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8-Day Baseball Road Trip from Enfield, CT to Toronto, Cleveland, Pittsburgh, Baltimore and Back

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Day 1: Travel to Toronto

Enfield, CT to Toronto, ON on July 19, 2025

8:00am

Depart Enfield for Toronto

Start your road trip early from Enfield, CT driving northwest towards Toronto, ON. The drive is approximately 8 hours, so plan for breaks en route.
USD0, 8h0m

12:00pm

Lunch Stop in Buffalo, NY

Stop for lunch at Anchor Bar, the birthplace of Buffalo wings, offering classic American fare with a local twist.
USD20, 1h0m

4:00pm

Arrive and Check-in

Arrive in Toronto, check into your hotel and freshen up before evening activities.
CAD0, 1h0m

6:00pm

Dinner at 'Jack Astor's Bar & Grill'

Enjoy a casual dinner at this lively Toronto spot known for hearty meals and local beers, open until 11 PM.
CAD35, 1h30m
Find Hotels in Enfield

Day 2: Baseball & City Tour

Toronto, ON on July 20, 2025

8:00am

Breakfast at St. Lawrence Market's Carousel Bakery

Try the famous peameal bacon sandwich to fuel up for the baseball game and sightseeing.
CAD15, 1h0m

10:00am

Visit Rogers Centre

Tour the home stadium of the Toronto Blue Jays, get a behind-the-scenes look at the field, clubhouses, and more. Tours run from 10 AM to 4 PM.
CAD20, 1h30m

1:00pm

Blue Jays Baseball Game

Catch an afternoon Major League Baseball game at Rogers Centre. Make sure to book tickets in advance.
CAD50, 3h30m

5:00pm

Explore Harbourfront and Relax

Walk along Toronto Harbourfront for scenic views and a relaxed atmosphere after the game.
CAD0, 1h0m

7:30pm

Dinner at 'The Keg Steakhouse + Bar'

Enjoy a classic steakhouse dinner with views of the city skyline, open until 10 PM.
CAD50, 1h30m
Find Hotels in Toronto

Day 3: Travel to Cleveland

Toronto, ON to Cleveland, OH on July 21, 2025

7:00am

Breakfast at hotel

Enjoy a quick and hearty breakfast before starting your drive to Cleveland.
CAD15, 0h45m

8:00am

Drive to Cleveland

The drive covers approximately 5 hours straight south; plan brief stops along the way for convenience.
USD0, 5h0m

1:00pm

Lunch at Slyman’s Tavern, Cleveland

Enjoy Cleveland’s famous corned beef sandwiches at this iconic local tavern.
USD20, 1h0m

3:00pm

Check-in and rest

Check into your Cleveland hotel and relax before evening baseball events.
USD0, 1h0m

5:30pm

Cleveland Indians Baseball Game at Progressive Field

Experience an evening Major League game featuring the Cleveland Guardians (Indians have been renamed Guardians), enjoy the atmosphere and ballpark food.
USD40, 3h0m

9:00pm

Dinner at 'Mabel's BBQ'

Late dinner offering Cleveland-style BBQ by one of the city’s top chefs, open until 10 PM.
USD30, 1h0m
Find Hotels in Toronto

Day 4: Explore Cleveland

Cleveland, OH on July 22, 2025

8:00am

Breakfast at West Side Market Café

Enjoy a fresh local breakfast in this iconic indoor market, open daily from 7 AM.
USD15, 1h0m

9:30am

Rock and Roll Hall of Fame

Visit this world-famous museum exploring rock history, open from 10 AM to 5 PM.
USD30, 2h30m

12:30pm

Lunch at The Greenhouse Tavern

Enjoy a farm-to-table lunch offering creative dishes in a trendy setting, open until 3 PM.
USD30, 1h0m

2:00pm

Explore Cleveland Waterfront

Relax with a walk or bike along the scenic Cuyahoga River waterfront and park areas.
USD0, 2h0m

6:30pm

Dinner at 'Lola Bistro'

Dine at Michael Symon's flagship restaurant offering innovative American cuisine, open until 10 PM.
USD50, 1h30m
Find Hotels in Cleveland

Day 5: Travel to Pittsburgh

Cleveland, OH to Pittsburgh, PA on July 23, 2025

7:30am

Breakfast at hotel

Fuel up with a hotel breakfast before heading to Pittsburgh.
USD15, 0h45m

8:30am

Drive to Pittsburgh

A 2.5-hour drive southeast to Pittsburgh, taking you through beautiful Pennsylvania countryside.
USD0, 2h30m

11:00am

Lunch at Primanti Bros.

Try the iconic Pittsburgh sandwich with fries and coleslaw stuffed inside, a must-try local specialty.
USD20, 1h0m

12:30pm

Check-in and rest

Check into your hotel and prepare for a day of baseball and exploring.
USD0, 1h0m

2:00pm

PNC Park Tour

Take a guided tour of the stunning Pittsburgh Pirates' ballpark, open until 4 PM during summer.
USD25, 1h0m

6:00pm

Pirates Baseball Game

Watch an evening game at PNC Park, known for beautiful views of the city skyline and rivers.
USD40, 3h0m

9:30pm

Dinner at 'Sienna Mercato – Legume'

Experience a cozy late-night Italian meal, open until 11 PM.
USD35, 1h0m
Find Hotels in Cleveland

Day 6: Explore Pittsburgh

Pittsburgh, PA on July 24, 2025

8:00am

Breakfast at Pamela’s Diner

Start with pancakes and hearty fare at a famous Pittsburgh institution, open daily from 7 AM.
USD15, 1h0m

9:30am

Visit the Andy Warhol Museum

Explore the largest museum dedicated to a single artist in North America, open 10 AM - 5 PM.
USD20, 2h0m

12:00pm

Lunch at Meat & Potatoes

Enjoy modern American dishes with Pittsburgh flair, open until 3 PM.
USD30, 1h0m

1:30pm

Ride the Duquesne Incline

Take this historic funicular for panoramic city and river views, open 10 AM - 12 AM.
USD5, 1h0m

3:00pm

Explore Point State Park

Enjoy walking trails and waterfront scenery where three rivers meet.
USD0, 1h0m

6:30pm

Dinner at 'The Church Brew Works'

Dine in a converted church with excellent craft beers and hearty pub food, open until 10 PM.
USD35, 1h30m
Find Hotels in Pittsburgh

Day 7: Travel to Baltimore

Pittsburgh, PA to Baltimore, MD on July 25, 2025

7:00am

Breakfast at hotel

Get a strong start with breakfast at your hotel before the drive to Baltimore.
USD15, 0h45m

8:00am

Drive to Baltimore

Approximate 4-hour drive southeast to Baltimore, with options for scenic stops en route.
USD0, 4h0m

12:30pm

Lunch at LP Steamers

Enjoy fresh steamed crabs and seafood specialties in this local Maryland favorite.
USD30, 1h0m

2:00pm

Check-in and rest

Settle into your Baltimore accommodation and prepare for baseball events later.
USD0, 1h0m

4:30pm

Baltimore Orioles Baseball Game at Camden Yards

Catch an afternoon or evening game at one of baseball’s most beautiful and historic stadiums.
USD45, 3h0m

8:30pm

Dinner at The Capital Grille

Top-tier steak and seafood dinner near the stadium, perfect for a celebratory meal, open until 10 PM.
USD60, 1h30m
Find Hotels in Pittsburgh

Day 8: Return Home

Baltimore, MD to Enfield, CT on July 26, 2025

7:30am

Breakfast at Miss Shirley’s Cafe

Famous for southern-inspired breakfast dishes, open from 7 AM to 3 PM.
USD20, 1h0m

9:00am

Drive back to Enfield

Begin your 6-hour drive northeast back to Enfield, CT, concluding your baseball road trip.
USD0, 6h0m

3:30pm

Arrive back in Enfield

Arrive home refreshed with memories of a thrilling baseball trip across North America.
USD0, 0h0m
Find Hotels in Baltimore
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