About Flea Markets in Chesapeake

Chesapeake, Virginia has a modest flea market scene, with at least one established spot serving locals who enjoy hunting for antiques, vintage pieces, and handmade crafts. The options here lean small and indoor rather than sprawling outdoor swap meets, which suits shoppers who prefer a more curated, browse-at-your-own-pace experience year-round regardless of weather.

Now & Then Flea Market is the standout option in Chesapeake, drawing over 90 reviews and a loyal following. Shoppers describe it as a “nice little spot” with a strong selection of costume jewelry, paintings, vintage finds, and fresh flowers. Pricing gets mixed reactions — some reviewers find it on the pricier side, while others praise it for great finds and fair deals. What consistently comes through is the warmth of the owners: multiple reviewers single them out as “the best” and “very kind,” which goes a long way in a small-market setting.

Now & Then is open Tuesday through Sunday, 9AM to 5PM, and is closed on Mondays. If you’re planning a visit, weekday mornings tend to be quieter if you want more breathing room to browse. Given the indoor setup, it’s a solid choice on a rainy day. Prices can run higher on certain items, so it’s worth browsing with an open mind rather than a strict budget.

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Common Questions

What is the best flea market in Chesapeake, Virginia?
Now & Then Flea Market is the most reviewed flea market in Chesapeake, with 91 reviews highlighting vintage finds, jewelry, crafts, and friendly owners.
What days are flea markets open in Chesapeake?
Now & Then Flea Market is open Tuesday through Sunday from 9AM to 5PM and is closed on Mondays.
Are Chesapeake flea markets indoors?
Now & Then Flea Market is an indoor market, making it a good option for rainy days or hot summer afternoons.
Where can I find antiques at Chesapeake flea markets?
Now & Then Flea Market carries antiques, vintage items, costume jewelry, and crafts, making it the go-to spot for antique hunters in Chesapeake.
Are flea markets in Chesapeake cash only?
Specific payment policies aren't listed for Now & Then Flea Market, so it's a good idea to bring cash as a backup and check with the market directly before your visit.