Downingtown Day Trip Guide: Make the Most of Your Time in Town

Lively and growing, Downingtown is packed with entertainment and dining options for the perfect day trip.

This Chester County borough is the perfect place for a Main Line staycation. Founded as far back as the 1700s, today, Downingtown is known as the birthplace of both Auntie Anne’s and Victory Brewing. A hotspot for art, entertainment, exercise and dining, there’s plenty of hidden gems in this quaint town. So enjoy yourself this weekend with our pre-planned Downingtown day trip.

9:30 a.m. – Grab breakfast at Green Street Grill

This former Best of the Main Line winner serves up delicious and inventive meals to get your day started. Fuel up with a gourmet omelet, cinnamon swirl French toast, the specialty “Mainline Benny” or the signature breakfast burrito or quesadilla.

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150 E. Pennsylvania Ave., Downingtown, (610) 873-1700

11 a.m. – Visit Marsh Creek State Park

Explore Marsh Creek State Park’s nearly 1,800 acres. Take in the peaceful natural surroundings as you walk along the park’s trails or snap a few pictures by the lake. If you’re feeling adventurous and the weather is nice, rent a kayak and paddle across the water.

675 Park Rd., Downingtown, (610) 458-5119

2 p.m. – Stop for lunch at Estrella Tacos y Mas


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Munch on all-day tacos and sip from the revamped summer cocktail menu at Estrella Tacos y Mas, which prides itself on its homemade tortillas and Austin, TX vibes. Pair your meal with crispy chipotle Brussels sprouts or caramelized garlic guacamole for unique Tex Mex twists on classic favorites.

202 E. Lancaster Ave., Downingtown, (484) 237-2423

3:30 p.m. – Go rock climbing at Downingtown Rock Gym

Perfect for everyone from beginners to seasoned expert climbers, Downingtown Rock Gym features over 5,000 square feet of rock walls. The friendly atmosphere and dedicated instructors will assist you in feeling safe and prepared for your climbing adventure.

462 Acorn Ln., Downingtown, (610) 873-9620

5 p.m. – Get competitive at Boulder Falls Miniature Golf


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During the warm weather months, challenge your friends or family to this 19-hole mini golf course complete with a waterfall and streams. Want to come back later in the year? Players can purchase a 10-pack of passes for 20% off.

1426 Marshallton Thorndale Rd., Downingtown, (610) 383-7973

7 p.m. – Dine outside at The Orangery


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The Orangery brings fine Italian cuisine to the Main Line. Dine indoors or out at the ever-charming Glen Isle estate. This limited-reservation-only BYOB has a new set menu each evening and is open from Thursday to Saturday. Enjoy creations from the gifted mind of Chef Sabrina Lutz, who invites you along for a distinctly Tuscan culinary journey at the end of your Downingtown day trip.

130 S Lloyd Ave., Downingtown, (484) 401-5554

9 p.m. – Have a nightcap at the Bottle Room


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Enjoy the Bottle Room’s unique selection of draft pints or cocktails before trying one of the daily selections of house-made bar snacks to top off your night.

209 W. Lancaster Ave., Downingtown, (484) 593-2972

Related: Here’s What to Do Around the Main Line Area This Weekend

Our Best of the Main Line Elimination Ballot is open through February 22!