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Bargains, Buzz, and Big Sales: Westport’s Annual Sidewalk Sale Returns June 27–29, 2025
Shop, Stroll, and Save: Westport’s Annual Sidewalk Sale Returns June 27–29, 2025
It’s back — and bigger than ever!
The
Westport Downtown Association is thrilled to announce the return of the
Annual Sidewalk Sale, happening
Friday, June 27 through Sunday, June 29. This beloved summertime tradition turns the town into a shopper’s paradise, with deep discounts, exclusive offers, and special events taking place throughout the vibrant downtown area and beyond.
From Main Street and Elm Street to Church Lane, Sconset Square, and locations all across town, local boutiques, salons, specialty shops, and national retailers are participating with can't-miss deals and sidewalk specials.
🛍️ Sidewalk Vendors & Table Promotions
(Located throughout the Downtown Sidewalk Sale Area)
- 776BC International — Athletic wear
- ACKnots — Nautical jewelry and accessories
- Advanced Windows Systems LLC — Home and office window promotions
- Brand Nu Apparel (877 Post Road East, 2nd Fl) — 25% OFF select items (Valid 6/28 & 6/29 only)
- Filling in the Blanks — Nonprofit raising awareness about childhood hunger (Available 6/29 only)
- Hannah May Jewelry — Buy two items, get 20% off or more
- Huntington Learning Center (272 Post Road East) — Spin the prize wheel, plus LEGO guessing game with prizes and free Academic Evaluation
- Joli Lily — Modern, trendy everyday jewelry
- Here For You Clothing — Sustainable clothing line
- Hughie’s Jewelry & Coins — Estate jewelry promotions (Valid 6/27 & 6/28 only)
- Macey Jane — Resort wear promotions (Valid 6/28 only)
- My Lucky Penny Clothing (8 Church Street South) — In-store promotions
- Renewal by Andersen — Windows and home improvement specials
- Salon Nash — Haircuts: Kids $20, Adults $35 (Hair must be clean)
- The Two Oh Three — Westport-branded apparel and gifts
- Triesi Jewelry — Affordable, timeless jewelry
🏬 Retailers Across Westport Offering Exclusive Promotions
- Arogya Holistic Healing (131 Post Road East) — 10% off Cold Brew Tea Sachets
- Artistex Salon & Spa (260 Post Road East) —
- VARIS styling brushes: $25
- VARIS hot tools: $100
- Oribe shampoos/conditioners: 25% off
- Oribe styling products: Buy 1, Get 1 Free
- Valid 6/27 (9am–3pm) & 6/28 (9am–4pm)
- Athleta (103 Main Street) — In-store promotions
- Belev.co (131 Kings Highway, Suite M4) — 20 units of Botox for $200
- Blossom + Stem Floral Design (1835 Post Road East) — In-store specials
- Blue & Cream (48 Post Road East) —
- 50% off top brands like For Love and Lemons, Zimmerman, Cami NYC
- Graphic tees: $30
- Aviator Nation: Up to 40% off
- Freecity: Up to 25% off
- Nike footwear & more in-store deals
- Bobbles & Lace (11 Church Lane) — 15% off limited styles
- Brooks Brothers (136 Main Street) — Almost everything 30% off + Shirts 3 for $199 (Valid 6/25–7/8)
- Chanel (58 Main Street) — Complimentary 5-minute make-up touch-up or fragrance discovery outside, or 15-minute service inside
- Core Burn Pilates (12 Elm Street) — Free intro class or private session + 10% off (Valid 6/28 & 6/29)
- Courtgirl (125 Main Street) — 15% off
- Cove Collective (26 Railroad Place) — 80% off select items
- Cold Fusion Gelato (178 Main Street) — In-store promotions
- Ethan Allen (627-629 Post Road East) — 25% off everything + 15% off clearance
- Faherty (26 Main Street) — Sale on men’s and women’s apparel
- Framebridge (123 Post Road East) — Free swag & frame raffle
- Glowbar (33 Elm Street) — $5 off first facial (Code: GLOW5)
- Great Stuff (68 Main Street) — Deals on jeans, tops, sweaters & more
- Honey Pie Children's Boutique (18 Riverside Ave) —
- Up to 60% off archive items
- $10 & $20 baskets
- 20% off entire store
- Hummingbird Healing Center (57 Main St, 2nd Floor) — Free Harmonic Egg® sessions raffle + Palo Santo samples (Valid 6/28 & 6/29)
- Jenni Kayne (15 Myrtle Avenue, Store 1) — 40% off
- Kerri Rosenthal (181 Main Street) — Up to 75% off
- lululemon (69 Main Street) — “We Made Too Much” markdowns
- Madewell (155 Main Street) — 40% off all sale items
- Marine Layer (51 Main Street) — 25% off entire store
- Middlemarch (62 Post Road East) — 50–75% off select jewelry
- Myr’s Designs (Online) — 50% off select items + free shipping on $100+
- Offline by Aerie (91 Main Street) — 70% off clearance
- Rhone (7 Main Street) — Up to 50% off Summer Sale (Valid 6/23–7/2)
- Savvy + Grace (146 Main Street) — 50–80% off sidewalk deals
- Scout & Molly's (283 Post Road East) — Discounted apparel & accessories
- SHOE-INN (21 Main Street) — Up to 75% off
- Soleil Toile (14 Post Road East) — 50–70% off lingerie & swimwear
- Sorelle Gallery (19 Church Lane) — 15% off select original art + 20% off prints
- SoulCycle (372 Post Road East) — In-store promotions
- Southern Tide (33 Elm Street) — Up to 70% off markdowns
- Splash Of Pink (275 Post Road East) — 30–50% off select items (final sale)
- Splendid (63 Main Street) —
- Sale from $29+, Kids from $19
- Full price 40% off
- Preview sale 6/26
- Squeeze Massage (625 Post Road East) —
- New members using promo code WP1YEAR (6/18–6/30) get a free massage credited on 9/30 (restrictions apply)
- Stephen Kempson London (5 Post Road West) —
- Up to 70% off men’s fashion
- Up to 40% off women’s
- Sweathouz (374 Post Rd E, Ste 80) — Summer membership promo + cold plunge experience
- The Plumed Serpent (240 Post Road East) — Sample gowns 30–80% off
- The Tailored Home (15 Myrtle Avenue) —
- 30–50% off all showroom furniture
- 30% off accessories
- 50% off pillows and lighting (Valid 6/27–6/28)
- The Toy Post (180 Post Road East) — 50% off select toys
- The Two Oh Three (107 Post Road, Fairfield) — 15–20% off summer collection + clearance bins
- The Westport Library (20 Jesup Road) — In-store promotions (Valid 6/28–6/29)
- Theory (87 Main Street) — Sale items
- unsubscribed (33 Elm Street) — Up to 70% off
- Vince (115 Main Street) — 40% off sale items
- Vuori (166 Main Street) — Markdowns on select items
- West (117 Post Road East) — Up to 70% off + 20% off full-price items
- Westport Book Shop (23 Jesup Road) —
- $3 paperback reads
- 2 for $5
- 5 for $10 deals
- Williams Sonoma (25 Church Lane) — 20% off clearance
📍 Event Information Recap
- Event: Westport Annual Sidewalk Sale
- Dates: Friday, June 27 – Sunday, June 29, 2025
- Time: During standard business hours
- Location: Downtown Westport + participating retailers throughout town
- Organizer: Westport Downtown Association
Don’t miss this weekend of community, creativity, and commerce in the heart of Fairfield County.
Come early, shop local, and leave with amazing deals and new favorites.
Photos courtesy of Videler Photography from the 2024 event.
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