Discovering the Best of Chestnut Hill, Philadelphia

The Welcome Guide® Staff
Chestnut Hill (Stephanie Ramones, Contigo Photography)

Nestled in the northwest corner of Philadelphia, Chestnut Hill is a charming, historic neighborhood that feels a world away from the bustling city center. Known for its cobblestone streets, Victorian mansions, and a thriving commercial district along Germantown Avenue, the area is the perfect destination for a day of exploration. From unique local shops and delicious eateries to sprawling gardens and a renowned art museum, there are countless things to do in Chestnut Hill. This guide will walk you through a day spent in one of the city’s most beautiful neighborhoods, offering a taste of what makes a visit here so special. This article highlights the best of Chestnut Hill, ensuring your visit is both memorable and rewarding.

Chestnut Hill (Photo by J. Fusco for VISIT PHILADELPHIA®)
Chestnut Hill (Photo by J. Fusco for VISIT PHILADELPHIA®)

The charm of Chestnut Hill lies in its blend of historic elegance and modern vitality. The neighborhood has managed to preserve its old-world feel while cultivating a lively scene of independent businesses and cultural attractions. When planning your visit, you’ll find that the best of Chestnut Hill is experienced by simply wandering along its main thoroughfare, where you can easily hop from a bakery to a bookstore or from a candy shop to a restaurant. The concentration of top-tier businesses and beautiful public spaces makes it a walker’s paradise. The sheer variety of things to do in Chestnut Hill ensures that every visitor, whether they are a local or a tourist, will find something to love. This guide showcases the best of Chestnut Hill for your next trip.

A day spent in Chestnut Hill offers a unique window into a community that is deeply proud of its history and its local flavor. You can start your day with a coffee and a pastry and end it with a beautiful walk through a botanical garden. This is a neighborhood that invites you to slow down and savor the moment. From its charming shops to its celebrated cultural institutions, the things to do in Chestnut Hill are both plentiful and exceptional. The article below will help you discover the best of Chestnut Hill and make the most of your day in this picturesque corner of Philadelphia.

Zipf's Candies (Stephanie Ramones, Contigo Photography)
Zipf’s Candies (Stephanie Ramones, Contigo Photography)

A Taste of Chestnut Hill

Iconic Local Bakeries and Sweet Shops

Chestnut Hill is a paradise for anyone with a sweet tooth. A visit to Bredenbeck’s Bakery, a local institution since 1889, is an absolute must. According to its website, this classic bakery is beloved for its exquisite cakes, cookies, and pastries, as well as its old-fashioned ice cream parlor that serves hand-dipped ice cream. Just down the street, Zipf’s Candies is another long-standing favorite, where you can find a wide selection of chocolates and confections. For a more modern bakery experience, Cake Bakery & Bistro is located in a beautiful conservatory and offers a refined menu of baked goods, breakfast, and lunch.

Bredenbeck's Bakery (Photo by J. Fusco for VISIT PHILADELPHIA®)
Bredenbeck’s Bakery (Photo by J. Fusco for VISIT PHILADELPHIA®)

Shopping Along Germantown Avenue

For a true taste of the local scene, a stop at Market at the Fareway is essential. This indoor market offers a variety of high-quality, local foods from over 15 vendors. According to its website, you can find everything from fresh produce and artisan cheeses to a great cup of coffee and prepared meals. After a delicious meal, step into Booked, an independent, woman-owned bookshop that is dedicated to fostering community through storytelling. There are a variety of other fun shops and boutiques to enjoy as well.

Booked (Stephanie Ramones, Contigo Photography)
Booked (Stephanie Ramones, Contigo Photography)

Art, Nature, and Holiday Magic

Exploring Woodmere and Morris Arboretum

Chestnut Hill is also a destination for art and nature lovers. The Woodmere Art Museum, located in a 19th-century stone mansion, is dedicated to the art and artists of the Philadelphia area. According to its website, the museum houses a collection of more than 2,500 works and offers free admission on Sundays. Just a short drive away, the Morris Arboretum is a spectacular 92-acre botanical garden that serves as a living museum, featuring rare plants, beautiful gardens, and winding walking paths.

Morris Arboretum (Photo by M. Edlow for VISIT PHILADELPHIA®)
Morris Arboretum (Photo by M. Edlow for VISIT PHILADELPHIA®)

Holiday Season Celebrations

Chestnut Hill is an especially enchanting place to visit during the holiday season. The Morris Arboretum Holiday Garden Railway is a highlight, where miniature trains wind through a winter wonderland of twinkling lights and garden-scale buildings. According to the Morris Arboretum website, this popular event is a magical experience for all ages. There are also plenty of other ways to enjoy the festive season in Chestnut Hill. Check out the holiday events here.

Morris Arboretum Holiday Garden Railway (Photo by R. Kennedy for VISIT PHILADELPHIA®)
Morris Arboretum Holiday Garden Railway (Photo by R. Kennedy for VISIT PHILADELPHIA®)

 

Staying Longer in Chestnut Hill

Chestnut Hill Hotel

If you’re looking to extend your visit to an overnight or weekend getaway, book a room at the Chestnut Hill Hotel. The historic property is over 130 years old and sits on land that has been part of the town’s lodging history since 1772. It’s a great way to add a touch of history, elegance, and romance to your stay!

(Courtesy Chestnut Hill Hotel)
(Courtesy Chestnut Hill Hotel)