Where To Go & What To Do This Fall? The Ultimate Travel Guide in Boston
Fall is right here! September and October might be my favorite months in Boston. We can enjoy the sunshine and breeze but not get turned off by the freezing cold winter yet. This is the best season to explore the Boston area. As one of the most famous cities in the New England area, probably you know Boston because of the top tier colleges in town – Harvard, MIT, Boston University… Probably you know Boston because it is “the birthplace of the American history”. But lift up the hood of the heart of New England, you will find out that, Boston, this modern but historical, small but vibrant city has so much more to offer.
Boston, we usually refer it to the greater Boston area, which is the metropolitan region of New England. The city of Boston itself is surrounded by many of the towns and cities such as Cambridge, Somerville and they all have their own unique styles and neighborhoods. Thanks to public transportation in Boston, it is so easy to commute by MBTA and explore the Boston area. Before it is too cold to go out in Boston, take the time to enjoy and explore the city this Fall! I’ve organized this useful list to guide you to travel to Boston and find all the fun things to do, good food to eat and places to visit.
Somerville (MBTA: Red line/Orange line)
Somerville is a new hip town near Boston. Only about 20 minutes from downtown Boston, Red line to Davis Square or Orange line to Sullivan Square, Somerville will show you the creativity and diversity in this distinct neighborhood.
What to do:
- Brewery Hopping
The Boston area is perfect for brewery hopping – the craft beer breweries are in walking distance, you can visit a bunch of the best breweries in this neighborhood.
This is my new favorite cider brewery in town. Bantam’s cider is sure one of the kind. There are always 4 regular ciders on draft and 4 others are in the rotation. Rojo and Ginger Beer are absolutely the go to if you like juicy ciders. Be careful of the 8.5% Mighty Mammoth. Even though it tastes like champagne, believe me, it will kick in. Fall is the apple season, don’t miss out the apple ciders this Fall!
Aeronaut Brew is probably the hippest brewery in town. There’s never a time I go there and it isn’t crowded. Hidden in the buildings in Somerville you will be surprised how many young professionals live around and come here for a cold one.
There are so many other breweries worth going in the Somerville area – Slumbrew, Remnant Brewing.
What to eat:
- Ebi Sushi
Located in East Somerville, Ebi Sushi is just 3 minutes away from the breweries I just mentioned. When you are hungry after the brewery hopping, you can enjoy the extraordinary sushi and Japanese cuisine at Ebi Sushi.
Must try: chef’s choice nigiri
How to go there: Orange line – Sullivan Square – 86 bus
If you ride on the red line and go to Davis Square, there are a bunch of cool places you could go as well. Try the southern cuisine at Rosebud, which is one of the oldest diners in the Boston area, or have a taste of the Thai street food at Dakzen. Foods in Somerville can surely satisfy your palate.
Cambridge (MBTA: Red Line)
Cambridge is just a few stops away from downtown Boston and is a famous college town near the city of Boston. That is only one of the million reasons why millennials and all the young professionals like to live and hang out in Cambridge.
What to do:
- Harvard University Walking Tour
I believe everyone knows Harvard University well enough that I don’t need to write another paragraph to explain why it is the most famous university in Boston or in the US. So where’s the beef?
If you want to explore Harvard, you could take a narrated tour guided by the Harvard students or just follow the freedom trail and make it your way.
Ride on the Red line to Kendall/MIT, you can go visit another famous university – MIT. The Infinite Corridor and the MIT Museum are two buildings in my “must see” list.
- Charles River Kayaking
Another thing you must try is to kayak on Charles River in the Fall. I love the breeze and sun in September. You can’t believe how peaceful it is!
Location: 350 Kendall Street, Cambridge
- HONK! Festival of Activist Street Bands / October 6-8
Here comes the most exciting thing happens in the Fall in Cambridge – HONK Fest! It is a festival of street bands from the Boston area and also some other musicians and band from over the world. Every year, they parade from Davis Square to Harvard Square. There are also beer gardens, and food stands, music and dancing in Harvard Square.
What to eat/drink:
When you visit Boston, how can you not go to an Irish pub? Here are a few oldest Irish Pub and famous music venues you should pay a visit!
- Plough & Stars
This corner pub lies in the central square has been around since 1969.
It has hosted luminaries such as Seamus Heaney, Bonnie Raitt, and Phillip Roth. These days, on any given night, you can enjoy a casual, comfortable night to take in live music and a few beers. Trivia every Tuesday as well!
- Cantab Lounge
Even though it looks like a little old pub from the outside, Cantab is one of the best music venues and dive bars in Boston. It won the best dive bar award by Boston Magazine in 2015.
Downtown Boston (Red/Orange/Green/Blue Line)
Finally, welcome to Beantown! I am sure you already heard of Quincy Market, Old State House, Boston Common, etc, etc. Here are some of my favorite places to go if besides all those cliches you have heard of.
What to do:
- Shows in Boston – Theater District
My go-to area is the theater district near Downtown Crossing (Red Line/Orange Line). Theatre District has one of the oldest theatres in Boston – Colonial Theatre. There are Emerson College’s ornate Cutler Majestic Theatre and the historic Boston Opera House. Comedy and music acts perform at the Wilbur. Either to buy a ticket to enjoy a musical or just walk around the district and appreciate the beautiful theatres, the Theatre District in Boston will never fail you. If you are traveling to Boston this Fall, don’t miss the Hamilton musical, it is touring in Boston in October till mid-November.
- New England Aquarium, Whale watching
Ride on the Blue line to Aquarium, you can go to the New England Aquarium. This is a perfect place for families. Kids would love to see the cute penguins, seals and so many more. After a fun time at the aquarium, don’t forget to take a walk by the harbor or join the Whale Watch Tour or sunset cruise.
If you want to feel the young spirit, energy, and the wildness, stay in downtown Boston until 2 am. Indulge yourself with the best nightclubs and dive bars in Downtown Boston. Hong Kong Boston is my recommendation for you if you like Karaoke. Even the snacks here is incredible: sometimes I would just come here in the middle of the night for the chicken skewers. Good Life is another bar that offers the best R&B music in town! Hey, you think that’s the end? I bet you will need some carbs to soak up the alcohol. After the craziness in the clubs, I usually go to South Street Diner, which is a 24-hour diner near Chinatown.