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The Best Way to Spend 48 Hours in Boston

If you find yourself with just 48 hours in Boston, we have the perfect itinerary for you, with The Envoy Hotel, Autograph Collection as your gateway to a truly unforgettable experience. Whether you’re a foodie, a history enthusiast, or simply looking to soak in the atmosphere, Boston has something for everyone. As a city steeped in culture with a storied past, there’s always something new to explore here in the heart of New England. Join us as we map out an exciting couple of days for your short, but exciting stay in this incredible city.

DAY 1

Morning: Explore the Neighborhood

When you stay at The Envoy, you’ll enjoy sophisticated amenities during your stay. You’ll also have an exciting neighborhood to discover just outside your doorstep.  Perfectly placed in Boston’s Innovation District, The Envoy is situated among local breweries, landmarks, and unique architecture. Our neighborhood guide can help you kick off a lively morning of discovering your surroundings.

Late Morning: Visit The New England Aquarium

After exploring, dive into the wonders of marine life at The New England Aquarium. As a nonprofit research and conservation organization, the aquarium aims to inspire visitors to form a deeper connection with the ocean and its inhabitants. It’s an educational and fun experience for all ages.

Afternoon: Sightseeing Tour of the Freedom Trail

Immerse yourself in history with the pay-as-you-wish Freedom Trail Tour. The tour guides you through historic landmarks, telling tales of rebellion, war, and the birth of a nation. It’s a two-hour tour that will leave you with a deeper appreciation for Boston’s rich heritage while taking in the charm of Boston’s streets.

Evening: Dine Out Boston at Para Maria

As the day winds down, treat yourself to a delicious lunch or dinner at Para Maria, The Envoy’s Latin-inspired restaurant. From August 8 to 12, Para Maria is participating in Dine Out Boston. During this time, you can sample some of the finest Boston-area restaurants at special prices. It’s the perfect chance to take in the city’s diverse food scene while going easy on your wallet.

DAY 2

Morning: Discover Local Events

Start your second day of 48 hours in Boston by exploring some of the exciting local events happening in September. Every weekend until October, you can find local artists, farmers, chefs, and brewers at the SoWa Open Market. After picking up some local treats, why not take your family or friends out for a day of apple picking? After all, there’s no better way to get into the autumn spirit. Afterward, round out the morning with something unique, like the Davis Mega Farm Festival & Corn Maze—a fun activity that everyone in your group can enjoy together.

Afternoon: Boston Jazz Fest in Seaport

In the afternoon, head to the 13th Annual Boston Jazz Festival in the Seaport District, on August 25 and 26, from 12:00 to 9:00 p.m. This iconic festival takes place just steps from The Envoy, so you won’t have to travel far to enjoy jazz melodies from talented musicians.

Evening: See a Baseball Game at Fenway Park

After enjoying the jazz festival, make your way to the iconic Fenway Park for a must-see baseball game. The atmosphere is electric, and it’s an unforgettable experience for sports enthusiasts and casual fans alike.

Night: Fall Fairs and Festivals

As the day comes to a close, embrace the charm of New England’s fall season by attending one of the many fairs and festivals in Boston. Get into the cozy spirit and enjoy pumpkin festivals, jack-o-lantern displays, and more.

STAY MORE, SAVE MORE

As you explore the city, consider extending your stay past 48 hours in Boston at The Envoy to make your getaway a truly relaxing escape. By staying three nights, you can save up to 15% per night, and if you stay four nights or more, you can save up to 25% per night. It’s the perfect opportunity to fully explore Boston’s most treasured attractions and experiences. Whether you’re discovering the city’s historical significance, enjoying live jazz music, or savoring delicious meals, we can’t wait to welcome you to Boston at The Envoy.