Trip to Boston in the Fall has always been on my bucket list! It’s perfect timing for fall foliage and Boston is beautiful time to visit. We spend four days in Boston and did a day trip to Salem.
We visited Boston first week of October, but if you really want to see fall foliage, then go end of October or early November. There are so much to see and do so let’s get into it!
What to Do in Fall in Boston
Walk the Freedom Trail
The Freedom Trail is a 2.5-mile path going through downtown Boston. This trail passes 16 significant historic sites. Before going I read that it’s best to start at the end and work your way backwards, because it can get busy. The Freedom Trail is an amazing website to check out for more information.
I absolutely loved North End in the Freedom Trail. It is basically little Italy. So fun! There are dozens of eateries serving homemade pasta, fresh-baked pasta, delicious cappuccino and cannolis. Paul Revere’s house is also in the North End, so don’t miss it!
No trip to Boston is complete without a visit to the Old North Church, an icon of the American Revolution! $5 admission includes a self-guided tour through the church.
Caffe Vittoria & Mike’s Pastry
I had coffee at Caffe Vittoria and picked up some delicious cannolis at Mike’s Pastry. Both amazing!
Brunch at Tatte Bakery & Café
If there is one place I would recommend, is Tatte Bakery & Cafe. The food and coffee is delicious. I highly recommend visiting one of the many locations for brunch.
Beacon Hill and Acorn Street
If you’re looking to explore a more upscale part of Boston, Beacon Hill is the place to visit. Acorn Street is a must see! Everything is so beautiful, the houses, the fall decorations, the trees! If you’re going to take pictures of peoples homes, be respectful! So many cute streets to explore in this area so take your time and walk around.
Boston Public Garden
The garden is quiet and beautiful, it’s a great place to relax, take a walk, and enjoy a bit of peace and quiet in the midst of the hustle and bustle of the city. It’s also a great place to grab a book and read!
Trinity Church & Boston Public Library
One of the most beautiful churches in Boston, this 19th-century church sticks out amongst the more modern feel of Back Bay.
The library is HUGE! The room with all the green lamps is known as the reading room and it’s a must see.
Peruse Brattle Bookshop
As a book lover, I can’t write a 2 days in Boston itinerary without including the epic Brattle Bookshop!
Dating back to 1825 and specializing in used and rare books, Brattle Bookshop is located just off Boston Common and includes three stories and an outdoor courtyard.
Even if you don’t make it inside, the courtyard is worth seeing. It boasts hundreds of inexpensive, used books (perfect for a cheap souvenir!) and enormous murals that climb the courtyard walls.
FAQ
- Which airport to fly to? Boston Logan International Airport
- Where to stay? Boston in fall can get really expensive. I highly recommend you book your trip as early as you possibly can, otherwise there is a chance you won’t find hotels. If you don’t want to rent a car, stay in downtown!
- Transportation? We rented a car, because I wanted to go to Salem. Boston is really great with public transportation and it’s easily walkable city so you don’t need to rent a car if you don’t want to!
- Best time to visit Boston? For me, I would say Fall! Trip to Boston in the Fall is amazing. The weather is great and the fall foliage is amazing.
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