The best local shops in Chesapeake

25 local shops we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

Browse another shelf: all of Chesapeake’s best · Restaurants · Entertainment · Beauty · Antiques, Thrift, & Vintage · Bakeries & Sweets · Nightlife · Hobbies, Books, & Crafts · Home & Garden · Arts & Culture · Sporting Goods · Health & Wellness · Parks & Outdoors · Cafes · Services

Pinned in Chesapeake today

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Two pinned places a day in Chesapeake — $10 here, $25 adds the newsletter. List your business →

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Shopping · 25 places · showing the latest additions first

Sole Provisions

Shopping

Sole Provisions keeps Virginia Beach feet happy with comfort-first brands like Birkenstock, Hoka, On Running, Vionic, and Dansko across…

1560 Laskin Rd #160 (Virginia Beach)

“Sole Provisions keeps Virginia Beach feet happy with comfort-first brands like Birkenstock, Hoka, On Running, Vionic, and Dansko across women’s, men’s, and kids’ styles. Swing by this week for sandals, sneakers, boots, and inserts that make errands, long shifts, and boardwalk strolls feel way less punishing.”

From the Virginia Beach newsletter, August 6, 2026

The Optical Shoppe at Southside Eye Care

Shopping

Whether you’re squint-reading menus or just ready for frames that actually suit your face, The Optical Shoppe at Southside Eye Care here in…

3206 Churchland Blvd

“Whether you’re squint-reading menus or just ready for frames that actually suit your face, The Optical Shoppe at Southside Eye Care here in Chesapeake has pros who make picking lenses and styles painless. Expect honest guidance, sharp vision, and looks that feel like you...”

From the Chesapeake newsletter, August 5, 2026

Kitsch

Shopping

Need a not-boring present this week? Kitsch packs the good stuff, from handmade crafts and art to quirky toys and cool accessories, so you…

1513 Colley Ave (Norfolk)

“Need a not-boring present this week? Kitsch packs the good stuff, from handmade crafts and art to quirky toys and cool accessories, so you can snag a gift that actually feels thoughtful... even if you decided five minutes ago.”

Forge & Bloom

Shopping

Forge & Bloom is that rare boutique that makes errands dangerously fun, with a tight edit of beautiful everyday pieces, giftable treasures,…

758 W 22nd St Ste B (Norfolk)

“Forge & Bloom is that rare boutique that makes errands dangerously fun, with a tight edit of beautiful everyday pieces, giftable treasures, and seasonal finds you’ll actually use. Keep it in your Suffolk rotation when you need a quick pick-me-up or a present that looks like you tried.”

From the Hampton Roads newsletter, August 5, 2026

Run a Chesapeake business? Two pinned spots a day — $10 here, $25 adds the newsletter. Advertise →

Walmart Supercenter

Shopping

Clean superstore stocking grocery staples, home furnishings and a pharmacy.

4821 Virginia Beach Blvd (Virginia Beach)

“Clean superstore stocking grocery staples, home furnishings and a pharmacy.”

Tinto Wine & Cheese, etc

Shopping

Relaxed wine shop where bottles from around the world are sold and served by the glass.

640 Hilltop West Shopping Center (Virginia Beach)

“Relaxed wine shop where bottles from around the world are sold and served by the glass.”

pOpshelf

Shopping

Bargain chain for home goods, toys and gifts, plus body spray, party decorations and more.

1226 Greenbrier Pkwy Suite 14

“Bargain chain for home goods, toys and gifts, plus body spray, party decorations and more.”

SNIPES

Shopping

Retail chain with a selection of brand-name urban streetwear & sneakers for men, women & kids.

4200 Portsmouth Blvd Spc 134

“Retail chain with a selection of brand-name urban streetwear & sneakers for men, women & kids.”

Aimaleigh's Boutique

Shopping

Relaxed, homey business for gifts, jewelry and apparel, plus live online sales.

737 Volvo Pkwy Ste 130

“Relaxed, homey business for gifts, jewelry and apparel, plus live online sales.”

DSW Designer Shoe Warehouse

Shopping

Retail chain known for its discounted brand-name & designer shoes, handbags & accessories.

1412 Greenbrier Pkwy

“Retail chain known for its discounted brand-name & designer shoes, handbags & accessories.”

Selden Market

Shopping

Small shopping venue featuring local retailers, eateries and small businesses.

208 E Main St (Norfolk)

“Small shopping venue featuring local retailers, eateries and small businesses.”

Target

Shopping

Retail chain offering home goods, clothing, electronics & more, plus exclusive designer collections.

525 First Colonial Rd (Virginia Beach)

“Retail chain offering home goods, clothing, electronics & more, plus exclusive designer collections.”

Style Encore Chesapeake

Shopping

Fashion store selling women’s and men’s apparel and footwear, plus accessories, sometimes used and new ones.

1437 Sam's Dr #120

“Fashion store selling women’s and men’s apparel and footwear, plus accessories, sometimes used and new ones.”

Vino Culture Wine Shop

Shopping

Informal and welcoming shop focusing on wine education, hosting tastings and classes.

130 Granby St Ste 100 (Norfolk)

“Informal and welcoming shop focusing on wine education, hosting tastings and classes.”

Once Upon A Child Virginia Beach North

Shopping

Chain operation that buys & sells gently used items for children, including clothes, shoes & toys.

748 Independence Blvd #4566 (Virginia Beach)

“Chain operation that buys & sells gently used items for children, including clothes, shoes & toys.”

Great Bottles

Shopping

Bottle shop offering fine wines, craft beer and mead, with tasting events plus knowledgeable service.

3575 Bridge Rd #21 (Suffolk)

“Bottle shop offering fine wines, craft beer and mead, with tasting events plus knowledgeable service.”

SNIPES

Shopping

Retail chain with a selection of brand-name urban streetwear & sneakers for men, women & kids.

1401 Greenbrier Pkwy #1080

“Retail chain with a selection of brand-name urban streetwear & sneakers for men, women & kids.”

DSW Designer Shoe Warehouse

Shopping

Retail chain known for its discounted brand-name & designer shoes, handbags & accessories.

4588 Virginia Beach Blvd Ste #102 (Virginia Beach)

“Retail chain known for its discounted brand-name & designer shoes, handbags & accessories.”

Quixotic Arts

Shopping

Eclectic collection featuring artwork, curiosities, gifts and jewelry.

3824 Granby St (Norfolk)

“Eclectic collection featuring artwork, curiosities, gifts and jewelry.”

Journeys

Shopping

Teen-oriented chain supplying casual, surf-&-skate-inspired clothes, shoes & accessories.

1401 Greenbrier Pkwy

“Teen-oriented chain supplying casual, surf-&-skate-inspired clothes, shoes & accessories.”

Foot Locker

Shopping

Retail chain with brand-name athletic shoes, clothing & related accessories for men, women & kids.

1401 Greenbrier Pkwy Ste 1216

“Retail chain with brand-name athletic shoes, clothing & related accessories for men, women & kids.”

The Teal Eagle Boutique

Shopping

Small boutique selling its own clothing and accessories and handmade jewelry and gifts from local artisans.

1776 Princess Anne Rd # E (Virginia Beach)

“Small boutique selling its own clothing and accessories and handmade jewelry and gifts from local artisans.”

Lids

Shopping

Chain specializing in licensed team hats, logo apparel & other sports merchandise.

701 Lynnhaven Pkwy SPC22A (Virginia Beach)

“Chain specializing in licensed team hats, logo apparel & other sports merchandise.”

Lids

Shopping

Chain specializing in licensed team hats, logo apparel & other sports merchandise.

4200 Portsmouth Blvd #112

“Chain specializing in licensed team hats, logo apparel & other sports merchandise.”

Fleet Feet

Shopping

Retail chain stocking athletic shoes, apparel & accessories geared toward runners.

4001 Virginia Beach Blvd #139 (Virginia Beach)

“Retail chain stocking athletic shoes, apparel & accessories geared toward runners.”

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