Boston Vacation Ideas

Boston Vacation Ideas #1: Many people considering Boston vacation ideas are not aware of the Boston Harbor Islands National Recreation Area. This encompasses the 30+ islands located out in the Boston Harbor.

This is a wonderful outdoor park just a short boat ride from downtown Boston. There are a number of ferries, shuttles and tour boats that can get you there. Explore the islands on the many walking trails or rent bicycles.

Climb to the top of the lighthouse, have some fun fishing, go swimming or rent a kayak or canoe to explore around the islands.

There are historic foundations and forts to visit, scenic harbors, tidal pools, shell and slate beaches. Guided tours are available. For an extended stay there are camping sites open from May 24 through Sept 3. These are run by Reserve America.


Boston Vacation Ideas #2: If you looking for family vacation ideas in Boston there are many places to take the kids for some fun things to do. The Boston Children’s Museum is a hands-on place with lots of interactive and educational exhibits for kids.

Kids can climb through a 3-story 3D full body puzzle, learn about Japanese culture while exploring an authentic Japanese home, join professional actors on stage and learn about the performing arts.

Castle Island and Fort Independence is a beautiful historic part of the Boston Harborwalk system of waking trails. Castle Island is a small peninsula in South Boston. This is the site of an old (1851) stone armory which is open for tours. There’s a nice little beach along the enclosed lagoon – Pleasure Bay. Picnic tables and grills make a great place for a family outing. You can rent a small sailboat to take out in Pleasure bay.

Across from City Hall is a very popular spot for shopping and dining – Faneuil Hall. The kids will also love it because there courtyards and walkways are filled with all manner of entertainers. You will find everything from magicians and clowns to musicians and storytellers.


Boston Vacation Ideas #3: Music lovers whose vacation ideas take them to Boston will want to check out the various venues that offer free concerts. Some of the city’s music schools will regularly present free public performances of music, dance and theater. Typically these are student performances, often showcasing award winners, but they will also include instructors as well as visiting artists.

Duck Statues, Boston Public Gardens
Photo Credit: flickr.com/photos/photosbyluke

Four of the music schools that like to present these free concerts are Boston University (Tsai Performance Center) , Boston Conservatory (Fenway Center), Longy School of Music (Edward M. Pickman Concert Hall) and New England Conservatory (Jordan Hall). These are all top notch music schools so you can expect excellent shows featuring some very talented student artists.

Two Boston radio stations also host free concerts. The WFNX Concert Series is held in September and features alternative rock bands in the "Disorientation Tour". The WODS Concert Series showcases music from the 50’s and 60’s with their free summer concerts at the hatch Memorial Band Shell.


Boston Vacation Ideas #4: Food Festivals are huge in Boston, drawing tens of thousands of visitors hungry to taste the best of Boston culinary delights. Time your vacation to Boston so that you can attend one of these popular events.

  • The Jimmy Fund Scooper Bowl is an all-you-can-eat ice cream festival which supports and funds cancer research. The Jimmy Fund Scooper Bowl is typically held in June at Boston City Hall Plaza.
  • The Taste of Boston is also at the Boston City Hall Plaza in September. Here you can sample food from dozens of local Boston eateries and enjoy music from live well known bands.
  • Clam chowder is a New England specialty and Boston has no shortage of claimers for the best clam chowder. The Chowderfest Festival, held in July, is your chance to help decide which of Boston’s top restaurants have the best clam chowder.
  • In October you can attend the annual Boston Vegetarian Food Festival. This is a free event where you can sample great vegetarian foods as well as meet and interact with vegetarian food producers and members of the Boston Vegetarian Society.

Boston Vacation Ideas #5: Boston, Mass is the Cradle of Liberty; These are a few of the images of one of the most historic spots in New England. The key to your visit will be to walk the Freedom Trail and transport yourself back in time to the 1700’s when most of Boston was under water. Yes, one half of Boston is filled in swamp. Now don’t worry it’s settled in rather nicely.

  • Home of the Red Sox
  • Beautiful Harbor
  • Freedom Trail
  • The Boston Bruins
  • The Boston Commons
  • Cheers
  • The Original Tea Party
  • The Swan Boats
  • The Boston Pops
  • Fifty Three Colleges
  • Super Restaurants
  • Faneuil Hall and Market
  • Paul Revere House
  • Symphony Hall
  • The Charles River
  • Bunker Hill


Finding the best hotel in Boston for your vacation can be a challenge. Boston is the most historic city in the United States. This might lead some people to thinking it’s a quiet and quaint city, but that’s not the case at all. Boston has hundreds of great nightclubs, bars, restaurants, and attractions.

Of course, many people also travel to Boston for business. Whatever the reason for your travels, you’re going to want to know the best places to stay. The five highest rated Boston hotels by travelers are covered here.


Boston Vacation Ideas #6: The Encore B & B is the highest rated hotel in Boston. Not only that, but it’s cheaper than most Boston hotels. The reason this hotel is loved by so many is the service. The owners are a gay couple who are pleasant and funny at all times. They treat you like family no matter who you are, where you’re from, or what you look like.

The interior of the hotel is also in perfect condition. The rooms here are large and the breakfast is amazing. This hotel is located in the South End, which makes it convenient to art galleries, museums, concert venues, and historical landmarks making it a perfect part of your Boston vacation ideas.


Boston Vacation Ideas #7: The Onyx Hotel is located in the government center neighborhood. This makes it convenient to Little Italy, Quincy Market, and TD Banknorth Garden. The overall ambiance of the hotel is one of romance. This has a lot to do with the dim lighting and muted shades of red on the furniture found throughout the hotel.

The rooms here are small, but the bathrooms are large, which is a rare combination. The staff here is terrific and the hotel bar is a big hit. Negatives include mattresses that are too hard, no pool, and an expensive parking fee.


Boston Vacation Ideas #8: The XV Beacon Hotel is expensive. However, if you would like to stay at a hotel that resembles a modern museum, offers fresh fruit on every floor, has an incredible steakhouse, was recently refurbished, and is within walking distance to Boston Common, the prices are well worth paying.

Other amenities at the XV Beacon Hotel include babysitting services, a concierge, a doorman, a bar, and a car hire. This hotel was also rated as the best hotel in Boston by Travel & Leisure. That said there are two negatives you should be aware of: a fee for airport transportation and no pool.


Boston Vacation Ideas #9:

The Boston Harbor Hotel is by far the best waterfront hotel in Boston. If you value great views, the Boston Harbor Hotel is your answer. It’s nice to wake up and look out at the Boston Harbor. This location isn’t only great because of the views, but because of all the attractions in the area, which include the Riverwalk and Quincy Market.

There are also plenty of restaurants nearby, but the food at the Boston Harbor Hotel is sensational. It’s also available through room service. If you enjoy music and dancing, visit the Waterfront Terrace at the hotel. Other amenities include a tea room, a gift shop, a shoe shine service, complimentary WiFi, a newspaper delivered to your room every morning, and a 24-hour concierge.


Boston Vacation Ideas #10: The Charles Street Inn only has 9 rooms. It’s a Victorian townhouse from the 19th Century. When some people see the word ‘Victorian,’ they immediately think boring. But that is far from the case here. The owners of The Charles Street Inn are aware that while some people appreciate the Victorian style, others grow tired of it quickly.

In order to make this establishment appealing to everyone, they went above and beyond what is expected in regards to amenities. They even went so far as to offer an amenities basket to every guest upon their arrival.

Other amenities here include a complimentary breakfast cooked with love and delivered, free WiFi service, and an elevator. Every room has a fireplace, a coffee maker, HDTV, and a whirlpool. Move the curtains and you will find views of the Boston Harbor. Look beneath your feet and you might find an oriental rug. Nearby attractions include an aquarium, art galleries, and plenty of restaurants.

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