Rental Car
Pick Up Your Rental
Pick upPittsburgh · Aug 14
Drop offBaltimore · Aug 19
Total miles1469 mi
Getting There · Step 1
Stay Tonight · Pittsburgh, PA
Hotel
Pittsburgh Overnight
Check-inFri, Aug 14
Check-outSat, Aug 15
First pitch6:40 PM ET
Book near downtown or the ballpark so your first-game arrival stays simple.
DAY 1
Friday, August 14
First pitch at 6:40 PM ET — Pittsburgh Pirates vs. Boston Red Sox at PNC Park tonight. Don't leave without Primanti Brothers Sandwich.
Stop 01 of 05
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 7:10 PM ET. Leave by 1:15 PM.
Sat Morning
When to Depart
Leave by1:15 PM
Drive to Cleveland256 mi · 4.4h
Game time7:10 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
Zanesville Y-Bridge Ohio
The only Y-shaped bridge in the world. Cross it from any side, end up where you started.
Zanesville, OH · 10 min detourPittsburgh → Cleveland
256 mi · 4.4h · easy leg
DAY 2
Saturday, August 15
Pittsburgh to Cleveland is 4.4h — a solid drive, so leave early and plan a stop along the way. First pitch at 7:10 PM ET — Cleveland Guardians vs. San Diego Padres at Progressive Field tonight — City Connect Sling Bag tonight. Zanesville Y-Bridge Ohio is worth 10 minutes off the highway.
Stop 02 of 05
Cleveland, OH · Sat Aug 15
Progressive Field
Cleveland Guardians · MLB
7:10 PM ET
vs. San Diego Padres
Must Eat at the Park
Polish Boy Sausage
A kielbasa in a bun topped with french fries, coleslaw, and hot sauce. A Cleveland original found nowhere else.
Local Beer
Great Lakes Dortmunder Gold
The Cleveland craft institution. Dortmunder Gold has won more awards than any Ohio beer.
Great Lakes Brewing
The Longest Championship Drought and One Perfect Game
Pilgrim Notes · Cleveland Baseball History
Stay Tonight · Cleveland, OH
Cleveland Overnight
Check-inSat, Aug 15
Check-outSun, Aug 16
First pitch tomorrow at 7:10 PM ET. Leave by Previous evening — overnight drive recommended.
Mon Morning
When to Depart
Leave byPrevious evening — overnight drive recommended
Drive to Boston763 mi · 13.2h
Game time7:10 PM ET
Long drive — consider stopping overnight in Cleveland overnight.
Breakfast Stop · Cleveland, OH
Before You Hit the Road
West Side Market
Ohio City since 1912. The greatest market hall in the Midwest. Over 100 vendors — pierogi, kielbasa, fresh bread. Grab breakfast from multiple stalls and eat in the main hall. A Cleveland essential.
Fresh pierogi + kielbasa + bread from multiple stalls
Open 7 AM Wed/Fri/Sat/Sun
Worth the Detour · +10 min
Big Metal Dragon
A fire-breathing steel sculpture rises from a field beside Route 20 near East Bethany. Private property, but clearly visible from the road and absolutely baffling.
East Bethany, NY · 10 min detourCleveland → Boston
763 mi · 13.2h · long haul
DAY 4
Monday, August 17
It's a 13.2h haul from Cleveland — plan to break this into two days or drive the night before. First pitch at 7:10 PM ET — Boston Red Sox vs. Arizona Diamondbacks at Fenway Park tonight. Big Metal Dragon is worth 10 minutes off the highway.
Stop 03 of 05
Boston, MA · Mon Aug 17
Fenway Park
Boston Red Sox · MLB
7:10 PM ET
vs. Arizona Diamondbacks
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-inMon, Aug 17
Check-outTue, Aug 18
First pitch tomorrow at 6:40 PM ET. Leave by 11:19 AM.
Tue Morning
When to Depart
Leave by11:19 AM
Drive to Philadelphia339 mi · 5.8h
Game time6:40 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 5
Tuesday, August 18
Boston to Philadelphia is 5.8h — a solid drive, so leave early and plan a stop along the way. First pitch at 6:40 PM ET — Philadelphia Phillies vs. Miami Marlins at Citizens Bank Park tonight — Flo Rida Postgame Concert tonight. The Upside-Down Traffic Light is worth 10 minutes off the highway.
Stop 04 of 05
Philadelphia, PA · Tue Aug 18
Citizens Bank Park
Philadelphia Phillies · MLB
6:40 PM ET
vs. Miami Marlins
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-inTue, Aug 18
Check-outWed, Aug 19
First pitch tomorrow at 6:35 PM ET. Leave by 3:10 PM.
Wed Morning
When to Depart
Leave by3:10 PM
Drive to Baltimore111 mi · 1.9h
Game time6:35 PM ET
Leave on time to allow for fuel, food, and parking.
Breakfast Stop · Philadelphia, PA
Before You Hit the Road
Down Home Diner
Reading Terminal Market since 1987. Jack McDavid's Southern-inspired diner inside the greatest indoor market in America. Scrapple, eggs, grits — the Philadelphia breakfast you're supposed to eat.
Scrapple + eggs + grits
Open 7 AM Mon–Sat
Lunch Stop · US-50 E off I-97, Downtown Annapolis
Midway Fuel-Up
Chick and Ruth's Delly
State Circle, Annapolis since 1965. Every morning the staff and customers recite the Pledge of Allegiance. The sandwiches are named after Maryland governors and local legends. A perfectly weird American institution.
Governor's club sandwich + milkshake
Open 6:30 AM–11:30 PM daily
Worth the Detour · +15 min
The Graffiti Warehouse
A massive legal graffiti mural wall in Baltimore's Station North arts district. Blocks of paint on brick that changes constantly. The city funded it. The art never stops.
Baltimore, MD · 15 min detourPhiladelphia → Baltimore
111 mi · 1.9h · easy leg
DAY 6
Wednesday, August 19
A short 1.9h drive from Philadelphia sets up the day. First pitch at 6:35 PM ET — Baltimore Orioles vs. New York Yankees at Oriole Park at Camden Yards tonight. The Graffiti Warehouse is worth 15 minutes off the highway.
Stop 05 of 05
Baltimore, MD · Wed Aug 19
Oriole Park at Camden Yards
Baltimore Orioles · MLB
6:35 PM ET
vs. New York Yankees
Must Eat at the Park
Boog's BBQ Pit Beef Sandwich
Boog Powell — former Orioles MVP — has operated his BBQ stand at Camden Yards since 1992. The pit beef sandwich is Baltimore.
Local Beer
Dempsey's Brew Pub
Full-service brew pub on the right field lower concourse that brews its own beers on site.
Dempsey's Brewing
Camden Yards Changed Everything
Pilgrim Notes · Baltimore Baseball History
Shift 2 days to catch City Connect Sling Bag at Progressive Field.
• City Connect Sling Bag at Progressive Field
• Flo Rida Postgame Concert at Citizens Bank Park
• Beach Hat at Oriole Park at Camden Yards
• Soccer Night at PNC Park
What to Budget
Estimates only — prices vary by availability
Tickets · 5 games (avg $46)$230
Hotels · 5 nights (avg $155)$775
Fuel · 1469 mi at $0.18/mi$264
Ballpark food & drinks$250
Total Estimate$1,519
* 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 ...