Skip to main content
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 $1,121

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
  • Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
    Oct 7 - Oct 11

    The Essex Resort & Spa + Flight

    Essex Junction
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,002 reviews)
    "This is our favorite place to stay anywhere. We enjoyed our days here very much. Thank you"
    Reviewed July 1, 2026
    Roundtrip • Atlanta (ATL) - Burlington (BTV)
    ATL - ALB • Nonstop ALB - ATL • Nonstop
    $1,414
    $1,121
    per traveler
    found 1 day ago
    The Essex Resort & Spa
  • Interior
    Sep 20 - Sep 25

    West Hill House B&B + Flight

    Warren
    5 nights
    3.5 star property
    10/10 - Exceptional (11 reviews)
    Roundtrip • New Bern (EWN) - Burlington (BTV)
    EWN - BTV • 1 stop BTV - EWN • 1 stop
    $1,922
    $1,402
    per traveler
    found 9 hours ago
    West Hill House B&B
  • Exterior
    Sep 20 - Sep 26

    von Trapp Family Lodge & Resort + Flight

    Stowe
    6 nights
    3.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    "Great resort. Beautiful setting. Great food."
    Reviewed July 6, 2026
    Roundtrip • New Bern (EWN) - Burlington (BTV)
    EWN - BTV • 1 stop BTV - EWN • 1 stop
    Save 100% on your flight
    $2,594
    $1,946
    per traveler
    found 10 hours ago
    von Trapp Family Lodge & Resort
  • Sarah's Suite | WiFi (free), bed sheets
    Sep 19 - Sep 24

    Butler House + Flight

    Stowe Village Historic District
    5 nights
    3.0 star property
    9.6/10 - Exceptional (409 reviews)
    "Nice historic hotel in the center of town. Room was comfortable and included free parking- a nice amenity in this small town!"
    Reviewed July 4, 2026
    Roundtrip • New Bern (EWN) - Burlington (BTV)
    EWN - BTV • 1 stop BTV - EWN • 1 stop
    $2,227
    $1,762
    per traveler
    found 10 hours ago
    Butler House
  • 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 14 hours ago
    Smugglers' Notch Resort Private Suites

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.