Massachusetts Travel Guide

What kind of escape are you craving? A romantic getaway, full of fine-dining, sandy beaches, and quaint antique shops? Or maybe a city break with a rich variety of options for family fun? Whatever type of escape you are looking for, Massachusetts vacations are the perfect solution. From Boston to Martha’s Vineyard, this state will entice you back again and again for a variety of experiences!

During Massachusetts family vacations, you can make memories at the beach, attend a professional baseball game, or get away from the kids for a wine tasting. If you have never given this area of New England a chance before, let VacationRentals.com show you how affordable and exciting a trip to Massachusetts can be. 

What to Do in Massachusetts

massachusetts vacations

Family Bonding

Family vacations should be about fun, laughter, and new experiences. Any good Massachusetts vacation guide will show that this state can offer all three. From thrilling roller coaster rides at top theme parks to stepping aboard a whale-watching boat, another adventure is always around the corner during Massachusetts vacations!

Kids will love cheering for the home team at a professional sports game, whether it be visiting historic Fenway Park for a baseball game or attending a hockey or football game. Massachusetts family vacations can also be educational, with visits to Salem (home of the famous witch trials) or exploring the revolutionary past of Boston.

Don’t forget about the beach as a place for family bonding. Whether you build sand castles in Cape Cod or splash around off Martha’s Vineyard, you will achieve the sense of escape you were hoping for with Massachusetts vacations.

Setting the Stage for Romance

Whatever your romance style, Massachusetts will satisfy your urge to get away with a loved one. Rent a quiet cottage near the beach in Cape Cod and visit farmer’s markets to stock up on items for a decadent breakfast for two. If you’re looking to shake things up, buy tickets for the theater in Boston, eat a gourmet Italian meal in Boston’s North End, and indulge in the city’s thriving nightlife.

A quality Massachusetts vacation guide will reveal the luxurious side of the state as well. Enjoy some pampering with a couples massage at a top spa or sample fine wines at the wineries in Central Massachusetts. Foodies will be tempted all day long, from brunch to dessert after a delicious dinner at restaurants throughout Massachusetts. Boston and Martha’s Vineyard are especially well-known for the quality and diversity of their restaurants.

The landscapes of Massachusetts set the scene for romance. Whether you go for a sunset stroll along the beaches of Falmouth or enjoy the historic lighthouses of Cape Cod, the scenery will encourage you to get close to your loved one. Reconnect with a moonlit boat ride or evening walk through historic Boston streets during Massachusetts vacations.

family bonding

Get Outdoors

Different seasons draw visitors to enjoy the great outdoors. For years, Massachusetts family vacations have included visiting for the fall foliage and apple orchards. The draw of the spring and summer include blooming flowers, beaches, and great American celebrations such as Memorial Day and the 4th of July.

Are you looking for a little more action? Take your family white water rafting or sign up for a kayaking tour. Another popular option on the water is a whale-watching tour. For a classic outdoor family activity, pack your fishing rods and try your luck!

Entire Massachusetts vacations could be spent outdoors. Play a round of golf, explore one of the state’s nature parks, or visit an alpaca farm. Watch the excitement on your kids’ faces as they encounter these interesting animals for the first time!

Arts and Culture in Massachusetts

The arts are alive and well in Massachusetts. Whether your interest is painting, classical music, or theater, you will be pleasantly surprised by the offerings in Boston and beyond. Add in multicultural events, festivals, and a vibrant dance scene and it will be difficult to choose where to begin!

Any good Massachusetts vacation guide will show how art and culture are thriving outside of Boston as well. Check out one of America’s best small art museums at Worcester Art Museum or head to the Berkshires for the Williamstown Theater Festival.

Boston itself is full of options for world-class arts and culture. The Boston Ballet is one of the best companies in the country, and the Museum of Fine Arts is world renowned for its French impressionists and ancient Egyptian Art. Check out what is on offer at Boston University’s Huntington Theater during your trip.

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What to See in Massachusetts

massachusetts vacations

American History

Massachusetts family vacations can be fun and educational at the same time. Your kids will love exploring the Freedom Trail in Boston, a 2.5 mile trail of attractions significant to American Revolutionary War history and beyond.

Let history from your children’s school books come alive in Boston. Show them the site of the Boston Tea Party, let them step aboard the USS Constitution, and take a ghost tour to hear tales of legendary revolutionaries such as Paul Revere.

State Landmarks

To learn about recent American history, visit one of Massachusetts top landmarks, the Kennedy Library and Museum. Often called the best Presidential Library in the country, you will learn about the life and times of JFK and the Kennedy family.

South of Boston, there are many more opportunities for history to come alive. Visit Plymouth Rock to see where the pilgrims first landed in the US or visit the New Bedford Whaling Museum to learn about coastal life. Head inland to Central Massachusetts to visit Old Sturbridge Museum, a recreated 1830s New England Settlement.

No Massachusetts vacation guide would be complete without mentioning the landmarks of Cape Cod, Martha’s Vineyard, and Nantucket. Visit the five lighthouses of Martha’s Vineyard, see vintage cars in the Heritage Museum in the town of Sandwich or take an excursion to see the 150-foot cliffs of Aquinnah.

Where the Wild Things Are

A highlight of Massachusetts family vacations is sure to be a trip to the New England Aquarium. Often praised as one of the best in the country, this attraction in itself is worth the trip to Boston.

Other opportunities to get back in touch with nature during Massachusetts vacations include a hike through Wells State Park in Central Massachusetts or stepping into an indoor garden of butterflies at the Butterfly Place in Westford.

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Where to Shop and Eat in Massachusetts

massachusetts vacations

Massachusetts Shopping

Many repeat visitors don’t think Massachusetts vacations are complete until some shopping has been done. If you’re a bargain shopper, don’t miss the Wrentham Village Premium Outlets. Antique shoppers will fall in love with the unique shops of Essex and South Deerfield is home to a Yankee Candle Emporium.

Are you looking for high fashion? Boston is full of boutiques and shopping malls that offer the latest trends. Start on one of Boston’s most popular shopping streets, Newbury Street. This street in the Back Bay neighborhood is known for combining historic charm and great shopping.

The Thriving Dining Scene in Massachusetts

The variety of food in this area of New England is so diverse, it is only possible to brush the surface in this Massachusetts vacation guide! There are a few dishes not to be missed including the world famous New England clam chowder. Foodies have raised expectations in Massachusetts and, everywhere you look, restaurants are practicing a farm-to-table motto of serving fresh, in-season ingredients in creative ways.

If you want to sample all the variety of the fine-dining scene, plan Massachusetts vacations around restaurant week. Offered twice a year in March and August, restaurant week features a three-course menu at a set price for either lunch or dinner. This is an excellent way to see what Boston’s hottest chefs have up their culinary sleeves.

Other specialties of Massachusetts include fresh Atlantic seafood and the Italian offerings of Boston’s North End. For Italian, try Lucca in the North End. If you’re in the mood for seafood, B&G Oysters has a great raw bar. If you’re planning Massachusetts family vacations, Boston is full of affordable options for families. Outside of Boston, Martha’s Vineyard is known for great restaurants, including Among the Flowers Café.

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When to Visit Massachusetts

massachusetts vacationsAny good Massachusetts vacation guide can provide a compelling reason to visit New England during any time of the year. Locals love each season for a different reason, and this variety is one of the chief pleasures of living in this region. For many visitors, autumn is the best season, when fall foliage provides yet another reason to hit the hiking trails or go out apple picking. Take this last chance of the year to enjoy a weekend of nature-filled activities.

After autumn, the next favorite season is probably summer. Beware of planning a beach holiday in the summer, you might wind up returning during the same week each year for Massachusetts vacations! Choices include Cape Cod, Martha’s Vineyard, Nantucket, and more. Come and discover for yourself exactly what makes these beaches so special and inviting.

During the spring, Boston is in full bloom and taking a stroll along the harbor is especially pleasant. The winter season is a winter wonderland in Massachusetts, and whether you plan a shopping trip before the holidays or a relaxing getaway to the Berkshires to sit by a roaring fire, you will be glad you chose Massachusetts family vacations.

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What to Bring to Massachusetts

Depending on the season you travel to Massachusetts you will need different items. In the autumn, be prepared for a range of temperatures and pack layers. Don’t forget your hiking boots, a small first aid kid, a compass, and raingear. Apple picking will make some wonderful memories, so remember to bring along your camera!

In the summer, remember all of your beach essentials. Bathing suits, sunscreen, and beach toys are basically all you need to enjoy a week in Cape Cod. If you plan on enjoying the fine-dining of Martha’s Vineyard, pack along some upscale clothing for evening, but nothing too formal is required.

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Local Services in Massachusetts

One of the benefits of planning a trip to Massachusetts is not worrying if you forget a thing. Whether it is prescriptions, particular foods your kids like, or stamps to mail all those postcards, you will find all the local services you need in Massachusetts. Expect extended hours in Boston, while Cape Cod and Martha’s Vineyard will operate under more normal business hours. During the off season, services might be limited in these areas.

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What to Know About Massachusetts

There are many different kinds of Massachusetts vacations you could plan. While it is possible to visit both Boston and Cape Cod during one trip, you will probably feel like you don’t have enough time to see both properly. Boston is a city that could be explored for a lifetime. If you’re planning Massachusetts family vacations, don’t take on too much during one trip. There is enough in Boston, Cape Cod, the Berkshires, or anywhere in between to keep you occupied for a week or two!

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Getting to Massachusetts

Massachusetts is easy to get to whether you choose to arrive by air, car, train, or bus. Many visitors plan on driving to reach Massachusetts, but it is also possible to fly, most commonly, into Boston Logan airport, and you can rent a car from there. If you plan on exploring Boston only, a rental car isn’t necessary, as the T (Metro) is very efficient for moving throughout the city affordably.

There are many airports in Massachusetts beyond Boston as well. Travelers can choose from Martha’s Vineyard Airport, Nantucket Airport, Plymouth Airport, Worcester Airport, and more. There are also many ferry services available to help travelers reach places such as Martha’s Vineyard and Provincetown.

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Why Massachusetts Vacation Rentals?

If you are used to planning family vacations, then you know that every penny counts. Why waste money on a cramped hotel that could be spent on white-water rafting, whale watching tours, or a gourmet meal? With vacation rentals you will have more space to stretch your legs and relax during Massachusetts family vacations. Whether you are looking for a condo in Boston where you can get your family off to a healthy start with a fresh breakfast or a beach house in Cape Cod where you can spend quality time watching the stars come out, Massachusetts will have the perfect vacation rental for you!

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