Chester County Holiday Shopping Guide

Colder temps, carols on the radio, twinkling lights in the streets – the giving spirit of the holidays moves through you as you hit the town on the hunt for the perfect presents for friends and family. But then, panic, as you discover while you are void of unique ideas, you also refuse to go the gift card route and are in dire need of that something special.

Grab a cup of cocoa and relax – we got this. Chester County’s Brandywine Valley is home to some special shops, boutiques, and purveyors, all of whom are putting out their very best this holiday season. Spend a day exploring the countryside and picking up some of these present-perfect suggestions and you’ll be back at enjoying holiday happiness in no time. Make sure to plan ahead and pick up wonderful hostess gifts such as Spiced Apple Wine from Chaddsford Winery and Critter holiday ornaments from Brandywine River Museum of Art.

Shop Small in West Chester

Downtown West Chester has a vast selection of shopping options including fine jewelry & accessory stores, women & men’s apparel shops, baby items, gift boutiques, wineries & breweries, art galleries, home decor, collectibles, specialty foods and more! Visit the retail directory to start planning your trip and find out store hours and additional information! Be sure to check out their Facebook Page for special offers and sales throughout the season.  

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Shop Small in Kennett Square

In addition to the many unique shops, galleries and restaurants, this charming Main Street  features holiday events throughout the season. Including USA Today featured Annual New Year’s Midnight Mushroom drop. Full calendar of events (

  • Located minutes from Longwood Gardens, Kennett Square has partnered with Longwood in offering a shuttle to and from the gardens. Saturday November 25 and December 2, 9, 16, 23 and 30 (1:30-6:30 pm.)
  • Sunday Horse Drawn Carriage Rides – December 3, 10, and 17 Noon-3 p.m. leaving from the corner of State & Union. $5 per person, children 5 and under are free.
  • Strolling holiday carols from the Brandywine Singers– Saturday afternoons November 25, December 9 & 23 from 2-5 p.m.
  • Holiday Village Market at The Creamery – December 2&3, 9&10 from 11 a.m.-6 p.m. with 73 artisan & vintage Vendors, ice sculptor on Saturdays, photos with Santa and live reindeers on Sundays, live music, shop Christmas Trees, enjoy mulled wine & hot cider and food from 3 food trucks, ornaments & wreath making workshops, & more!

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Shop Small in Phoenixville

Shop in the many locally-owned stores on Bridge and Main streets in this distinctive town located along the banks of the Schuylkill River. From record stores to vintage clothing shops to furniture boutiques, we guarantee you’ll find something to love in Phoenixville. The Borough is also a short drive from Exton and King of Prussia Malls as well as the Philadelphia Premium Outlets if looking to tackle it all.

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Shop Small in Downtown Oxford

Stop by the Oxford Mainstreet welcome station for advice on finding something unique at 13 South Third Street. Then #ExperienceOxford and visit the many unique retailers throughout town for specials and promotions. Just south of Oxford is the headquarters of Herr’s Factory in Nottingham, which offers a large gift shop for the snack lovers on your list.

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Shop Small in Malvern

Malvern, small town, big charm, is poised on the western end of Philadelphia’s Main Line, just off of Lancaster Avenue. Visit one or their many retail shops including a variety of apparel boutiques for both women and men, trendy furniture and home design stores, gift and floral shops, art galleries, and more. The shops along King Street host seasonal events throughout the season including:

  • December 1 & 2: Malvern Victorian Christmas
  • December 7: Malvern Holiday Stroll: The Malvern Elves are visiting
  • December 14: Malvern Holiday Stroll featuring live Reindeer in Church Street Municipal Parking Lot, Snowglobe Ballet featuring Nutcracker Sweets by Ballet 180 at the Malvern Buttery, Musical Performance by UPTOWN West Chester Performing Arts
  • December 21: Malvern Holiday Stroll: Sip & Shop

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