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Annual Sidewalk Sale!
August 15, 2025 - August 17, 2025
Free
Stroll, Shop, & Save at the Annual Sidewalk Sale!
August 15–17 | Old Saybrook & Beyond
Get ready for a weekend of unbeatable deals, sweet treats, and sidewalk fun during the Greater Old Saybrook Chamber’s Annual Sidewalk Sale — happening Friday through Sunday, August 15th–17th!
From downtown Old Saybrook to Boston Post Road and beyond, Chamber member businesses are rolling out their best bargains of the year — with savings up to 75% off, exclusive in-store and sidewalk deals, food and drink specials, free gifts, and even free beer (cheers to that, 21+ friends )!
Whether you’re shopping for fashion, home goods, art, plants, gifts, books, or a cool scoop of ice cream, you’ll find incredible promotions at over 20 participating businesses, including:
– Maximus Home – 50% off sidewalk deals
– Cottage Flair – Up to 75% off inside & out
– Lisa Ludwig Art – 10% off all art
– Fantasia Consignments – 30% off already marked-down apparel
– MAR. Floral – 30% off all indoor & outdoor plants
– Ben & Jerry’s – 10% off ice cream & $3 off cakes
– Myrcene Ale Co. – Free pour with $30 merch purchase (21+ only)
– Harbor Books, The Kate Gift Shop, Saybrook Home, and many more!
Bring your friends, support local businesses, and make a weekend of it. There’s something for everyone — but only for three days!
Shop local. Save big. See you on the sidewalk!
Click for the full list of participating businesses and deals.
