Looking to plan a vacation that blends fun for the kids with fun for adults? In Boston, you can dine at a gourmet restaurant and then take a ghost tour. Treat the kids to a trip to the aquarium and then spend the afternoon in the spa.

Any good Boston guide will tell you what a cultural city Boston is from the authentic Italian restaurants of the North End to a traditional Irish Pub. Begin your trip exploring the Freedom Trail and historic attractions, but be sure to leave time to pick out a favorite Boston nightclub, restaurant, and market.

The pleasure of dining can be followed by theater, museums, or sports games. Boston accommodations are known for being expensive, so skip the route of the overpriced hotels and let VacationRentals.com show you that a city break in Boston doesn’t have to break the bank.

What to Do in Boston

Sheer choice for Boston activities will make your head spin. From running the Boston Marathon to hopping aboard a harbor cruise, it is impossible for travelers to be bored during a trip to Boston. If you want to skip the attractions, make it a point to find the best restaurant. Boston has so many to choose from, it may be a difficult choice but will give you a chance to try many different cuisines and cultures.

Looking for nightlife? A Boston night club is sure to fulfill your craving for an evening of music and dancing. From trendy clubs for the young and young at heart, to jazz clubs and wine bars for those looking for a more relaxed atmosphere—Boston's nightlife has it all.

Explore Historic Boston

Before the nightlife and the dining, it is important to explore the heart of Boston: its history. A good Boston guide is essential to making your exploration of the city’s history interesting. Walking tours, harbor tours, and trolley tours all provide interesting stories of the city’s past while illuminating the significance of the buildings and attractions.

Since you are going to save money on Boston accommodations with your vacation rental, it will be possible to splurge on sports tickets for the entire family. Fans in Boston are serious, and the atmosphere at Fenway Park is known nationwide for its intensity. Head to the ballpark for a day of family fun at this historic Boston landmark.

things to do in Boston

Activities for Any Weather

While a rainy day might encourage you to beeline for the best restaurant Boston has, there are also other options to keep your family happy while the clouds pass. The New England Aquarium will allow you to see life from the depths of the ocean up close and personal while the Boston Museum of Science has plenty of hands-on exhibits for your kids.

Skip the Boston night club one night and plan a treat for your kids. The historic graveyards of the city are the perfect place for a spooky ghost tour, complete with educational stories about historic figures. Exploring graveyards by candlelight is sure to win your kid’s heart!

Boston Celebrations

Annual events draw huge crowds to the city every year. Boston accommodations become expensive and crowded during these events, especially during the St Patrick’s Day celebration. With such a significant Irish population, it should come as no surprise that the street parade, music performances, and pubs of Boston come alive with one of the best celebrations in the country.

The St Patrick’s Day celebration will continue well into the evening. Boston nightlife takes many forms, and whether you want to taste the latest craft beers or head to a tapas bar with live music, you’ll find just what you’re looking for. Top DJs or live bands at a Boston night club will be the icing on the cake to a special evening.

Are you worried that you won’t be able to unwind during your city break? Let a day spa in Boston prove you wrong. Whether you desire a massage, facial, or specialty spa treatment, the serene spas in Boston will leave you feeling relaxed and refreshed.

What to See in Boston

A great Boston guide will bring historical attractions in Boston to life. History in Boston is still living, and unlike bringing your kids to a museum, stepping aboard the USS Constitution is sure to be an instant hit. Other important historical attractions include a walk along the Freedom Trail and visit to Faneuil Hall.

Give your kids an appreciation for the dramatic moments Boston endured during the American Revolution by visiting sites such as the monument at Bunker Hill. Bring the story of Paul Revere to life by visiting his house and museum.

Find Nature Even in the City

Looking to see some natural beauty during your city break? Take the kids to Arnold Arboretum and be prepared to be impressed by Mother Nature. If you happen to be traveling to Boston during the spring bloom or when autumn colors are at their most vibrant, this will be an especially beautiful treat. Beyond the Arboretum, there are other parks of the "Emerald Necklace." This string of famous parks in Boston is up to 100 years of age, so they are sure to have beautiful old trees, and the space for a family picnic.

attractions in boston

The many neighborhoods of Boston are worth seeing for their distinct character. If you’re tired of exploring on foot, board a Charles River tour to see Beacon Hill, Back Bay, and the educational superstars of Harvard and MIT.

Art connoisseurs won’t want to miss the Museum of Fine Arts with its excellent permanent collection and exciting visiting exhibitions. Other museums of note include the Boston Children’s Museum, the Boston Tea Party museum, and Paul Revere House.

Where to Shop and Eat in Boston

Shopping temptations begin in the Back Bay of Boston on Newbury Street. The street is lined with 19th century brownstones that add a dose of atmosphere to your shopping experience. From the expensive and luxurious to the trendy and cutting edge, there is something for everyone along this famous shopping street.

The Downtown Crossing near Boston Common is where you should head next. This pedestrian-only area is a bargain shoppers’ paradise, and you’ll love browsing the nearby city market.

Browsing Is Almost as Fun as Shopping

One of the most popular places to shop is the Faneuil Hall Marketplace, also called Quincy Market. While you may be tempted to buy, this market is really more just a fun place to browse, people watch, and grab a bite to eat. Delicious soups and the aroma of freshly baked pastries might leave you saying the best restaurant Boston has to offer is located in Quincy Market!

Looking for a quieter place to browse? Head to the Beacon Hill neighborhood, and take a stroll along Charles Street. This charming neighborhood is home to great cafés and restaurants, so end your day of shopping over a relaxing cappuccino or cocktail.

Great Eats Abound in Boston

Your kids might be frazzled after a day spent shopping, so treat them to an ice cream cone at JP Licks, one of Boston’s most famous ice cream shops. The variety of flavors will make it a hard decision, but you can always stop in more than once during your trip!

One of the chief pleasures of your trip to Boston will be dining, whether you are a devoted foodie or looking to eat on a budget. If you’re looking to dine well on a budget, plan your trip around restaurant week and see what the hottest chefs in Boston are cooking up for the crowds.

You can find your choice for the best restaurant in Boston by sampling a variety of what the city’s best eateries have to offer with an affordable three-course prix-fixe menu. There are two restaurant weeks each year: one in the summer, and one in the winter. Be sure to make your reservations in advance as these tables fill quickly! It's the best way to sample many restaurants without breaking your budget!

Discover International Cuisine in Boston

After a day of exploring Boston, your family will need to recharge with a meal. To some visitors, the best restaurant in Boston is one with an international flair. A significant immigrant population of Italians, Irish, and other ethnicities has permanently influenced the culinary landscape of the city. Whether you head to the North End for a slice of pizza or a sit-down Italian feast, or choose a popular spot in Chinatown, you’ll be glad you tried the international flavors of the city.

Looking to combine sightseeing with eating? A good Boston guide will always encourage visitors to sign up for a harbor cruise or river cruise. Many tours are designed to serve lunch or dinner during the tour. Thinking about a romantic cruise option? Buy tickets for the sunset cruise or moonlight cruise and see the glowing Boston skyline from the water.

Boston Public Garden

When to Visit Boston

Boston is a popular destination year-round, but the city does experience very cold winters with significant snow. If you’re willing to pile on the layers and explore anyway, you will be rewarded with a lack of crowds and seeing the city in its natural state.

Summer of course, especially during the time when children are off from school, is one of the most popular times of year to visit Boston. A quieter and more enjoyable time would be in the autumn, when Boston and the surrounding area come to life in vibrant tones of red, orange, and yellow.

What to Know

Are you planning a trip to Boston during the middle of April? Be aware that the third Monday in April is the day of the exciting Boston Marathon. This exciting spectacle is a fun one to watch; your kids will love cheering on the athletes as they tackle the 26-mile course.

Be sure to plan ahead for this event. Boston accommodations become very strained during this time because of the large influx of people. Planning on running the marathon? A vacation rental will give you the extra space you need to prepare for the race and to relax afterwards.

Transportation around Boston is made simple with their subway system, called the T. While renting a car is an option as well, the T is affordable and will quickly bring you to almost any neighborhood in Boston for a fraction of the price you will pay for parking.

Why Boston Vacation Rentals?

If local people were preparing a Boston guide, they would suggest getting away from the crowds and hotels to experience a more authentic side to the city. The best restaurant in Boston is the one that is off the beaten path, and when you book a Boston vacation rental you are much more likely to find these gems!

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