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The Best Day at Fenway Park

Got tickets for a Red Sox game tonight? Here’s your guide to the best possible day you can have leading up to, during, and after the game.

Fenway Park Red Sox sign painted on a brick wall
The Red Sox are Boston: scrappy, defiant, ever the underdog—even when they’re the best in the world. Photo © Timothy Malcolm

10 Hours Before the First Pitch

Start the day with some breakfast at the Friendly Toast Restaurant. An eggs Benedict will fill you right up.

8 Hours Before the First Pitch

You’re gonna want to walk off breakfast; what better way than getting in some history? Take the T’s Orange Line from Back Bay station (Stuart St. and Dartmouth St.) to State station (Water St. and Devonshire St.), then walk along Water Street west to Washington Street to hook up with the Freedom Trail. You’ll be close to the Old State House. Continue walking north to see sites like the Paul Revere House and the Old North Church. This walk is just 15 minutes; add in time to stop, learn, and relax, and that’s a good hour and change.

A statue of Paul Revere in front of the Old North Church
Celebrate Paul Revere’s famous midnight ride on the Freedom Trail. Photo © F11photo | Dreamstime

6.5 Hours Before the First Pitch

While you’re up in the North End, walk a few minutes to Regina Pizzeria for some iconic Boston pie. Then take in the rest of the North End on foot; get a cannoli from Mike’s Pastry if you still have room.

5 Hours Before the First Pitch

Take Salem Street south to the Freedom Trail, picking it up where it intersects with Cross Street, and follow it to Quincy Market and Faneuil Hall. While here, look for a souvenir. Shop at I Love Boston Sports or Roster.


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4 Hours Before the First Pitch

You’re close to Government Center (Tremont St. and Court St.) and State station (Water St. and Devonshire St.), which means you’re close to just about every T line. Use this time to stop by your hotel. Take a quick break and freshen up for the evening.

2.5 Hours Before the First Pitch

A beer at Fenway Park's Bleacher Bar
Get in the spirit with a beer at the Bleacher Bar. Photo © Timothy Malcolm

Get yourself to the T’s Green Line, and look for a B, C, or D branch train. Head to Kenmore station (Kenmore St. and Commonwealth Ave.). Take a picture of the Citgo Sign, then walk toward Fenway. Get to Lansdowne Street: Have a drink at Bleacher Bar and buy a link from The Sausage Guy. Raise a toast at the Cask ‘n Flagon, then take a nice walk around Fenway and onto Brookline Avenue. Find the alley that leads to The Bullpen Kitchen and Tap. Have one more pint, then leave the bar via Jersey Street, going through the secret sixth gate to get into Fenway.

30 Minutes Before the First Pitch

If you do just one thing on this itinerary, do this: Walk down one of those tunnels that lead to the seating area. Look at the field, the Green Monster, Pesky’s Pole. It’s just beautiful. Let your emotions do what they will.

During the Game

Fans raise their hands and cheer on the Red Sox
The fandom runs deep. Photo © Timothy Malcolm

Buy a Fenway Frank and a beer. Sit in your seat. Don’t get up.

After the Game

If you’re hungry or thirsty, take a Green Line B train out west to Sunset Cantina. Get the South of the Border nachos and a margarita. Or stay closer to the park and visit Hojoko for a late-night burger and Japanese whiskey.


Timothy Malcolm

About the Author

Timothy Malcolm is a writer and editor living in Houston, Texas. His more than 20 years writing professionally has included stints at Chron and Houstonia in Houston, the Times Herald-Record in the Hudson Valley of New York, and the nonprofit Southern Smoke Foundation.
 
Timothy is the author of Moon Baseball Road Trips and Drive & Hike Appalachian Trail. A lifelong baseball fan who will always root for his Phillies, Timothy spent several years writing and editing at the popular website Phillies Nation and hosting the Phillies Nation Podcast. His work has been featured at The Hardball Times and on long-gone baseball websites and blogs. He also loves a good pint of beer, and his beer writing has been all over the web.

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