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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 $751

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Top destinations in Town of Chesterfield

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

Keeseville

Keeseville

The Latest Town of Chesterfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    Oct 18 - Oct 23

    Valcour Inn & Boathouse + Flight

    Peru
    5 nights
    3.0 star property
    8.8/10 - Excellent (134 reviews)
    "Broken AC in our room and no way to reach staff. Stale pastries. Only one coffee cup for two people. Something was off about the bed cover which made the sheets fall off all night. Terribly uncomfortable stay."
    Reviewed June 28, 2026
    Roundtrip • Denver (DEN) - Burlington (BTV)
    DEN - BTV • 1 stop BTV - DEN • Nonstop
    $1,021
    $751
    per traveler
    found 1 day ago
    Valcour Inn & Boathouse
  • Interior
    Sep 18 - Sep 22

    West Hill House B&B + Flight

    Warren
    4 nights
    3.5 star property
    10/10 - Exceptional (11 reviews)
    Roundtrip • Denver (DEN) - Burlington (BTV)
    DEN - BTV • 1 stop BTV - DEN • 1 stop
    $1,467
    $1,153
    per traveler
    found 3 hours ago
    West Hill House B&B
  • Waterslide
    Oct 18 - Oct 23

    Club Wyndham Smugglers’ Notch Vermont + Flight

    Jeffersonville
    5 nights
    3.5 star property
    8.4/10 - Very Good (223 reviews)
    Roundtrip • Denver (DEN) - Burlington (BTV)
    DEN - BTV • 1 stop BTV - DEN • Nonstop
    $1,217
    $963
    per traveler
    found 1 day ago
    Club Wyndham Smugglers’ Notch Vermont
  • Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
    Oct 18 - Oct 23

    The Essex Resort & Spa + Flight

    Essex Junction
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,008 reviews)
    "Geat"
    Reviewed July 26, 2026
    Roundtrip • Denver (DEN) - Burlington (BTV)
    DEN - BTV • 1 stop BTV - DEN • Nonstop
    $1,295
    $1,026
    per traveler
    found 1 day ago
    The Essex Resort & Spa
  • Waterslide
    Oct 18 - Oct 23

    Smugglers' Notch Resort + Flight

    Jeffersonville
    5 nights
    3.0 star property
    7.8/10 - Good (137 reviews)
    "Everything with the room itself was great. It was clean and in a great location. My issue with this reservation was the amenities. They are not inlcluded. So even though the listing says they have pools and hot tubs, don't expect to be able to use them unless you pay more when you get there. This should be made clear to anyone that books at this resort. "
    Reviewed February 6, 2026
    Roundtrip • Denver (DEN) - Burlington (BTV)
    DEN - BTV • 1 stop BTV - DEN • Nonstop
    $1,295
    $1,029
    per traveler
    found 1 day ago
    Smugglers' Notch Resort

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.