During Holidays on the Hill, visitors can immerse themselves in the season’s spirit by strolling through one of Philadelphia’s most historic villages!  Refreshments are served at many local businesses to add charm to the season, and guests can have their picture taken with our beloved Santa!

Chestnut Hill provides a nostalgic background for a holiday experience that harkens back to an earlier time.  Carolers will stroll the Avenue to add their music to the mood!

November 25 – Small Business Saturday 

Shopping small is a way of life in Chestnut Hill.  Our motto of “Keep it on the Hill” is a commitment among Chestnut Hill residents to keep our dollars as local as possible and as Philadelphia-made as we can!  Check off everything on your list by supporting independent businesses in a charming, walkable urban village! Shoppers are sure to find the perfect gift for loved ones this season in our unique boutiques and specialty shops.  With a classic brass quartet and Santa Claus roaming the Avenue from 12-3 p.m., come experience the most magical and nostalgic shopping experience in the Philadelphia region!  

Convenient Shopping Hours

‘Tis the season for one-of-a-kind finds and specials. Most Chestnut Hill shops are open until 7:00pm or later on Wednesdays through Saturdays during the holiday season for your shopping convenience.  Visit https://chestnuthillpa.com/business/ to browse our full array of retail boutiques and restaurants to plan your visit.


For the benefit of our customers, we are pleased to offer a special Free Parking promotion this holiday shopping season. The Chestnut Hill Parking Foundation is offering free parking in its six public lots all day and night every Wednesday from November 29th through Christmas.

Please email any questions to inquiry@chestnuthillpa.com