3 Days in Philadelphia This Fall

October 4, 2021

The City of Brotherly Love offers countless festive opportunities for all ages. Build LEGO® pumpkins, take a ghost and history tour, or wander through the eerie cells of the Eastern State Penitentiary by night. 

With our three-day guides, you can get a taste of the entire city--its cheesesteaks, its colors, its history, and its assortment of Halloween adventures.

Serene or Spooky?

Need some time to relax in nature and step away from the computer? Or are you craving a heart-throbbing spooky weekend?

Whether you want a Leisurely Weekend Getaway, Moderately-Paced Itinerary, or an Action-Packed Adventure, we've got your three-day Philadelphia fall trip covered!

ground view of independence square with winter trees in philadelphia pennsylvania

Leisurely Getaway Weekend

Where to Sleep: Alexander Inn

The Alexander Inn is a historic hotel located just a few blocks from most of Philadelphia’s major landmarks. 24-hour fruit and snacks, a 24-hour gym, continental breakfast, beautiful neighborhood, unique architecture, friendly staff, affordable pricing.

Day One

Where to Go: Go Philadelphia Multi-Attraction Pass

Lose no time and head straight to the Liberty Bell at 526 Market Street. After seeing this 2080-pound symbol of American freedom, cross the street and join Go Philadelphia Multi-Attraction Pass.

Spend the day learning about Philadelphia and check off many important sites from your list. Sit comfortably in a cool big bus while your local guide shares fascinating insights. Hop off when you want to get a closer look at any of the following:

  • Museum of the American Revolution: Learn all about the origins of the USA! Immersive galleries, a theater, original weapons, and fascinating artifacts make this museum a must-see for all US patriots and history buffs.
  • Betsy Ross House: The home where Betsy Ross sewed the first American flag in 1776.
  • US Mint and Ben Franklin’s grave
  • National Constitution Center: Amazing museum devoted entirely to educating the public about the U.S. Constitution. Rare exhibits, a theater, and interactive exhibits make it fun for all ages!
  • Reading Terminal Market: Historic indoor farmer’s market from 1892. Great spot for lunch!
  • City Hall/Love Park: Photo opportunity in front of the famous Love sculpture by Robert Indiana. 
  • Cathedral Basilica of Saints Peter and Paul: Catholic church from 1864 with the tomb of Saint Katherine Drexel.
  • Rodin Museum: Indoor and outdoor sculpture museum featuring the works of French artist Auguste Rodin.
  • Eastern State Penitentiary: Gothic style prison that once held Al Capone. Explore historic cellblocks, learn their history and relevance today.
  • Perelman Building of Philadelphia Art Museum: Art Deco museum with textile, print, and photograph exhibits.
  • The Philadelphia Zoo: Giraffes, rhinos, elephants, tigers, hippos, gorillas, etc.
  • Philadelphia Museum of Art: Admire Renaissance classics, run up the Rocky steps, and take dramatic family photos on a majestic staircase.
  • Franklin Institute: Walk through a giant heart, see Ben Franklin’s lightning rod, and watch a planetarium show. Child-friendly interactive exhibits make this renowned science technology museum a must-visit for curious, fun-loving families! 
  • One Liberty Observation Deck: Climb up to the 57th floor for panoramic views of Philadelphia. The perfect place to be when the sunsets. 
  • The Bellevue/Rittenhouse Square: One of the original squares planned by the founder of Philadelphia, William Penn. Historically charming and exclusively wealthy. Experience life as a “Rittenhouser”, hop-off and dine at Parc, an absolutely beautiful French restaurant.
  • Academy of Music: The place to see ballets and operas.
  • Pine Street: Shop for antiques or people-watch at a café.
  • South Street/Head House Square: Amble down cobblestone-lined streets at this historic street market dating to 1745. One of the oldest surviving market buildings in the US.
  • Vietnam Veterans Memorial: Commemorate the hundreds of Philadelphia veterans who died in the Vietnam War.
  • Penn’s Landing/Independence Seaport Museum: Parks, multicultural eateries, and historic warships dotting the Delaware River await you at Penn’s Landing.
  • Old City/Christ Church: One of the oldest churches in the US, Christ Church was built in 1695 as a parish of the Church of England and played an integral role in the founding of the Protestant Episcopal Church.
  • Museum of American Jewish History: Discover everything there is to know about Judaism in the US from the 1600s to modern-day. 

Day Two

Where to Go: LEGOLAND® Discovery Center Philadelphia

After a full day of sightseeing, slow down and take some time to play at LEGOLAND® Discovery Center Philadelphia!

Let the kids hone their architectural skills while getting in the fall mood with a few hours at LEGOLAND’s Brick-or-Treat event.

Related Post: 12 Things to Do in Philadelphia with Kids That Are Fun for Parents Too

Build LEGO pumpkins, participate in a scavenger hunt, and hang out with Bonesy, the Halloween mascot.

Where to Eat: Shizz's Steaks and Hoagies

Head back towards downtown Philadelphia and stop at Shizz’s Steaks and Hoagies for heavenly flavors in a down-to-earth Philly joint. Try the Buffalo chicken cheesesteak or, if you like seafood, the shrimp and crab eggrolls are very popular.

Where to Take an Afternoon Stroll: The Philadelphia Zoo

Take a leisurely stroll through The Philadelphia Zoo while your system processes that cheesesteak and give the kids an up-close look at those giraffes, rhinos, elephants, tigers, hippos, and gorillas that you may have passed by on your bus tour yesterday.

Day Three

Where to Go: Sesame Place

Drive to Sesame Place for a full day of family fun. Offering rides for everyone, from babies and children to parents and grandparents, no one will leave here without a big smile and happy memories. Between September 26 and November 1st, come in costume and participate in family-friendly, mildly spooky Halloween activities.

Where to Eat: Craft Hall

The ideal restaurant for families with kids. Video games, pirate ship, basketball, foosball, swings, and beer for the adults! Watch bakers bake bread while brewers brew beer and indulge in a delicious assortment of burgers, briskets, pizzas, and more.

statues of the founding fathers at the national constitution center in philadelphia pennsylvania

Moderately-Paced Itinerary

Where to Sleep: Alexander Inn

This historic hotel is located just a few blocks from most of Philadelphia’s major landmarks. 24-hour fruit and snacks, a 24-hour gym, continental breakfast, beautiful neighborhood, unique architecture, friendly staff, affordable pricing.

Related Post: Where to Stay in Philadelphia on a Budget: 10 Budget-Friendly Picks

Day One

Where to Go: Go Philadelphia Multi-Attraction Pass

Lose no time and head straight to the Liberty Bell at 526 Market Street. After seeing this 2080-pound symbol of American freedom, cross the street and join Go Philadelphia Multi-Attraction Pass.

Spend the day learning about Philadelphia and check off many important sites from your list. Sit comfortably in a cool big bus while your local guide shares fascinating insights. Hop off when you want to get a closer look at any of the following:

  • Museum of the American Revolution: Learn all about the origins of the USA! Immersive galleries, a theater, original weapons, and fascinating artifacts make this museum a must-see for all US patriots and history buffs.
  • Betsy Ross House: The home where Betsy Ross sewed the first American flag in 1776.
  • US Mint and Ben Franklin’s grave
  • National Constitution Center: Amazing museum devoted entirely to educating the public about the US Constitution. Rare exhibits, a theater, and interactive exhibits make it fun for all ages!
  • Reading Terminal Market: Historic indoor farmer’s market from 1892. Great spot for lunch!
  • City Hall/Love Park: Photo opportunity in front of the famous Love sculpture by Robert Indiana.
  • Cathedral Basilica of Saints Peter and Paul: Catholic church from 1864 with the tomb of Saint Katherine Drexel.
  • Rodin Museum: Indoor and outdoor sculpture museum featuring the works of French artist Auguste Rodin.
  • Eastern State Penitentiary: Gothic-style prison that once held Al Capone. Explore historic cellblocks, learn their history and relevance today.
  • Perelman Building of Philadelphia Art Museum: Art deco museum with textile, print, and photograph exhibits.
  • The Philadelphia Zoo: Giraffes, rhinos, elephants, tigers, hippos, gorillas, etc.
  • Philadelphia Museum of Art: Admire Renaissance classics, run up the Rocky steps, and take dramatic family photos on a majestic staircase.
  • Franklin Institute: Walk through a giant heart, see Ben Franklin’s lightning rod, and watch a planetarium show. Child-friendly interactive exhibits make this renowned science technology museum a must-visit for curious, fun-loving families! 
  • One Liberty Observation Deck: Climb up to the 57th floor for panoramic views of Philadelphia. The perfect place to be when the sunsets. 
  • The Bellevue/Rittenhouse Square: One of the original squares planned by the founder of Philadelphia, William Penn. Historically charming and exclusively wealthy. If you want to experience life as a “Rittenhouser”, hop-off and dine at Parc, an absolutely beautiful French restaurant.
  • Academy of Music: The place to see ballets and operas
  • Pine Street: Shop for antiques or people-watch at a café.
  • South Street/Head House Square: Amble down cobblestone-lined streets at this historic street market dating to 1745. One of the oldest surviving market buildings in the US.  
  • Vietnam Veterans Memorial: Commemorate the hundreds of Philadelphia veterans who died in the Vietnam War.
  • Penn’s Landing/Independence Seaport Museum: Parks, multicultural eateries, and historic warships dotting the Delaware River await you at Penn’s Landing.
  • Old City/Christ Church: One of the oldest churches in the US, Christ Church was built in 1695 as a parish of the Church of England and played an integral role in the founding of the Protestant Episcopal Church.
  • Museum of American Jewish History: Discover everything there is to know about Judaism in the US from the 1600s to the modern-day. 

Day Two

Where to Go: Longwood Gardens

Frolic through vibrant fall colors in the Meadow Garden. Venture into Pumpkin Playground and the whimsical Garden Railway for some wholesome family time appreciating nature.

Related Post: One Day in Philadelphia: How to Make the Most of 24 Hours

Where to Eat Lunch: Cleavers

You can’t leave without indulging in some authentic Philly cheesesteak. Cleavers is your spot for highly-rated, fresh sandwiches and rich milkshakes just 10 minutes from your next stop.

Where to Go for Afternoon Adventure: Eastern State Penitentiary

Explore historic cellblocks, learn their history and relevance today. Take a daytime tour, or if you’re brave, book a Halloween Nights tour which includes:

  • two haunted houses
  • immersive walk-through experiences
  • three live, interactive performances
  • four themed bars and lounges
  • three opportunities to explore the penitentiary’s cellblocks
  • history with exclusive narration by actor Steve Buscemi

Day Three

Where to Go: Sesame Place®

Drive to Sesame Place for a full day of family fun. Offering rides for everyone, from babies and children to parents and grandparents, no one will leave here without a big smile and happy memories.

Between September 26 and November 1st, come in costume and participate in family-friendly, mildly spooky Halloween activities.

Related Post: When is the Best Time to Visit Philadelphia?

Where to Eat: Craft Hall

The ideal restaurant for families with kids. Video games, pirate ship, basketball, foosball, swings, and beer for the adults! Watch bakers bake bread while brewers brew beer and indulge in a delicious assortment of burgers, briskets, pizzas, and more.

view of philadelphia pennsylvania skyline at sunset

Action-Packed Adventure

Where to Sleep: The Deacon

The Deacon is a work of art located in a historic building near the Italian market. Innovative design, luxury bedding, and stained-glass windows make this boutique hotel one you’ll never forget.

Day One

Where to Go: Go Philadelphia Multi-Attraction Pass

Lose no time and head straight to the Liberty Bell at 526 Market Street. After seeing this 2080-pound symbol of American freedom, cross the street and join Go Philadelphia Multi-Attraction Pass.

Spend the day learning about Philadelphia and check off many important sites from your list. Sit comfortably in a cool big bus while your local guide shares fascinating insights. Hop off when you want to get a closer look at any of the following:

  • Museum of the American Revolution: Learn all about the origins of the USA! Immersive galleries, a theater, original weapons, and fascinating artifacts make this museum a must-see for all US patriots and history buffs.
  • Betsy Ross House: The home where Betsy Ross sewed the first American flag in 1776.
  • US Mint and Ben Franklin’s grave
  • National Constitution Center: Amazing museum devoted entirely to educating the public about the US Constitution. Rare exhibits, a theater, and interactive exhibits make it fun for all ages!
  • Reading Terminal Market: Historic indoor farmer’s market from 1892. Great spot for lunch!
  • City Hall/Love Park: Photo opportunity in front of the famous Love sculpture by Robert Indiana.
  • Cathedral Basilica of Saints Peter and Paul: Catholic church from 1864 with the tomb of Saint Katherine Drexel.
  • Rodin Museum: Indoor and outdoor sculpture museum featuring the works of French artist Auguste Rodin.
  • Eastern State Penitentiary: Gothic-style prison that once held Al Capone. Explore historic cellblocks, learn their history and relevance today.
  • Perelman Building of Philadelphia Art Museum: Art deco museum with textile, print, and photograph exhibits.
  • The Philadelphia Zoo: Giraffes, rhinos, elephants, tigers, hippos, gorillas, etc.
  • Philadelphia Museum of Art: Admire Renaissance classics, run up the Rocky steps, and take dramatic family photos on a majestic staircase.
  • Franklin Institute: Walk through a giant heart, see Ben Franklin’s lightning rod, and watch a planetarium show. Child-friendly interactive exhibits make this renowned science technology museum a must-visit for curious, fun-loving families! 
  • One Liberty Observation Deck: Climb up to the 57th floor for panoramic views of Philadelphia. The perfect place to be when the sunsets. 
  • The Bellevue/Rittenhouse Square: One of the original squares planned by the founder of Philadelphia, William Penn. Historically charming and exclusively wealthy. Experience life as a “Rittenhouser”, hop-off and dine at Parc, an absolutely beautiful French restaurant.
  • Academy of Music: The place to see ballets and operas
  • Pine Street: Shop for antiques or people-watch at a café.
  • South Street/Head House Square: Amble down cobblestone-lined streets at this historic street market dating to 1745. One of the oldest surviving market buildings in the US.  
  • Vietnam Veterans Memorial: Commemorate the hundreds of Philadelphia veterans who died in the Vietnam War.
  • Penn’s Landing/Independence Seaport Museum: Parks, multicultural eateries, and historic warships dotting the Delaware River await you at Penn’s Landing.
  • Old City/Christ Church: One of the oldest churches in the U.S., Christ Church was built in 1695 as a parish of the Church of England and played an integral role in the founding of the Protestant Episcopal Church.
  • Museum of American Jewish History: Discover everything there is to know about Judaism in the US from the 1600s to the modern-day. 

Day Two

Where to Go: Longwood Gardens

Frolic through vibrant fall colors in the Meadow Garden. Venture into Pumpkin Playground and the whimsical Garden Railway for some wholesome family time appreciating nature.

Related Post: 23 of the Top Free Things to Do in Philadelphia

Where to Go for Afternoon Art: Barnes Foundation and Love Park

Stop at the Barnes Foundation to see paintings by Picasso and Renoir. Then, strut over to Love Park for a photo in front of the famous Love sculpture by Robert Indiana. Check out the Philadelphia City Hall before heading over to the One Liberty Observation Deck Climb where you can climb up to the 57th floor for panoramic views of the sun setting over Philadelphia.

Where to Eat: Parc

Parc is an absolutely beautiful French restaurant with Parisian belle epoque vibes. After eating, people-watch while sipping on a café-au-lait or get back up and explore Rittenhouse Square—a wealthy neighborhood which was one of the original squares planned by the founder of Philadelphia, William Penn.

Day Three

Where to Get Your Morning Exercise: Mural Walking Tour

Admire the arts with a mural walking tour. Discover what makes Philadelphia the Mural Capital of the World; take unique photographs; get some more steps in before you head home, and get a last look at the historic streets of Philadelphia.

Related Post: Philadelphia Historic Sites: The Ultimate Visitor’s Guide

Where to Go For Afternoon Adventure: Chaddsford Winery

Now that you’ve checked off all the major landmarks, relax and recap over a glass of wine at Chaddsford Winery. Reflect on your trip while refining your taste buds with various delightful vintages.

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