to Menemsha. Another favorite is East Chop Lighthouse, from which you can watch the sun go down over Vineyard Haven Harbor. If your timing is impeccable, you can even stop here on your way to the ferry, then catch the last boat back to the mainland. If you’re staying at The Square, stop by our front desk for a few more tips and “secret” sunset spots.

 

Boats

Martha's Vineyard Pictures - Boat in EdgartownWe’ll wager that you’re not planning on swimming to the island, and if you’re also not flying, this Martha’s Vineyard photo op is a gimme. Don’t bother burying your camera deep underneath clothes and toiletries — you won’t be able to resist digging it out on the ferry. As long as the weather’s nice, you’ll get the best photos from outside on the top deck.

 

For more floating photo subjects, take a stroll down to Edgartown Harbor. The pavilion roof next to the Chappy Ferry gives an unobstructed panoramic view stretching from Edgartown Lighthouse to Chappaquiddick to the small water ferries heading back and forth between docks and larger boats. Vineyard Square guests can also take pictures of Edgartown Harbor from our fourth-floor porch.

 

Lighthouses

You really can’t go wrong taking Martha’s Vineyard pictures at any of the five island lighthouses. Along with the sunset at East Chop, Edgartown Lighthouse is another favorite. It’s just a short stroll down North Water Street and offers another panoramic view of the harbor.

 

The most iconic of all Martha’s Vineyard photos come from the clay cliffs of Aquinnah, where Gay Head Lighthouse stands tall. Even if you don’t take a tour of the structure itself, be sure to walk around the grounds and try taking pictures from more than one angle — you might be surprised at the variety you find here.

 

Historic Sites

If you’re one to fill frames with history and architecture, you’re in luck. 19th-century buildings like Edgartown’s Old Whaling Church have been preserved all over the island. The famous gingerbread cottages in Oak Bluffs, now privately owned, evolved from a “tent city” that hosted religious revivals a hundred years ago.

 

Even though we spend our days in the heart of Edgartown here at Vineyard Square, we never get tired of great Martha’s Vineyard pictures. Our General Manager, Wes, has been known to explore the island with his DSLR, and our whole team stays at the ready to snap something special. If you capture an island photo that’s dear to your heart, tag us on Instagram at @vineyardsquare for a chance to have it featured on our page!

Planning a Family Reunion on Martha’s Vineyard
How to Survive a Martha’s Vineyard Vacation with a Teenager
Traveling with Pets to Martha’s Vineyard: Everything You Need to Know
5 Ways to Visit Martha’s Vineyard on a Budget
Love and Edgartown: 4 Ways to Enjoy a Romantic Winter Weekend Getaway
Guest Activities for Your Martha’s Vineyard Wedding Weekend
5 Martha’s Vineyard Golf Courses to Take a Swing At Now
Edgartown Nightlife? You Better Believe It! 6 Spots To Hit Near The Square