101 Things to Do High in Boston

Published: October 13, 2023

Welcome to the vibrant city of Boston, where history dances through cobblestone streets, and every corner unveils a new adventure. Whether you’re a local seeking fresh thrills or a curious traveler craving unique experiences, get ready to infuse a dose of baked Beantown inspiration into your day. We’ve got an inside guide to the best of Boston for you. Boston offers a playground for the imagination, especially when you’ve decided to kick back and enjoy cannabis culture. So, get ready for a whirlwind adventure through 101 captivating, quirky, and quintessential things to do in Boston. From trendy restaurants to offbeat hidden gems, we’re about to transform your visit into a sensory wonderland that even Instagram can’t resist!

Dial Doobie Or Visit Us Online

Before embarking on your Boston Baked adventure, it’s essential to consider the type of weed strain you’d like to consume and the legal status of weed around Boston. The right strain can significantly enhance your experience, whether exploring the city, indulging in culinary delights, or enjoying a night out. Are you seeking an uplifting sativa for a daytime adventure or a relaxing indica for a mellow evening? Perhaps a balanced hybrid for a bit of both? By choosing the strain that may align with your desired experience, you can ensure that your Boston journey is elevated to a new level of enjoyment. For help selecting a cannabis strain, please call the Doobie Concierge at (888) 8DOOBIE or chat with a member of our team online. 

Getting Around the City

First things first, how to navigate this beautiful city. Boston’s compact layout is perfect for walking and biking, but there are other options too. The T (subway), buses, and rideshare apps like Uber and Lyft make getting around a breeze. Consider renting a Bluebike; you’ll be cruising through the city in no time.

Boston’s Unique Neighborhoods

Let’s take a moment to appreciate Boston’s distinct neighborhoods. From the historic charm of Beacon Hill to the vibrant culture of Dorchester, each area has its own personality. Explore all of the unique Boston neighborhoods! Here are just a few of Boston’s iconic neighborhoods. 

  • Beacon Hill: Stroll along the picturesque streets with gas lamps and historic architecture.
  • Back Bay: Enjoy high-end Newbury Street shopping or a relaxing Public Garden walk.
  • North End: Savor some of the best Italian cuisine outside of Italy.
  • Jamaica Plain: Take a peaceful walk through the Arnold Arboretum or explore the local art scene.
  • Dorchester: Immerse yourself in diverse cultures and community events.
  • South End: Marvel at the iconic brownstones and enjoy the thriving arts scene.
  • Allston-Brighton: Experience the youthful energy and a thriving music scene.
  • Charlestown: Step back in time with cobblestone streets and historic sites.
  • Roxbury: Immerse yourself in African-American heritage and culture.
  • Chinatown: Delve into a vibrant world of Asian culture and cuisine with a visit to Chinatown.
  • Seaport District: Discover the city’s modern heart with a trip to the dynamic Seaport District.

101 High-ly Entertaining Things to Do in Boston While High

Best Restaurants and Foodie Adventures

  • Oleana: Savor Middle Eastern dishes in a charming garden setting.
  • Mamma Maria: Classic Italian cuisine that will make your taste buds dance.
  • Myers + Chang: Enjoy Asian-inspired small plates and craft cocktails.
  • Neptune Oyster: Feast on fresh seafood in the heart of the North End.

Art and Culture

  • The Institute of Contemporary Art: Explore cutting-edge contemporary art.
  • Isabella Stewart Gardner Museum: Admire the stunning architecture and art collection.
  • The MFA: Boston’s Museum of Fine Arts is a treasure trove of art.
  • SoWa Open Market: Discover a vibrant arts and crafts market.

Nature and Outdoor Spaces

  • Arnold Arboretum: Take a scenic hike and enjoy beautiful gardens.
  • Esplanade: Picnic, kayak, or simply lounge by the Charles River.
  • Boston Common: The oldest city park in the United States for a relaxed stroll.
  • Harbor Islands: Take a ferry to explore the stunning islands off the coast.
  • Emerald Necklace: Walk or bike through this interconnected series of parks.
  • The Lawn On D: Experience the vibrant culture of Boston at The Lawn On D, an open-air event space with live music, lawn games, and innovative art installations.

Live Music and Nightlife

  • Rochambeau: Located in the Back Bay, Rochambeau is more than just a restaurant. It’s a chic French brasserie that transforms into a vibrant lounge in the evening. Enjoy cocktails, delicious bites, and the occasional live DJ set for a night of Parisian-inspired revelry.
  • Hong Kong Boston: Situated in Faneuil Hall, Hong Kong Boston is a popular choice for those looking for a night of dancing and fun. It’s known for its lively dance floor, DJs, and excellent scorpion bowls.
  • House of Blues: If you’re seeking big-name acts and an immersive live music experience, the House of Blues, near Fenway Park, is the place to be. It hosts renowned artists from various music genres, making every night a memorable one.
  • Fenway Music Hall: Located near Fenway Park, this historic music hall is a beloved venue for live music. It’s a fantastic place to catch emerging and well-established acts, making it a hub for music enthusiasts.
  • The Beehive: Nestled in the South End, The Beehive offers a unique blend of live music, art, and exceptional food. You can groove to jazz, blues, and more while savoring creative cocktails and flavorful dishes.

Fitness and Wellness

  • AcroYoga on the Common: Try a unique and engaging workout.
  • Hubway Yoga Ride: Join a guided bike ride with yoga breaks.
  • Run Along the Charles River: A jog with scenic river views.
  • Stand-Up Paddleboarding: Explore the Charles River from a different perspective.

Coffee Shops and Cafes

  • Pavement Coffeehouse: Enjoy a great cup of coffee in an artsy setting.
  • Tatte Bakery and Café: Delicious pastries and a cozy atmosphere.
  • Render Coffee: A modern spot for espresso aficionados.
  • Thinking Cup:** Classic coffeehouse with a wide range of brews.

Shopping and Bookstores

  • Newbury Street: Boston’s premier shopping destination.
  • Copley Place: Copley Place is an upscale shopping mall with renowned luxury brands such as Neiman Marcus, Jimmy Choo, and Tiffany & Co. It’s a great destination for designer clothing, accessories, and more.
  • Prudential Center: This iconic shopping center offers a wide range of stores, from department stores like Saks Fifth Avenue to specialty shops. It’s also home to The Shops at Prudential Center and Eataly, a vibrant Italian marketplace.
  • Beacon Hill Books and Cafe: Unwind in the cozy and charming atmosphere of Beacon Hill Books and Cafe, known for its literary-themed decor, quality coffee, and a wide selection of books to peruse while enjoying a beverage.

Instagram-Worthy Spots

  • Fenway Park:  Snap a selfie in front of the iconic Green Monster.
  • Acorn Street: Boston’s most photographed street in Beacon Hill.
  • Skywalk Observatory: Enjoy panoramic views of the city.
  • Public Garden Swan Boats: A classic Boston photo op.
  • Brattle Book Shop: Get lost in the outdoor book alley.

Hidden Gems

  • The Warren Anatomical Museum: For a unique twist on history.
  • Spectacle Island: A lesser-known gem among the Harbor Islands.
  • The Mapparium: Step inside a 3-story stained glass globe.
  • The Warren Tavern: One of the oldest taverns in Massachusetts.
  • The Boston Common Frog Pond: Perfect for ice skating in the winter 

Rooftop Bars and Gardens

  • Lookout Rooftop and Bar: Tucked away in the Seaport District, Lookout Rooftop and Bar provides breathtaking views of the Boston skyline and the harbor. It’s an ideal spot to enjoy a cocktail while soaking up the sun.
  • Hidden Garden at The Bostonian:** The Bostonian Hotel’s hidden garden is a peaceful escape in the heart of the city. It’s an excellent spot for an intimate gathering, a quiet moment of reflection, or a delightful al fresco meal.
  • Publico Street Bistro & Garden: Located in South Boston, this gem features a charming garden, perfect for savoring delicious food and cocktails in a peaceful yet vibrant setting.
  • Rooftop at Revere: The Revere Hotel’s rooftop provides fantastic views of the city and the river. It’s a trendy spot to enjoy handcrafted cocktails and soak in the atmosphere.

Culture and Diversity in Boston

Boston’s rich history is a tapestry woven from the diverse backgrounds of its residents. While exploring, take the time to appreciate the cultural and culinary contributions of female and BIPOC-owned businesses. A few recommendations:

  • MIDA: A restaurant that celebrates Italian cuisine with a touch of Caribbean flavor.
  • Flour Bakery + Café: A bakery with an impressive female pastry chef behind it.
  • Cesaria: Enjoy Cape Verdean flavors in Dorchester.
  • Suya Joint: Explore African flavors in Roxbury.
  • Grace by Nia: Sultry sounds of jazz and soul food in the Seaport District. 

With these recommendations, you’re all set for a high-ly entertaining adventure in Boston. Whether you’re looking to safely explore solo, going on a date, or hanging out with friends, this city has something for everyone. So, get out there, explore, and let your imagination run wild in one of the most vibrant cities on the East Coast. Enjoy your journey through the best of Beantown, and remember to consume responsibly!

P.S. Contact [email protected] and tell us some of your favorite things to do in Boston, and we may update this blog post to include your suggestions!
Disclaimer: The content provided in this article is for informational purposes only. Please consume cannabis responsibly and follow all local laws and regulations.

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