Things to do in Brookline

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Don’t tell the locals, but this is my secret FREE PARKING place for Fenway Park for their 7 pm games or Sunday all day.  It’s 2 hour parking until 8 pm so technically you shouldn’t arrive earlier than 6:00
PM, but I arrived at 5:30 ish and nary a ticket officer to see.  Saved $40-$50 on parking in an overcrowded lot and traded hassling with ticket vouchers and crowds for an enjoyable and easy and most important safe walk.   You just have to be out by 2:00 am.

Longwood

4.5/5(26 area reviews)

While you're strolling through Longwood, you may want to check out the coffeehouses and architecture. If you want to see more of the area, hop on the metro at Longwood Station or Hawes St. Station.

Longwood
#Boston #MA

North Brookline

While you're in North Brookline, take in top sights like Coolidge Corner Theatre and jump on the metro at Coolidge Corner Station to see more of the city.

North Brookline
Sometimes winter is terrifying after lots of #snow and ice #iciclesofdeath #architecture #Bestof5 #WinterWonders

Coolidge Corner South Side

4.5/5(47 area reviews)

When in Coolidge Corner South Side and the surrounding area, you'll want to check out sights like Fenway Park or Coolidge Corner Theatre and hop on the metro to see more the city at Coolidge Corner Station or Summit Av. Station.

Coolidge Corner South Side
Red buildings

Cleveland Circle

4/5(223 area reviews)

Cleveland Circle is a destination travelers like for its restaurants, and you might hop aboard the metro at Cleveland Circle Station or Reservoir Station to explore sights like Chestnut Hill Reservation.

Cleveland Circle
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High Street Hill

While High Street Hill isn't home to many top sights, Fenway Park and Coolidge Corner Theatre are some notable places to visit nearby.

High Street Hill
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Corey Hill

5/5(1 area review)

Even though there aren't top sights in Corey Hill, you can explore the larger area and take in top sights like Fenway Park. Jump on the metro at Fairbanks St. Station to see more of the city.

Corey Hill

Popular day trips from Brookline