Cupids is the oldest English colony in Canada, founded in 1610 by John Guy, to whom the town erected a monument in 1910. Nearby is a reproduction of the enormous Union Jack that flew during that 300th-anniversary celebration. When the wind snaps the flag, you can hear it half a mile away. Cupids recently celebrated its 400th anniversary, and the new Cupids Legacy Centre was built to house the many artifacts that have been found related to the archaeology of John Guy’s settlement.

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Fodor's Nova Scotia & Atlantic Canada: With New Brunswick, Prince Edward Island & Newfoundland

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