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August 16, 2025 | 10:00 am

Jamaica Day

Join us for the annual celebration of Jamaica Day! Live music, food, craft vendors, Kid activities, Touch-a-Truck, Quilt Raffle, Civil War reenactment, Live Entertainment and so much more! Bring the whole family for a...
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Join us for the annual celebration of Jamaica Day! Live music, food, craft vendors, Kid activities, Touch-a-Truck, Quilt Raffle, Civil War reenactment, Live Entertainment and so much more! Bring the whole family for a day of festivities and fun! Taking place on Main Street in Jamaica Vermont!

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Ditch the big booking engines and tap into Vermont’s best-kept stays - direct from the source. Our new guide delivers unique rentals, mountain cabins, cozy cottages, and one-of-a-kind homes you won’t find anywhere else. Skip the fees, support locals, and stay somewhere that actually feels like Vermont.
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Where To Stay

BOOK DIRECT IN VERMONT This Summer:
FEWER FEES, Better VIBES

Ditch the big booking engines and tap into Vermont’s best-kept stays - direct from the source. Our new guide delivers unique rentals, mountain cabins, cozy cottages, and one-of-a-kind homes you won’t find anywhere else. Skip the fees, support locals, and stay somewhere that actually feels like Vermont.
Sponsored by Vermont.com
Check It Out
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