Westchester County trip planner

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Extend your holiday

Visit top cities in Westchester County:
Fun & games, casinos, parks
Visit for: 4 daysStart a plan »
Historic sites, parks
Visit for: 3 daysStart a plan »
Sightseeing, nightlife, historic sites
Visit for: 3 daysStart a plan »
Sightseeing, fun & games, parks
Visit for: 1 dayStart a plan »
Theme parks, golf
Visit for: 2 daysStart a plan »

Recently planned trips to Westchester County

1 day in Peekskill BY A USER FROM UNITED STATES November, culture, outdoors, romantic, popular PREFERENCES: November, culture, outdoors, romantic ATTRACTION STYLE: Popular PACE: Medium 1 day in Yorktown Heights BY A USER FROM SOUTH AFRICA November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 1 day in Sleepy Hollow BY A USER FROM UNITED STATES October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 3 days in Yonkers & New Rochelle BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 6 days in Sleepy Hollow & Katonah BY A USER FROM UNITED STATES October, culture, outdoors, shopping, popular PREFERENCES: October, culture, outdoors, shopping ATTRACTION STYLE: Popular PACE: Medium 4 days in Yonkers BY A USER FROM IRELAND November, teens, culture, outdoors, historic sites, popular PREFERENCES: November, teens, culture, outdoors, historic sites ATTRACTION STYLE: Popular PACE: Medium 1 day in Tarrytown BY A USER FROM UNITED STATES October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 1 day in Katonah BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 8 days in Westchester County & Jupiter BY A USER FROM U.S. VIRGIN ISLANDS December, culture, outdoors, beaches, historic sites, popular PREFERENCES: December, culture, outdoors, beaches, historic sites ATTRACTION STYLE: Popular PACE: Medium 5 days in Westchester County BY A USER FROM NETHERLANDS September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 3 days in Sleepy Hollow BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, historic sites, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, romantic, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Rye & Denver BY A USER FROM UNITED STATES October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium
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