Montgomery Vacations from $439

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The Latest Montgomery Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A cozy living room with wooden beams, a bookshelf, and a patterned sofa.
    Jan 27 - Jan 30

    The Waitsfield Inn + Flight

    Waitsfield
    3 nights
    2.5 star property
    9.0/10 - Wonderful (399 reviews)
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - ALB • Nonstop ALB - MCO • Nonstop
    $537
    $439
    per traveler
    found 23 hours ago
    The Waitsfield Inn
  • A patio area with two chairs, a fire pit, and a view of the water.
    Jan 28 - Jan 31

    Valcour Inn & Boathouse + Flight

    Peru
    3 nights
    3.0 star property
    8.8/10 - Excellent (152 reviews)
    "Beautiful Inn off the beaten path with wonderful staff. The rooms are gorgeous and you feel as if you stepped back in time."
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Burlington (BTV)
    ATL - BTV • Nonstop BTV - ATL • Nonstop
    $773
    $624
    per traveler
    found 18 hours ago
    Valcour Inn & Boathouse
  • A water park with multiple slides and a pool area with lounge chairs and umbrellas.
    Jan 28 - Jan 31

    Club Wyndham Smugglers’ Notch Vermont + Flight

    Jeffersonville
    3 nights
    3.5 star property
    8.6/10 - Excellent (235 reviews)
    "This place was perfect for me and my family the kids had a blast at the pool and the fun zone"
    Reviewed October 19, 2026
    Roundtrip • Atlanta (ATL) - Burlington (BTV)
    ATL - BTV • Nonstop BTV - ATL • Nonstop
    $913
    $744
    per traveler
    found 18 hours ago
    Club Wyndham Smugglers’ Notch Vermont
  • A snow-covered landscape with a building adorned with string lights and illuminated signs pointing to various destinations.
    Jan 11 - Jan 17

    Grunberg Haus Inn & Cabins + Flight

    Waterbury
    6 nights
    3.0 star property
    10/10 - Exceptional (28 reviews)
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - BTV • 1 stop BTV - MCO • 1 stop
    $1,279
    $1,049
    per traveler
    found 1 day ago
    Grunberg Haus Inn & Cabins
  • An aerial view of a property with a central circular building, a smaller adjacent structure, and a pond.
    Jan 27 - Jan 30

    The Inn at Round Barn Farm + Flight

    Waitsfield
    3 nights
    3.5 star property
    9.8/10 - Exceptional (203 reviews)
    "The Owner was extremely nice and helpful, Ashley the Inn Keeper was very helpful and fun to chat with every morning during breakfast."
    Reviewed November 2, 2026
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - BTV • Nonstop BTV - MCO • Nonstop
    $601
    $496
    per traveler
    found 23 hours ago
    The Inn at Round Barn Farm

Montgomery Hotel Deals

A staircase with a patterned carpet leading to a room with a wooden floor and a bar area visible through an open door.

Black Lantern Inn

Black Lantern Inn
2.5 star property
< 0.1 mi from Montgomery
9.0 out of 10, Wonderful, (157 reviews)
"It was the most perfect room. Like stepping back in time."
$125 nightly
The price is $137
Nov 12 - Nov 13
Total with taxes and fees
Black Lantern Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Montgomery
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.