Additional reporting by Alaina Cintron
Like everything else this year, the mad commercial rush following Thanksgiving is shaping up to look a whole lot different than the usual. Major retailers have been spilling out deals for over a week already, and digital door-busters preempt the need to roll out of bed at the crack of dawn Black Friday morning. Moreover, local shops and community business development associations that have already pivoted to a strong online presence have found they’re now perfectly suited to digital events like #SmallBizSaturday and #CyberMonday.
Here are just a few of the places you can score some epic deals while staying safe and keeping your dollars in the Westchester community.
Ridge Hill’s open-air marketplace is adding a new experience this holiday season: seven weekends of local arts, crafts, and products at Art on Market. The market will feature photography, paintings, mixed media, jewelry pieces, décor, and more, all from local and regional creators more than worthy of your support.
Find a gift for everyone on your list with a variety of handcrafted items made by local artisans at Katonah’s Majestic Hudson Courtyard. Shop, dine, and listen to locals, with live performances from Camper Jam and Fenton.
For a more traditional but still en plein air shopping experience, Cross County Shopping Center will kick off its holiday festivities with its annual outdoor skating rink ($10), Food Truck Market (a la carte), and 44-foot Christmas tree (which, by all accounts, has so far proven to be owl-free, unlike other famous trees that shall not be mentioned) this weekend, along with plenty of sales from the center’s resident merchants. Once you’re all tired out from a long day of shopping, pop into the new Igloo seating areas and relax for a bit as you take in the mall’s festive atmosphere.
Since its rebranding as something of a community center, the Jefferson Valley Mall in Yorktown has filled its storefronts with a plethora of local and independent retailers. Between gift shops, salons, and trendy dining spots like the new Peekskill Brewery Pizza & Beer outpost, even longtime residents will be surprised by the new digs — and sales — on offer. This year, find a Holiday Pop Up Market in partnership with Westchester Blogger. Following Santa’s arrival, drop off the kids at the holiday party at PizZaZzles and go do your holiday shopping with over 20 special holiday vendors from which to choose
Tarrytown’s annual Makers Market at Makers Central will be in-person this year, but masks will be required at all times and doors will remain open throughout the day — so make sure to bundle up. It’s a great chance to check out incredible artisanal pieces from local makers like “The Hot Potter” Connor McGinn.
The Village of Pelham is home to tons of indie shops and cultural centers, so it’s no surprise it has a ton of #SmallBizSat events all on its own. First up, the Pelham Art Center Art Boutique is opening on small business Saturday with special deals on one-of-a-kind items from dozens of local artists and artisans. For the more investment-focused art collectors, the event also features a gallery of original work by emerging artists, all priced below $2,500. In addition the Pelham Chamber of Commerce in partnership with the Town of Pelham hosts a Winter Wonderland with an activity-packed Saturday from 9 a.m. to 5:30 p.m. The day starts off with pictures with Santa, followed by the Holiday Market filled with deals from Pelham businesses. At the gazebo, find a green screen winter wonderland photo experience, then join in on more activities, like the horse and carriage rides or the petting zoo. End the day with the tree lighting ceremony and enjoy the last night of outdoor dining for dinner.
Join the small businesses scavenger hunt while you shop on Saturday. Participate by picking up a card at any of the businesses starting on November 15 and, after purchasing or trying a service, get the card signed by the businesses. Then, also post on social media using #smallbizatossining2021. Once entirely signed, return it at any of the participating businesses and be entered for a chance to win a large gift basket filled with items from the participating shops.
One of our favorite little one-stop shops for women’s fashion pieces and accessories, gifts, and bric-a-brac, this Ossining boutique offers a double-dose of local goods and handmade gift items each year for the weekend after Thanksgiving. Featuring local vendors selling a variety of products, it’s a great opportunity to find some unique gifts on sale.
This pop-up event in Yonkers will feature a variety of local small businesses to discover. Also enjoy some food, music, and raffle opportunities while you shop around. Shop from baked goods, pizza, crystals, dog treats, and more.
One of the county’s biggest cities is going small this year with Shop Small White Plains. Home to a bevy of small and locally owned businesses, the city has put together a massive list of deals being run by local shops, salons, fitness centers, malls, and, of course, restaurants (you’re going to be hungry after all that shopping, after all). Many of these businesses will be running specials online in addition to their in-person offerings, so even if you only plan to shop from your couch cushion, there are plenty of deals to be had.
As always, a brief caveat: This is ‘Small’ Business Saturday; not every Westchester shop is going to be able to put up a fancy website or send you an e-mail blast in advance to tease this season’s doorbusters and biggest deals. Make sure to ask your favorite shops and businesses if they’ll be doing anything special, and spread the word if you want to help them out!