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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 $750

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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.
  • Deluxe Room, Multiple Beds | Blackout drapes, iron/ironing board, WiFi (free), bed sheets
    Sep 28 - Oct 4

    Trailhead by Weekender + Flight

    Tupper Lake
    6 nights
    2.0 star property
    8.6/10 - Excellent (631 reviews)
    "Very clean property and rooms. Close to everything in town."
    Reviewed July 20, 2026
    Roundtrip • New York (NYC) - Lake Placid (LKP)
    LGA - ALB • Nonstop ALB - LGA • Nonstop
    $936
    $750
    per traveler
    found 1 day ago
    Trailhead by Weekender
  • 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 (495 reviews)
    Roundtrip • New York (NYC) - Lake Placid (LKP)
    LGA - ALB • Nonstop ALB - LGA • Nonstop
    Save 100% on your flight
    $1,012
    $778
    per traveler
    found 1 day 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)
    "Whiteface Lodge is so cozy & comfortable with super helpful staff. The room was spacious & beautifully decorated with everything we needed. They left 2 huge home baked chocolate chip cookies each day which was a nice treat at the end of a long day. We really appreciated the free shuttle to town during the Ironman competition!! We will definitely stay here again next time we’re in town."
    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 1 day 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 (450 reviews)
    "Good place"
    Reviewed July 21, 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 1 day ago
    Eastwind Hotel Lake Placid
  • Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
    Sep 3 - Sep 7

    The Essex Resort & Spa + Flight

    Essex Junction
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "It’s awesome. Pub is great"
    Reviewed July 21, 2026
    Roundtrip • Atlanta (ATL) - Burlington (BTV)
    ATL - BTV • Nonstop BTV - ATL • Nonstop
    $1,335
    $1,068
    per traveler
    found 1 day ago
    The Essex Resort & Spa

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.