Town of Winchester Recreation Department outdoor pickleball courts at Leonard Field; free, permanent lines with portable nets, no lights (daylight play only). Registration required via PlaytimeScheduler.com, open Tue-Sat.
Our picks from the pickleball buying guides — chosen editorially, never by the venue and never by spend.
Paddles · Best overall
JOOLA Ben Johns Perseus 16mm
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Beginner paddles · Best starter feel
JOOLA Essentials
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Balls · Outdoor standard
Franklin X-40 Outdoor (12-pack)
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Leonard Field has 4 courts.
Leonard Field offers outdoor pickleball.
Leonard Field is free to play — no fee and no membership required.
Yes — Leonard Field is open to the public at no charge.
Leonard Field plays on Outdoor asphalt.
Leonard Field is located at 488 Washington Street, Winchester, MA 01890.
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