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Hannah Burlingame

A family bowling, one of the top results for what to do on Martha's Vineyard on a gloomy day.

Ideally, every day of your vacation is filled with endless sunshine and idyllic weather. However, we all know that Mother Nature doesn’t always cooperate. Waking up to gray skies doesn’t mean you have to be stuck inside the comfort of your Vineyard Square Hotel & Suites room all day. Curious about what to do on Martha’s Vineyard on a gloomy day? Keep reading to learn more about some of our favorite indoor activities and attractions.

7 Things to Do on a Rainy Day

Just as Martha’s Vineyard offers endless natural beauty to explore, it also offers countless indoor activities. With so many things to choose from, a little bit of bad weather is nothing more than a speed bump on your way to having an adventure-filled day.

1. Spend time wandering around the Featherstone Center for the Arts. Located in Oak Bluffs, this community arts center features exhibits of local artwork and offers weekly events and classes.

2. Learn about local history at the Martha’s Vineyard Museum, which began collecting items in 1922. Since then, the collection has grown to include pre-revolutionary war artifacts and exhibits filled with modern art pieces.

3. If the weather isn’t too gloomy, enjoy wandering in and out of local shops. Grab a new book or two at Edgartown Books, or visit The Great Put On, which has been an Edgartown staple for more than five decades.

4. Enjoy a quintessential rainy day activity by watching a movie at Edgartown Cinema. If you’re looking for something a little less mainstream, see what the MV Film Society is playing at its film center.

5. Check out The Barn Bowl & Bistro in Oak Bluffs. This Martha’s Vineyard spot is a little bit of everything. Enjoy a delicious meal before or after playing a couple of games of bowling. You need to reserve your lane online ahead of time.

6. Fight off the chill at a local coffee shop. Espresso Love, conveniently located near our Edgartown hotel, offers cafe classics like lattes and cappuccinos. Customize your caffeine with one of their syrup options, such as English toffee or hazelnut.

7. Put your puzzle-solving skills to the test at Pirate’s Puzzle Escape Room. You and your team will have to work together to solve clues and escape in time. Reservations can be made online.

Unwind at Our Edgartown Hotel

The fireplace and chairs in an Edgartown hotel lobby to relax in while researching what to do on Martha's Vineyard.

When searching for what to do on Martha’s Vineyard on a gloomy day, don’t forget about things you can do at Vineyard Square Hotel & Suites. Borrow some of our board games, or enjoy a movie day in the comfort of your room. Relax on the balcony, listening to the rain fall as you read your latest page-turner, or make the short walk to Sea Spa Salon for a bit of pampering.

Our Edgartown hotel has everything you could ever want from a home away from home. In addition to excellent amenities, our property features well-appointed accommodations perfect for everything from a spring break getaway to a romantic trip for two. Call 508-627-4711 to book your stay or learn more about ways to save.

What to Do on Martha’s Vineyard on a Gloomy Day
Plan the Ultimate Martha’s Vineyard Spring Break Vacation
Why Our Hotel Is One of the Best Places to Stay in Edgartown
How to Prep for Your New England Vacation
Where to Find Delicious Breakfast on Martha’s Vineyard
Explore Haunted New England History on Martha’s Vineyard
Visit Local Farms on Martha’s Vineyard
The Best Things to Do in Martha’s Vineyard for Solo Travelers
A lighthouse to explore on a Martha's Vineyard family spring break vacation.

Now that school’s back in session and winter vacation is a thing of the past, it’s time to look ahead to spring break. For anyone looking for a break from the normal spots, consider booking a family-friendly getaway at Vineyard Square Hotel & Suites. Martha’s Vineyard is the perfect spring break vacation spot for families looking to spend quality time together while creating lifelong memories. To help you plan the perfect getaway, we’ve made a list of some of our favorite kid-friendly things to do.

9 Things to Do on Martha’s Vineyard with Kids

No matter the age or interests of your children, there are plenty of things to do and see on Martha’s Vineyard with kids. Some businesses may still be operating under off-season hours, so be sure to check their websites before visiting.

1. Go for a ride on the Flying Horses Carousel. Found in Oak Bluffs, this seasonal attraction has been a Martha’s Vineyard staple since 1884.

2. Sneak in a bit of learning by visiting the Martha’s Vineyard Museum. The exhibits here showcase the island’s maritime and Native American History.

3. Say hello to the alpacas at Island Alpaca Company. Go for a farm tour, or sign up for a private Alpaca Walk & Talk.

4. Spend time outdoors at the Manuel F. Correllus State Forest. The natural attraction features several trails, including paths perfect for those exploring with kids.

5. Grab a sweet treat from a Martha’s Vineyard ice cream shop. Popular spots include The Scoop Shack, Vineyard Scoops, and Mad Martha’s.

6. Take to the open water on a boat tour. Nauti Girl Excursions, Catboat Charters, Mad Max Sailing, and Plan Sea Adventure Charters offer a number of outings to choose from.

7. Dine out at some of the kid-friendly restaurants near Edgartown. We recommend checking out Edgartown Diner, Little House Cafe, the Seafood Shanty, Wharf Pub, and Bobby B’s Restaurant & Bakery.

8. Plan a visit to Chappaquiddick Island, also known as Chappy. The nearby island is known for its natural beauty and is home to the Cape Poge Wildlife Refuge.

9. Take in the beauty of Martha’s Vineyard coming to life by visiting the Polly Hill Arboretum. The grounds are open daily year-round from sunrise to sunset and are filled with a range of flora.

Enjoy an Off-Season Visit to Martha’s Vineyard

A room at an Edgartown hotel to stay at on a Martha's Vineyard spring break vacation.

Spring break is the perfect time for a Martha’s Vineyard vacation. You’ll be able to enjoy some of the most popular activities and attractions without worrying about the large summer crowds. You’ll also have a better chance of securing your top lodging choice at Vineyard Square Hotel & Suites. 

Our Edgartown hotel features a number of accommodation styles, including luxury suites and more casual hotel rooms. No matter which room you stay in, you and your family will have everything you need to relax and unwind. To learn more about our hotel on Martha’s Vineyard, its amenities, or special offers, call 508-627-4711.

What to Do on Martha’s Vineyard on a Gloomy Day
Plan the Ultimate Martha’s Vineyard Spring Break Vacation
Why Our Hotel Is One of the Best Places to Stay in Edgartown
How to Prep for Your New England Vacation
Where to Find Delicious Breakfast on Martha’s Vineyard
Explore Haunted New England History on Martha’s Vineyard
Visit Local Farms on Martha’s Vineyard
The Best Things to Do in Martha’s Vineyard for Solo Travelers
People on the porch of one of the best places to stay in Edgartown.

When planning a vacation, one decision that can make or break your experience is where you call home. Choosing the wrong hotel can have an impact on your getaway. That’s why it’s important to choose the right place. If your next vacation has you traveling to Martha’s Vineyard, there’s no better lodging option than Vineyard Square Hotel & Suites. Found in the charming town of Edgartown, our hotel is one of the best places to stay for multiple reasons. Keep reading to learn more about why you should reserve your visit with us today!

1. Our Variety of Lodging Options

Because we strive to accommodate groups of all sizes and budgets, our Edgartown hotel features a range of room styles. Some rooms include harbor views and fireplaces, while others are more simple and cozy. Whether you stay in a luxury suite in our Edgartown Residence Club wing or a well-appointed standard room, you will have a tranquil space to rest up after each adventure-filled day.

2. Exceptional On-Site Amenities

A bike to check out from a hotel in Edgartown that's one of the best places to stay.

While our rooms are the perfect place to lie down at night, we know it takes more than that to be considered one of the best hotels in Edgartown. It’s the extra touches that help set us apart. This includes an in-season continental breakfast, a fitness center with top-of-the-line equipment, free bike rental, afternoon treats, free use of beach chairs, board games to borrow, and so much more. You’ll also have access to our concierge services and team, which can assist you with reservations or offer suggestions of things to do during your visit.

3. Proximity to Area Activities and Attractions

Our Martha’s Vineyard hotel is found in the heart of downtown Edgartown, which means adventure is all around you! This includes dining at Chesca’s Restaurant or getting pampered at Sea Spa Salon, both conveniently located on-site. Other popular nearby spots include Mudrick’s Fudge, Memorial Wharf, Edgartown Harbor Lighthouse, and Vincent House & Gardens.

Experience the Vineyard Square Difference

See for yourself why Vineyard Square Hotel & Suites is considered one of the best places to stay in Edgartown. Whether planning a trip for one or a getaway with the whole family, our hotel is perfect for any Martha’s Vineyard escape. Our team is here to help you have the best trip possible! Call 508-627-4711 today to speak with a reservationist and learn more about our hotel and ways to save.

What to Do on Martha’s Vineyard on a Gloomy Day
Plan the Ultimate Martha’s Vineyard Spring Break Vacation
Why Our Hotel Is One of the Best Places to Stay in Edgartown
How to Prep for Your New England Vacation
Where to Find Delicious Breakfast on Martha’s Vineyard
Explore Haunted New England History on Martha’s Vineyard
Visit Local Farms on Martha’s Vineyard
The Best Things to Do in Martha’s Vineyard for Solo Travelers
A couple planning their New England vacation to Martha's Vineyard.

The off-season is the perfect time to plan your next stay at Vineyard Square Hotel & Suites. Open seasonally, our Edgartown hotel is the ideal home base for anyone planning a New England vacation to Martha’s Vineyard. While planning isn’t always the most fun part of the vacation experience, it is crucial. The work you do before you check in can directly impact your time here. That’s why we’ve made this guide of important things to do as you start planning your next visit with us!

Research Our Different Accommodation Options

The patio area of a guestroom at an Edgartown hotel to stay at on your New England vacation.

Our hotel in Edgartown offers several different lodging styles because we understand that one size doesn’t always fit all. Our one-bedroom suites come with a king or two queen-sized beds and a twin-size sleeper sofa. A luxury suite in our Edgartown Residence Club Wing features a private veranda and access to a private lounge. While our main hotel is closed for parts of the year, our two-bedroom luxury suits and luxury kings are open year-round, with the exception of January. This means you can book these luxury accommodations for a fraction of in-season rates. Our cozy rooms, which include a double, queen, or king bed, are a great budget-friendly option. Our reservation team can help you decide which of our rooms best fits your group and budget. 

Book Your Ferry Ride As Soon As Possible

Martha’s Vineyard is found off Massachusett’s Cape Cod coast, which means the best and most popular way to reach the island is by ferry. Depending on where you are departing from, one ferry ride might fit better than others. The Steamship Authority has departures from Woods Hole, while Seastreak is a fast ferry service from New Bedford. If you’re traveling from the New York metro area, Connecticut, or Rhode Island, we recommend the Rhode Island Fast Ferry. Ferry schedules can vary depending on the time of year, and rides can fill up quickly, so try to reserve your spot as soon as you know your travel dates. How far in advance you can purchase your ferry tickets varies between operators. 

Look into Things to Do on Martha’s Vineyard

The last thing you want to do is arrive for a fun vacation and spend time deciding what to do. Take the time before you board the ferry to make a list of the top things you want to do and see during your Martha’s Vineyard vacation. This could include visiting local farms like Morning Glory Farm or planning a visit to West Tisbury to explore the Polly Hill Arboretum. While it’s a good idea to have a rough itinerary, don’t make it so rigid you don’t have room for a bit of spontaneity. Stop by the concierge desk to talk with our local staff and pick their brains about their favorite things to do on the island.

Make Your Edgartown Escape the Best It Can Be

Taking time to thoughtfully plan your New England vacation to Vineyard Square Hotel & Suites is one of the best ways to make your getaway the best it can be. Before making your reservation, be sure to take a look at our special offers! Call 508-627-4711 to learn more about our Edgartown hotel and how to prep for your stay.

What to Do on Martha’s Vineyard on a Gloomy Day
Plan the Ultimate Martha’s Vineyard Spring Break Vacation
Why Our Hotel Is One of the Best Places to Stay in Edgartown
How to Prep for Your New England Vacation
Where to Find Delicious Breakfast on Martha’s Vineyard
Explore Haunted New England History on Martha’s Vineyard
Visit Local Farms on Martha’s Vineyard
The Best Things to Do in Martha’s Vineyard for Solo Travelers
Breakfast options at a Martha's Vineyard hotel.

Not only is Martha’s Vineyard home endless charm, but it’s also filled with everything you need for the best vacation possible. This includes countless activities and attractions within a short walk or bus ride from Vineyard Square Hotel & Suites. Before setting off on memorable adventures, ensure you’re properly fueled by enjoying a delicious and filling breakfast at one of the exceptional restaurants on Martha’s Vineyard.

5 Edgartown Restaurants for Your Morning Meal

Guests at our Edgartown hotel can enjoy a delicious continental breakfast. However, if you’re staying with us during the shoulder seasons and this amenity isn’t available, several restaurants in Edgartown are known for plating up scrumptious dishes.

1. Espresso Love is only a short walk from our downtown Edgartown hotel. Browse their coffee menu for the perfect caffeinated way to start your day. There are also plenty of bagel sandwiches to choose from.

2. For quintessential breakfast fare, Edgartown Diner is a go-to option. Try their take on an egg McMuffin, eggs benedict, and more. For something sweet, banana bread French toast or stuffed French toast.

3. While Dock Street Coffee Shop believes in keeping things simple, that doesn’t mean their offerings are any less tasty. Stop by to enjoy a classic breakfast sandwich or a staple combination of eggs and toast.

4. One of the best-kept-secrets in Edgartown is Behind the Bookstore. Not only is this one of the best coffee shops in town, but it’s also a fantastic spot to enjoy all-day brunch. They also have a well-stocked bakery case filled with great grab-and-go options.

5. Lucky Hank’s Restaurant & Cafe is a quaint restaurant known for its small, farm-fresh menu. Its delectable breakfast dishes feature free-range meats, local seafood, and incredible vegetarian options.

Vineyard Square Hotel & Suites | The Perfect Martha’s Vineyard Home Base

The porch of a Martha's Vineyard hotel in Edgartown close to popular breakfast restaurants.

Booking your stay at Vineyard Square Hotel & Suites means everything you need for the best vacation possible is right at your fingertips. Be surrounded by some of the best places to grab breakfast on Martha’s Vineyard, charming local farms, spooky landmarks, and more.

You’ll also find endless amenities at our Martha’s Vineyard hotel. In addition to continental breakfast in-season, we also offer high-speed internet for those needing to get a bit of work done, a fitness center, free use of beach chairs, and afternoon treats. Start planning your next visit by browsing our lodging options to find the one that’s right for your Martha’s Vineyard vacation. To learn more about our accommodations or special offers, call 508-627-4711.

What to Do on Martha’s Vineyard on a Gloomy Day
Plan the Ultimate Martha’s Vineyard Spring Break Vacation
Why Our Hotel Is One of the Best Places to Stay in Edgartown
How to Prep for Your New England Vacation
Where to Find Delicious Breakfast on Martha’s Vineyard
Explore Haunted New England History on Martha’s Vineyard
Visit Local Farms on Martha’s Vineyard
The Best Things to Do in Martha’s Vineyard for Solo Travelers