It's less than 2 miles and you can walk straight down Commonwealth Avenue to enjoy the park, statues and architecture if that is something you like.
Or you can go one block south at Massachusetts Avenue and walk down Newbury street for shops and food along the way.
The time depends on you walking speed and how often you stop to see something or shop. A little more than half an hour without stops.
You can take the MBTA subway from Kenmore Square to Park Street if the weather is not great for walking. I'd estimate the subway at between 15-30 minutes depending on the time of day and the wait for a train. You can take any train coming through in this direction. On your return trip you will want any train except an E line.
My directions take you to the start of the Freedom Trail. Alanm is correct for the waterfront.
I would agree with Alanm that walking from the Common to Fenway is more like 45 min. The subway (Green Line) should be 15 min. or less.
Google maps has accurate walking times. A normal pace is 20 minutes/mile. Many people walk faster than that. It's about 33 minutes from Fenway Park to the Common. On a nice day it's a very nice walk.
Break out a map of Boston or googlemap it.
From Fenway to the Boston Common. A few options in addition to the MBTA.
1) personally, I love Commonwealth Ave, which was mentioned earlier. It is a 2-way street with a park in the middle running the length. Lots of statues and park benches and trees.
2) Newberry St, lots of upscale shopping and resturants.
3) Boyleston Ave, which runs past the Prudential Center, Copley Sq and the Boston Public Library (which is worth a stop). Also the site of the recent bombing, along side the Library.
Each ends at the Public Garden, which is beautiful. It's worth a stop to people watch or to check out the gardens or ride a Swan Boat. Then cross the street into Boston Common. The Freedom Trail starts in the northeast corner (basically the far corner). At the corner of Tremont St and Park St. Park St is a short street leading up to the State House.
TO get to the waterfront, simply follow the Freedom Trail to Faneuil Hall/Quincy Market. From there, just cross the street to Long Wharf, Christopher Columbus Park and the Aquarium. OR continue on the Trail into the North End, just to the north of the Waterfront.
BTW, when leaving Fenway I like to head eastward into the Fenway Victory Gardens area of the Fens rather than north into Kenmore Square. THe Fens is a river/stream and parkland. The gardens is a public garden area where locals go to grow and tend their veggies.
Here's a link to a map with estimated walking times (IIRC thanks go Mahj for the link):
If the reason you are coming from the Fenway Park area is because you are going to a game I'd defintiely suggest walking unless you want to grab a drink and let the line die down. Dealing with the Green Line right after a Sox game is very unpleasent....especially if you have to pay (as opposed to already owning a prepaid pass of some sort).
It's a nice walk to common. I'd suggest making Newbury street part of your route if you walk.
Com ave is great but you should first experience Newbury street. Maybe when you get down to darmouth or Exeter, cut over to com.
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