The best things to do in Cheshire

4 things to do we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Entertainment · 4 places · showing the latest additions first

1950s-era drive-in cinema screening classic family flicks on a limited schedule during the summer.

995 Meriden-Waterbury Turnpike (Southington)

1950s-era drive-in cinema screening classic family flicks on a limited schedule during the summer.

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Highland Bowl

Entertainment

Small bowling alley featuring duckpins with beer & wine, snack food & an arcade.

1211 Highland Ave

Small bowling alley featuring duckpins with beer & wine, snack food & an arcade.

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Car racing track offering an opportunity for kids to race.

835 Hanover Rd (Meriden)

Car racing track offering an opportunity for kids to race.

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Locals who want more than a quick nine will love The Farms Country Club, a member-owned, full-service family spot with 18 holes and…

180 Cheshire Rd (Wallingford)

Locals who want more than a quick nine will love The Farms Country Club, a member-owned, full-service family spot with 18 holes and practice facilities, six multi-purpose courts for pickleball and tennis, four Har-Tru courts, a new Olympic-style pool, five dining spaces, plus lively social and holiday events.

From the Wallingford newsletter, August 24, 2026

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