Newbury Street

Discover the magic of wintertime in Boston and embark on a historical “Transportainment^®” adventure!

As one of Boston’s legendary shopping and dining districts, Newbury Street is a destination in and of itself and provides a variety of unique experiences while you’re on vacation. Here, you’ll find beautiful storefronts, architectural gems and a multitude of choices for a little retail therapy.

The History of Newbury Street

While it’s impossible to envision today, this beautiful Boston destination was once under water. In the mid-1850s, the harbor was slowly filled and soon became what is now the Back Bay neighborhood, home to the renowned Newbury Street. Other areas were filled in with dirt from communities nearby and by the 1880s and early 1890s Newbury was considered the most desirable place to live in Boston. And although the coal-burning furnaces that were once a distinguishing characteristic of the neighborhood are gone, Newbury’s original charm and allure still remains.

Things to Do Along Newbury Street

A popular shopping, dining and entertainment district, Newbury Street’s beautiful 19th century brownstones are home to hundreds of retail locations and eateries. And because of its numerous upscale boutiques and shops, it has earned a reputation as one of the most expensive streets in the world. Whatever you’re looking for, you’re sure to find it here!

Nike Boston

A two-story haven of everything Nike, this cool brand store shows off the city’s passion for running with an entire floor dedicated to running gear and premier running shoes.

Boston Olive Oil Company

Ever been to an olive oil and balsamic vinegar tasting bar? While on Newbury Street, be sure to stop at this unique establishment to experience unique flavors that you likely didn’t even know existed. How about wild mushroom and sage infused olive oil? There are 50 different varieties available, so feel free to explore and taste.

Newbury Comics

Founded in 1978 by two M.I.T. students, this New England based company has stood the test of time and grown throughout its years in business. What started out as a shop that sold vintage and current comic books featuring Spiderman, Batman and Superman now encompasses a wide array of unique finds. Here you’ll happen upon exclusive vinyl albums and kitschy items that range from mustache ice-cube trays, Pokémon cards, Star Wars items and pretty much everything pop culture.

Boston Public Library

More than an ordinary public library, the Boston Public Library is one of the oldest of its kind in the United States. Established in 1848, this museum-like facility is housed inside an architecturally magnificent building that features beautiful sculptures, murals, mosaics and an expansive vaulted reading room. Inside, more than 1 million rare books and documents are available for viewing. You’ll find everything from John Adam’s personal library, original musical scores by Mozart and Prokofiev and first edition folios by Shakespeare to century-old maps, fine art and medieval manuscripts.

Copley Square

Named after famous painter John Singleton Copley, this public square just steps away from Newbury Street is a well-known Boston landmark. A statue of Copley sits in the center along with a fountain and several lovely churches. This outdoor plaza is known for its community activities. Whether a farmer’s market or a concert are going on, Copley Square is a pleasant spot and perfect for taking photos to remember your Boston

Stephanie’s on Newbury

Whether you’re looking to people watch or sip an amazing bloody Mary, Stephanie’s on Newbury is sure to please. This locally owned restaurant is a popular hang out for residents and visitors with a menu that includes breakfast, lunch and dinner. Tantalizing dishes like jumbo crab cakes, baked Vermont goat cheese and lobster pot pie will leave you wanting more. Take a seat and relax in the casual yet elegant ambiance.

The Paint Bar

Sip your favorite wine or beer and create a masterpiece to take home! This unique painting studio is the go-to place for fun in a relaxed and casual environment. And don’t worry if you’re not a professional artist, anyone can do it and no prior painting experience is necessary. This is a fun outing for adults and kids!

Art Galleries

As you may imagine, there are several art galleries on Newbury Street to match the creative nature of the area. Each one offers art enthusiasts the opportunity to browse numerous unique exhibits.

Boston Ghost Tour

Old Town Trolley Tours invites you to explore Boston’s darker side aboard the city’s only “frightseeing” ghost tour, Ghosts & Gravestones. You’ll visit the streets where the Boston Strangler once prowled and hear local tales of murder and mayhem, ghosts and ghouls.

Boston Summer Nights Tour and Charles River Cruise

Watch history shine under the moonlight! Discover Boston’s illustrious story aboard the Old Town Trolley and the Charles River Boat on this exciting evening tour. Take part in a unique adventure as the sun sets over the Charles River.

Boston Old Town Trolley Tour

Get MORE out of your summer in Boston aboard the iconic Old Town Trolley and see the best first!

Old Town Trolley is a convenient way to explore Newbury Street while maximizing your vacation time. Experience new flavors at the Boston Olive Oil Company, or take a trip through the iconic Boston Public Library. With stops all throughout Boston, you can hop on and off at the sites you want to visit and learn about the rest during our fully narrated 90 minute historic sightseeing tour. Find the lowest price and money-saying packages by purchasing tickets direct through our website.