Don’t Miss these Special Holiday Events


First Friday

November 1 & December 6

5-8 p.m.

Shop, dine, and unwind during First Fridays on the Hill, which include extended hours at participating boutique shops. On November 1, purchases made at participating shops and restaurants will result in a donation to Philabundance to fight hunger in the region!



Chestnut Hill Circle of Trees

Saturday, November 23

5:30–7 p.m.

Count down to a holiday tree lighting and meet Santa at Woodmere Art Museum to celebrate the beginning of the holiday season in Chestnut Hill with live music by the Norwood Fontbonne Note-ables, hot chocolate, cookies, and the opening of Woodmere’s holiday exhibition, Merry and Bright II: The Christmas Collection of Jeanette Turnbull. Jeanette Turnbull will “deck the halls” at Woodmere with a creative installation of vintage and contemporary decorations that will captivate visitors of all ages. In addition, children’s toys, holiday trimmings, an extraordinary dollhouse replica of a Germantown home, and a sculpture of Belsnickel, a Christmas figure from German folklore—on loan from the Germantown Historical Society—will bring nineteenth century holiday traditions to life. Also on view from November 23 – January 5, 2020, Golden Slippers: Images of the Mummers from Woodmere’s Collection shows the colorful and elaborate costumes that have captured the imagination of many of the city’s artists.


Small Business Saturday

Saturday, November 30

Check off everything on your list and support local businesses on the Hill! Shoppers are sure to find the perfect gift for loved ones this season in Chestnut Hill’s trendy boutiques and specialty shops.

Stag & Doe Nights

Wednesdays, December 4, 11, 18

During Chestnut Hill’s oldest tradition, visitors and locals can stroll along Germantown Avenue, meet and greet Santa, ride in a horse-drawn carriage, browse boutique shops during extended hours, and enjoy the sounds of carolers and a brass quartet.

Weekends with Santa

December 7, 8, 14, 15, 21, 22

Meet Old St. Nick and his elves! In December, visit Santa every Saturday at the Market at the Fareway (8221 Germantown Ave.), or you can meet him on Sundays at his headquarters at Laurel Hill Gardens (8125 Germantown Ave.).


Holiday Garden Railway Nights

Fridays, December 20, 27

Saturdays, December 7, 14, 21, 28

Sundays, December 15, 22, 29

4:30-7:30 p.m.

When you’re at the Morris Arboretum (100 E. Northwestern Ave.) for Holiday Garden Railway Nights, you can watch model trains chug along a quarter-mile track, admire the miniature village adorned with thousands of lights in the winter garden, and bask in the evening glow of the decorated arboretum.

Chestnut Hill Holiday House Tour

Saturday, December 7

10 a.m.-4 p.m.

Get inspiration for your holiday décor as you step inside five historic homes that are decked out for the season. This cherished tradition highlights the area’s rich architecture and invites attendees to take advantage of discounts at restaurants and shops. This year’s tour includes a special exhibit of Princess Grace of Monaco’s memorabilia to celebrate the 90th anniversary of her birth. Tickets are available here.


Chestnut Hill Community Holiday Parade

Saturday, December 14

Parade starts at 9 a.m.

Marching bands, floats, antique cars, school groups, and the most anticipated guest of all (Santa!) bring holiday fun down Germantown Avenue for families to enjoy. The parade starts at Germantown & Rex Avenues (8700 Germantown Avenue) and leads to the Market at the Fareway for treats and more live music.

Thank You To Our Wonderful Holiday Sponsors

Presenting sponsors:

2019 Community Sponsors:


Other Sponsors:

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