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A stone bridge over a river with a waterfall and a small building on the right.
Photo by Alexandre Ferland
Open Photo by Alexandre Ferland

Town of Chesterfield Vacations & Trips from $778

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Top destinations in Town of Chesterfield

A frozen waterfall with snow-covered rocks and a bridge in the background.
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Keeseville

Keeseville

The Latest Town of Chesterfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Premium Chalet, Multiple Beds | Exterior
    Sep 28 - Oct 4

    Lodge at Schroon Lake + Flight

    Schroon Lake
    6 nights
    3.0 star property
    9.2/10 - Wonderful (493 reviews)
    "Great site to host retreat! Close to major attractions. Lots recreational facilities!"
    Reviewed July 20, 2026
    Roundtrip • New York (NYC) - Lake Placid (LKP)
    LGA - ALB • Nonstop ALB - LGA • Nonstop
    Save 100% on your flight
    $1,012
    $778
    per traveler
    found 9 hours ago
    Lodge at Schroon Lake
  • Restaurant
    Sep 28 - Oct 4

    The Whiteface Lodge + Flight

    Lake Placid
    6 nights
    4.5 star property
    9.6/10 - Exceptional (531 reviews)
    "Great property"
    Reviewed July 20, 2026
    Roundtrip • New York (NYC) - Saranac Lake (SLK)
    LGA - ALB • Nonstop ALB - LGA • Nonstop
    Save 100% on your flight
    $4,281
    $3,296
    per traveler
    found 9 hours ago
    The Whiteface Lodge
  • Lushna Petite | Frette Italian sheets, premium bedding, WiFi (free)
    Sep 28 - Oct 4

    Eastwind Hotel Lake Placid + Flight

    Lake Placid
    6 nights
    3.0 star property
    9.4/10 - Exceptional (448 reviews)
    "Staff was super friendly and helpful. They had a fire pit and gave out free smores kits which was fun. Our room was toward the back and had a balcony. The view was gorgeous, trees, river, open field to walk in. Room was spacious, clean and had a comfortable king sized bed. We loved it and will definitely book another reservation the next time we visit Lake Placid! Added bonus: walking distance to IronMan village."
    Reviewed July 20, 2026
    Roundtrip • New York (NYC) - Saranac Lake (SLK)
    LGA - ALB • Nonstop ALB - LGA • Nonstop
    Save 100% on your flight
    $1,381
    $1,088
    per traveler
    found 9 hours ago
    Eastwind Hotel Lake Placid
  • Premium Condo, 3 Bedrooms, Kitchen | Balcony
    Oct 9 - Oct 13

    Smugglers' Notch Resort Private Suites + Flight

    Jeffersonville
    4 nights
    3.5 star property
    7.8/10 - Good (21 reviews)
    "DO NOT STAY HERE——What should have been a relaxing stay turned into an infuriating and exhausting ordeal due to gross negligence and unprofessional conduct by the property management company overseeing this privately owned condo. On my second day I left briefly for breakfast and after I returned I was shocked to discover that the door code to my condo did not work, leaving me locked out of the property. I called the property management office multiple times before anyone answered. When I..."
    Reviewed October 15, 2025
    Roundtrip • Atlanta (ATL) - Burlington (BTV)
    ATL - BTV • Nonstop BTV - ATL • 1 stop
    $1,736
    $1,375
    per traveler
    found 1 day ago
    Smugglers' Notch Resort Private Suites
  • Foosball, books
    Aug 25 - Aug 28

    Basin Harbor + Flight

    Vergennes
    3 nights
    3.5 star property
    8.4/10 - Very Good (199 reviews)
    "Love love. Wish I could stay for the whole summer."
    Reviewed July 19, 2026
    Roundtrip • Atlanta (ATL) - Burlington (BTV)
    ATL - BTV • Nonstop BTV - ATL • Nonstop
    $1,348
    $1,071
    per traveler
    found 1 day ago
    Basin Harbor

Discover the most popular places to visit in Town of Chesterfield

Ausable Chasm

9.2/10 (193 reviews)
Whether you climb it, hike it or raft down the middle, this dramatic gorge in Keeseville, New York has lots of scenic adventures.