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Hannah Burlingame

A sketch of Vineyard Square Hotel & Suites, a premier Edgartown hotel.

Situated in the heart of downtown Edgartown rests Vineyard Square Hotel & Suites. Located close to charming shops and world-class restaurants, the charming Edgartown hotel is a top option for anyone looking to enjoy a relaxing Martha’s Vineyard getaway for a reason. In honor of our many years serving vacationers, we wanted to take a second to pause and reflect on how we got to where we are today.

The Start of Martha’s Vineyard

All of the rich history of how our hotel got to where it is today would mean nothing if it weren’t for the history of Martha’s Vineyard itself. The first documented name of the island off the shores of Massachusetts is Noepe, which means “land amid the waters.”

Bartholomew Gosnold is said to have called it Martha’s Vineyard after a family member and the abundance of grapes after he discovered the island in 1602. Eventually, Thomas Mayhew bought the island in 1642, when Great Harbour became the first European settlement. This area was renamed in 1672 to Edgartown. The whaling industry of the 1820s transformed the village, and many captains built stately mansions in Edgartown, many of which exist to this day. 

Fast forward a few years, and the Edgartown Methodists held their first camp meeting at the northern end of town in 1835. This meeting would become a yearly event and is regarded as one of the catalysts for transforming the island from a farming community into a seaside resort and vacation destination.

Learn more about the history of Edgartown and Martha’s Vineyard by visiting local landmarks and museums, including the Martha’s Vineyard Museum.

A Brief Overview of a Storied History

Before it was Vineyard Square Hotel & Suites, our hotel operated under the name The Colonial Inn. Opening its doors in 1911, the space was a smaller house with 16 rooms and was described as having been finished in an Old English Style. 

After that first season, the hotel was revamped and became double its original size. More work and expansion occurred in 1921 when the adjacent building was added, where the current Edgartown Residence Club Wing is found. By 1927, there were 60 rooms. 

The Inn hosted many rich and famous people throughout the years, including Dr. Charles E. Banks, Jacqueline Bouvier, John F. Kennedy, and I.M. Pei. After Thomas Chirgwin, the original owner of the hotel, passed away in 1940, the Colonial Inn changed hands and transformed a number of times over the years. In 2008, the current ownership group purchased the property and renamed the hotel its current namesake. Today, everyone who works at Vineyard Square Hotel & Suites works to continue the hospitality and service that started back in 1911.

Experience Our Edgartown Hotel for Yourself

The exterior of Vineyard Square Hotel & Suites, an Edgartown hotel, as it stands today.

See why Vineyard Square Hotel & Suites has remained a top option for visitors to Martha’s Vineyard for yourself. Now is the perfect time to book your stay at our Edgartown hotel. Thanks to numerous accommodation options and excellent amenities, we have everything you need for the best stay possible. Call 508-627-4711 to learn more about booking your stay or ways to save.

Plan the Perfect Martha’s Vineyard Bachelorette Party
Where to See the Top Scenic Views on Martha’s Vineyard
Discover the Best Methods of Transportation on Martha’s Vineyard
Create the Ultimate Bucket List of Things to Do in Edgartown
Spend a Day Exploring Chappaquiddick Island
Treat Yourself at the Best Ice Cream Spots in Martha’s Vineyard
End Your Day with a Romantic Sunrise Cruise on Martha’s Vineyard Waters
Learn about Local History by Visiting a Martha’s Vineyard Museum or Landmark
The lighthouse in Edgartown decorated for Christmas.
Photo:  Massachusetts Office of Tourism & Travel / Flickr CC BY-ND 2.0.

As temperatures continue to drop and fall settles in, many people start looking ahead and working on their holiday plans. For families trying to get away this year and make the season extra special, consider packing your bags and staying at Vineyard Square Hotel & Suites. Our charming boutique hotel is the perfect home base for anyone looking to check out Christmas in Edgartown. Keep reading to learn more about this beloved annual festival.

What to Know about the Decades-Long Tradition

Taking place the second weekend of December, Christmas in Edgartown has been one of the most anticipated events of the year for over forty years. There are several jolly things to do that are sure to get your whole family in the holiday spirit!

The popular Edgartown Lighthouse gets a colorful refresh during the holidays. Make your way to the Memorial Wharf on Friday night to see the lighting of the lighthouse at 6 p.m. sharp. We recommend getting there early to snag a prime viewing spot.

Head to Main Street on Saturday morning for the Christmas parade. Join others to watch floats, fire engines, dancers, and more make their way from Pease’s Point Way to Water Street. 

Do a bit of gift shopping at the Holiday Faire in the Edgartown Village Green on North Water Street. Browse the booths of local artisans to see what hand-made items you stumble upon. There will be food and drinks available for purchase that benefit local non-profits.

Other popular festivities include horse-drawn carriage rides, Santa fun run, and a toy drive. Be sure to give yourself plenty of time to explore the shops in downtown Edgartown, as many offer special promotions this weekend.

Reserve Your Holiday Home Base

The outside of Vineyard Square Hotel & Suites in Edgartown decorated for Christmas.

Vineyard Square Hotel & Suites will be open during Christmas in Edgartown. Found in the heart of town, our Martha’s Vineyard hotel is perfectly situated for anyone looking to enjoy all the annual festival has to offer.

After a day of festive fun, warm up in the comfort of your cozy yet spacious room. With everything from dog-friendly rooms to luxury suites, our boutique Edgartown hotel has something for everyone. For more information about booking your stay with us or to learn about our special packages, call 508-627-4711.

Plan the Perfect Martha’s Vineyard Bachelorette Party
Where to See the Top Scenic Views on Martha’s Vineyard
Discover the Best Methods of Transportation on Martha’s Vineyard
Create the Ultimate Bucket List of Things to Do in Edgartown
Spend a Day Exploring Chappaquiddick Island
Treat Yourself at the Best Ice Cream Spots in Martha’s Vineyard
End Your Day with a Romantic Sunrise Cruise on Martha’s Vineyard Waters
Learn about Local History by Visiting a Martha’s Vineyard Museum or Landmark
Two people eating a salad and sandwich for lunch at an Edgartown restaurant.

There are a few ways you can make it through each adventure-filled day during your stay at Vineyard Square Hotel & Suites. One is a mid-day nap in your cozy guestroom, and another is with a pick-me-up from a local coffee shop. Sometimes the answer is a delicious meal, and there are plenty of options in Edgartown for an incredible lunch.

A Guide to 5 Edgartown Area Restaurants for Your Mid-Day Meal

Between setting off on memorable tours or treating yourself to a bit of shopping, you’re sure to work up an appetite. There are countless restaurants in Edgartown to try, including one found at our hotel that’s a great dinner option. Keep reading to learn about five of our top choices for lunch.

1. Enjoy a quintessential diner experience at Edgartown Diner. The popular spot includes a menu with all classic options like onion rings, BLTs, burgers, and more. Be sure to save room for a milkshake!

2. Head to Upper Main Street to try Lucky Hank’s Restaurant and Cafe, which opened its doors in 2012. The lunch menu features a number of dishes, including salads and sandwiches made using locally-sourced ingredients.

3. The Black Dog Tavern, in nearby Vineyard Haven, is known for its breathtaking view of the harbor and chef-crafted entrees. Try one of their seasonal specials or dig into a Black Dog signature like clam chowder.

4. For more than six decades, The Seafood Shanty has been a go-to in Edgartown for good food and incredible views. Go outside your comfort zone and try one of the chef’s recommendations, or browse the menu for something to satisfy your seafood craving.

5. Take in views of the Katama Airfield by dining at Katama Kitchen. Open May through October, the charming spot is known for traditional diner cuisine, like chicken wrap, spring salad, and more.

Plan the Perfect Martha’s Vineyard Getaway

A guestroom at an Edgartown hotel to relax in after enjoying lunch at a local spot.

Whether your upcoming visit to Martha’s Vineyard is your first or fifth time vacationing here, there is always something new to discover. From trying a new Edgartown restaurant for lunch to wandering Oak Bluffs, the possibilities are endless, especially for those who stay at Vineyard Square Hotel & Suites. Our boutique hotel is found in the heart of Edgartown, which means adventure is all around you.

When reserving your stay, you have several accommodation options to choose from, like one-bedroom suites and harbor view rooms. No matter which you reserve, you’ll have a relaxing place to call home. Learn more about our Martha’s Vineyard hotel and its amenities by calling 508-627-4711. We can also answer any questions you have about special offers and packages.

Plan the Perfect Martha’s Vineyard Bachelorette Party
Where to See the Top Scenic Views on Martha’s Vineyard
Discover the Best Methods of Transportation on Martha’s Vineyard
Create the Ultimate Bucket List of Things to Do in Edgartown
Spend a Day Exploring Chappaquiddick Island
Treat Yourself at the Best Ice Cream Spots in Martha’s Vineyard
End Your Day with a Romantic Sunrise Cruise on Martha’s Vineyard Waters
Learn about Local History by Visiting a Martha’s Vineyard Museum or Landmark
A couple on a sunset sail, one of the best Martha's Vineyard tours.

Everywhere you look, there is something new to discover on Martha’s Vineyard. Whether staying at Vineyard Square Hotel & Suites for a week or weekend, there is no shortage of things to keep you entertained. While you can set off on self-guided tours, there is something enjoyable about letting experienced guides show you around. Let someone else do the navigating by booking your spot on one of the numerous Martha’s Vineyard tours.

A Look at 3 Different Types of Tours

Whether looking for something on dry land or the open seas, there are several different types of guided tours to embark on. To help you decide which one fits your adventures best, we put together a list of three options.

Bus Outings

Explore Martha’s Vineyard sights from the comfort of a bus with MV Sightseeing. The Island Bus Tour is just over two hours and takes you through places like Oak Bluffs, Edgartown, Chilmark, and Vineyard Haven to showcase all the island has to offer. Your outing includes a 30-minute stop to take in picturesque views from the Aquinnah cliffs.

Van Excursions

One of the most popular modes of transportation is touring vans. Martha’s Vineyard Tours and Transport has both three and four-hour adventures that allow you to explore the island from the comfort of an air-conditioned van. They also offer a number of other tours, including a Jaws tour and African American heritage tour.

Sunset Cruises

If you’re looking for something to do at the end of your day, take in the beauty of Martha’s Vineyard from the water on a sunset cruise. Enjoy a sail with Mad Max Charters on a two-hour catamaran cruise that departs from Edgartown Harbor. Departure time can vary, especially when the sunset is earlier in the day.

Unwind in Comfort at Vineyard Square

Bikes from an Edgartown hotel to use on self-guided Martha's Vineyard tours.

No matter which of the incredible tours on Martha’s Vineyard you choose, you are sure to create lifelong memories. After a day of exploration, there’s nothing better than returning to Vineyard Square Hotel & Suites to rest up for another day of fun. By making us your home away from home, you have access to everything you need for the best stay possible.

In addition to incredible accommodations, we feature a number of amenities designed to enhance your stay. Check out our free bike rental and board games, or take advantage of our free beach chairs and umbrellas. If you need help booking your excursions, stop by the concierge desk. Call 508-627-4711 to learn more about our Edgartown hotel.

Plan the Perfect Martha’s Vineyard Bachelorette Party
Where to See the Top Scenic Views on Martha’s Vineyard
Discover the Best Methods of Transportation on Martha’s Vineyard
Create the Ultimate Bucket List of Things to Do in Edgartown
Spend a Day Exploring Chappaquiddick Island
Treat Yourself at the Best Ice Cream Spots in Martha’s Vineyard
End Your Day with a Romantic Sunrise Cruise on Martha’s Vineyard Waters
Learn about Local History by Visiting a Martha’s Vineyard Museum or Landmark
A couple enjoying dinner at a fine dining restaurant in Edgartown.

When choosing where to stay on your Martha’s Vineyard getaway, you want a hotel that’s centrally located while also providing a tranquil space to call home. You get exactly that at Vineyard Square Hotel & Suites. Our boutique hotel is ideal for anyone looking to escape everyday life for a while, including couples planning a trip for two. On your romantic getaway, enjoy date night at some of the best fine dining restaurants in Edgartown.

The 5 Best Upscale Restaurants Near Edgartown

Fine dining doesn’t have to be stuffy. This type of Martha’s Vineyard restaurant combines an upscale atmosphere with New England charm.

1. Found right at our Martha’s Vineyard hotel is Chesca’s Restaurant. Known for its great atmosphere and excellent service, the Edgartown restaurant is a convenient option for anyone looking to enjoy a date night. Browse the menu, and you’ll find a wide selection of dishes, from tasty starters to filling entrees. Be sure to leave room for dessert!

2. Try bistro fine dining at Détente. The cozy and modern seasonal spot in Nevin Square has been around since 2005. The husband and wife team work with local farmers and fishermen to create a menu centered around the freshest ingredients possible. 

3. Enjoy a taste of France in Edgartown at L’etoile Restaurant. Located in a restored whaling captain’s house, the restaurant is known for having a seasonally-driven menu featuring dishes made using as many native ingredients as possible. 

4. Atlantic Fish and Chop House, with both indoor and outdoor dining spaces, is known for cuisine that is both elegant and approachable. Sip on a glass of wine or a refreshing cocktail while creating your perfect three-course meal

5. Alchemy Bistro & Bar, found on Edgartown’s Main Street, has been a Martha’s Vineyard staple for two decades. Combining culinary styles from France, Italy, and Spain, the bistro has a dinner menu that appeals to a wide range of palates. 

In addition to the dining options listed above, we encourage you to try some of our other neighborhood favorites – Rockfish, The Port Hunter, The Wharf, The Covington, and The Seafood Shanty. Bon appetit!

Plan a Martha’s Vineyard Trip for Two

A guestroom at an Edgartown hotel near fine dining spots.

From spending a day exploring nearby Oak Bluffs to having an upscale dining date night, there is no shortage of things to do in Edgartown. Make the most out of your trip for two by booking your stay at Vineyard Square Hotel & Suites. Found in the heart of downtown, our hotel is the perfect home base.

After each adventure-filled day, rest up in the comfort of your luxurious yet cozy room. We offer a variety of lodging options, which means we can host groups of all budgets. Browse our accommodations online before booking your stay with the click of a button. If you have any questions about our hotel, its amenities, or ways to save, call 508-627-4711.

Plan the Perfect Martha’s Vineyard Bachelorette Party
Where to See the Top Scenic Views on Martha’s Vineyard
Discover the Best Methods of Transportation on Martha’s Vineyard
Create the Ultimate Bucket List of Things to Do in Edgartown
Spend a Day Exploring Chappaquiddick Island
Treat Yourself at the Best Ice Cream Spots in Martha’s Vineyard
End Your Day with a Romantic Sunrise Cruise on Martha’s Vineyard Waters
Learn about Local History by Visiting a Martha’s Vineyard Museum or Landmark