Rental Car
Pick Up Your Rental
Pick upBoston · Aug 8
Drop offToronto · Aug 15
Total miles941 mi
Getting There · Step 1
Stay Tonight · Boston, MA
Hotel
Boston Overnight
Check-inSat, Aug 8
Check-outSun, Aug 9
First pitch4:10 PM ET
Book near downtown or the ballpark so your first-game arrival stays simple.
DAY 1
Saturday, August 8
First pitch at 4:10 PM ET — Boston Red Sox vs. Athletics at Fenway Park today. Don't leave without Fenway Frank.
Stop 01 of 04
Boston, MA · Sat Aug 8
Fenway Park
Boston Red Sox · MLB
4:10 PM ET
vs. Athletics
Must Eat at the Park
Fenway Frank
The Fenway Frank has been a staple since the 1900s. A boiled-then-grilled Kayem hot dog in a New England-style bun, served with mustard and relish.
Local Beer
Sam Adams Boston Lager
The hometown craft brewery. Sam Adams Pavilion on the right field roof deck is the premium destination.
Boston Beer Company
The Green Monster and the Curse That Was Never Real
Pilgrim Notes · Boston Baseball History
Stay Tonight · Boston, MA
Boston Overnight
Check-inSat, Aug 8
Check-outSun, Aug 9
First pitch tomorrow at 1:35 PM ET. Leave by 6:14 AM.
Sun Morning
When to Depart
Leave by6:14 AM
Drive to Philadelphia339 mi · 5.8h
Game time1:35 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Boston, MA
Before You Hit the Road
Flour Bakery and Cafe
Joanne Chang changed Boston breakfast. The South End original is the pilgrimage. Sticky buns that GQ called the best pastry in America. Egg sandwich on house bread is the move.
Sticky bun + egg sandwich on house bread
Open 7 AM Mon–Fri, 8 AM weekends
Worth the Detour · +10 min
The Upside-Down Traffic Light
The only green-on-top traffic light in the United States. Irish immigrants on Tipperary Hill kept smashing the 'British red' above 'Irish green' until the city gave up and inverted it permanently.
Syracuse, NY · 10 min detourBoston → Philadelphia
339 mi · 5.8h · regional run
DAY 2
Sunday, August 9
Boston to Philadelphia is 5.8h — a solid drive, so leave early and plan a stop along the way. First pitch at 1:35 PM ET — Philadelphia Phillies vs. Toronto Blue Jays at Citizens Bank Park today — Alumni Day (Player Appearances) today. The Upside-Down Traffic Light is worth 10 minutes off the highway.
Stop 02 of 04
Philadelphia, PA · Sun Aug 9
Citizens Bank Park
Philadelphia Phillies · MLB
1:35 PM ET
vs. Toronto Blue Jays
Must Eat at the Park
Tony Luke's Cheesesteak
The definitive Philly cheesesteak at the ballpark. Chopped ribeye, American or Whiz, on a seeded Amoroso roll.
Local Beer
Yards Brawler
Yards, the iconic Philadelphia craft brewery. Brawler is a pugilist-style mild ale.
Yards Brewing
Broad Street Bullies and the Best Fans in Sports (Maybe)
Pilgrim Notes · Philadelphia Baseball History
Stay Tonight · Philadelphia, PA
Philadelphia Overnight
Check-inSun, Aug 9
Check-outMon, Aug 10
First pitch tomorrow at 6:40 PM ET. Leave by 11:36 AM.
Fri Morning
When to Depart
Leave by11:36 AM
Drive to Pittsburgh323 mi · 5.6h
Game time6:40 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Philadelphia, PA
Before You Hit the Road
Federal Donuts
South Philly. James Beard nominated. The fried chicken sandwich is in the stadium AND the city. Get both.
Fancy Fried Chicken + donut
Worth the Detour · +15 min
World's Largest Glacial Pothole
A coal miner set off explosives in 1884 and accidentally uncovered a 38-foot-deep Ice Age hole. It held 140,000 gallons of meltwater. You can look straight down into the Earth.
Archbald, PA · 15 min detourPhiladelphia → Pittsburgh
323 mi · 5.6h · regional run
DAY 7
Friday, August 14
First pitch at 6:40 PM ET — Pittsburgh Pirates vs. Boston Red Sox at PNC Park tonight. World's Largest Glacial Pothole is worth 15 minutes off the highway.
Stop 03 of 04
Pittsburgh, PA · Fri Aug 14
PNC Park
Pittsburgh Pirates · MLB
6:40 PM ET
vs. Boston Red Sox
Must Eat at the Park
Primanti Brothers Sandwich
Pittsburgh's most iconic food in its natural habitat. Meat and cheese on airy Italian bread loaded with tomatoes, coleslaw, and french fries inside the sandwich. Designed for Pittsburgh truckers in 1933.
Local Beer
Fat Head's Bullpen Tap Bar
Eight rotating taps positioned directly above the Pirates bullpen. The only bar in baseball where you can watch a reliever warm up while drinking a Head Hunter IPA. Arrive before first pitch for a seat at the rail.
Fat Head's Brewery · North Olmsted, OH
Maz, Clemente, and the Most Beautiful View in Baseball
Pilgrim Notes · Pittsburgh Baseball History
Stay Tonight · Pittsburgh, PA
Pittsburgh Overnight
Check-inFri, Aug 14
Check-outSat, Aug 15
First pitch tomorrow at 3:07 PM ET. Leave by 8:48 AM.
Sat Morning
When to Depart
Leave by8:48 AM
Drive to Toronto279 mi · 4.8h
Game time3:07 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Pittsburgh, PA
Before You Hit the Road
Pamela's Diner
Multiple locations. Obama ordered here on the campaign trail. The hotcakes are thin, buttery, perfect.
Crepe-style hotcakes
Worth the Detour · +10 min
Culvert Road — The Road Under the Erie Canal
The only road in the world that passes underneath the Erie Canal. Beep your horn inside the tunnel. It's tradition, and the echo makes it worth it.
Medina, NY · 10 min detourPittsburgh → Toronto
279 mi · 4.8h · regional run
DAY 8
Saturday, August 15
Pittsburgh to Toronto is 4.8h — a solid drive, so leave early and plan a stop along the way. First pitch at 3:07 PM ET — Toronto Blue Jays vs. New York Yankees at Rogers Centre today — Care Bears Plush today. Culvert Road — The Road Under the Erie Canal is worth 10 minutes off the highway.
Stop 04 of 04
Toronto, ON · Sat Aug 15
Rogers Centre
Toronto Blue Jays · MLB
3:07 PM ET
vs. New York Yankees
Must Eat at the Park
Peameal Bacon Sandwich
Cornmeal-crusted back bacon on a kaiser roll — the classic Toronto sandwich. Not available south of the border.
Local Beer
Steam Whistle Pilsner
Toronto's most visible craft brewery, brewed in a historic railway roundhouse.
Steam Whistle Brewing
Shift 2 days to catch Youth Baseball Elbow Guard at Rogers Centre.
• Youth Baseball Elbow Guard at Rogers Centre
• Work From Dome (3:07 PM game) at Rogers Centre
• Care Bears Plush at Rogers Centre
• Flo Rida Postgame Concert at Citizens Bank Park
What to Budget
Estimates only — prices vary by availability
Tickets · 4 games (avg $46)$184
Hotels · 7 nights (avg $155)$1,085
Fuel · 941 mi at $0.18/mi$169
Ballpark food & drinks$200
Total Estimate$1,638
* Estimates only. Prices vary.
How This Trip Was Planned
Our Algorithm
We evaluate many stop orders (up to seven parks: every permutation; larger trips: smart samples plus nearest-neighbor paths from home) and keep the version that preserves the most ballparks on your list with the least driving between games, inside an expanded or standard date ...