Holidays on the Hill
holiday_markets_and_shopping

Artistic rendering โ€“ Event may differ

Holidays on the Hill

Immerse yourself in the holiday spirit in Chestnut Hill, Philadelphia's historic Garden District. This charming village comes alive with festive entertainment, including live carolers and a brass quartet. Enjoy extended shopping hours on Wednesdays and Saturdays, and don't miss the chance to meet Santa. Savor seasonal treats and discover unique gifts from local artisans and businesses. From Santa's arrival to the beloved Holiday Garden Railway, Chestnut Hill offers cherished traditions for a memorable holiday season.

What to Expect

Historic village holiday traditions with local shopping and entertainment.

Know Before You Go

  • Tickets: $$
  • Parking: Free parking is available on Wednesdays from November 29 through Christmas in six public lots, courtesy of the Chestnut Hill Parking Foundation. Free parking is also available at Woodmere's lot and Sugarloaf Campus lots during the 'Circle of Trees' event.
  • Pets: Service animals only

Other Christmas Events Near Philadelphia

Local Insight & Ratings

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Holiday shopping and family outings

Vibe

Festive and charming

Energy Level

Moderate

Budget

$$

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

Moderate

Special Events & Promotions

  • Free parking on Wednesdays and weekends
  • Late-night shopping on Wednesdays
  • Complimentary refreshments at local businesses
  • Santa's arrival on a firetruck
  • Holiday Garden Railway at Morris Arboretum

Tags

holiday markets and shoppingfamily friendlySanta visitslive musicfestive foodholiday shoppingcommunity celebrationseasonal activitieslocal artisansChristmas Village

Location

Chestnut Hill
Philadelphia, PA

Event Details

Duration

Event runs from November 22 to December 25, with specific events on Wednesdays and Saturdays.

Ages

All ages

Neighborhood

Chestnut Hill

Timed Entry

No

Featured Performers

  • Brass quartet
  • Live carolers
  • Philadelphia Mummers

Organizer

Chestnut Hill Business District

Food & Drink

Seasonal treats and complimentary refreshments available at many local businesses; food trucks and beverage vendors are implied.

Quick Actions

Tips & Advice

  • Take advantage of the free parking offered on Wednesdays and weekends to make your shopping trips more convenient and budget-friendly.
  • Check the specific dates and times for Santa visits and entertainment, as these often occur during specific events like Stag & Doe Nights or Small Business Saturday.
  • Consider using SEPTA public transportation to easily access Chestnut Hill, avoiding potential parking challenges and enjoying a stress-free journey.
  • Explore the Chestnut Hill Business District website for a full list of participating shops and restaurants to plan your shopping and dining itinerary.
  • Don't miss the Holiday Garden Railway at Morris Arboretum for a unique, family-friendly attraction crafted from natural materials.

Frequently Asked Questions

What are the Stag & Doe Nights?

Stag & Doe Nights are a cherished holiday tradition held every Wednesday from Thanksgiving to Christmas, featuring extended store hours, exclusive holiday deals, festive entertainment, and Santa sightings.

Where can I find unique gifts in Chestnut Hill?

Chestnut Hill offers a wide array of independent boutiques and specialty shops, particularly during events like Small Business Saturday and Stag & Doe Nights, perfect for finding unique gifts.

Are there food and drink options available?

Yes, many local businesses offer complimentary refreshments and seasonal treats. You can also explore the diverse dining options available in Chestnut Hill.

Is there parking available?

Yes, free parking is available on Wednesdays and weekends in designated public lots, courtesy of the Chestnut Hill Parking Foundation.

Can I use public transportation to get to Chestnut Hill?

Absolutely! Chestnut Hill is easily accessible via SEPTA Regional Rail and several SEPTA bus routes.

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Contributors & Updates

Last Updated: Nov 2, 2025
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team

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