Crestwood Vacations from $492

Book a Hotel + Flight or Car together to unlock savings

The Latest Crestwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.
    Dec 17 - Dec 19

    Lodges At Cresthaven + Flight

    Lake George
    2 nights
    4.0 star property
    9.4/10 - Exceptional (667 reviews)
    "My husband and I really enjoyed the stay at this hotel. We were stunned on how beautiful the property was, especially inside the hotel room. Everything was immaculate. We will absolutely be staying here again ❤️ we cannot wait to plan our next adventure here to the Lodges at Cresthaven ❤️"
    Reviewed November 1, 2026
    Roundtrip • New York (JFK) - Albany (ALB)
    JFK - ALB • 1 stop ALB - JFK • 1 stop
    $634
    $492
    per traveler
    found 1 day ago
    Lodges At Cresthaven
  • A grand entrance with a red door, a chandelier, and a staircase leading to an upper level.
    Jan 8 - Jan 11

    The Nightingale by Avantstay Historic Catskills Retreat Lake Views + Near Hudson Sleeps 18 + Flight

    Earlton
    3 nights
    3.0 star property
    Roundtrip • New York (JFK) - Albany (ALB)
    JFK - ALB • 1 stop ALB - JFK • 1 stop
    Save 100% on your flight
    $2,838
    $2,141
    per traveler
    found 18 hours ago
    The Nightingale by Avantstay Historic Catskills Retreat Lake Views + Near Hudson Sleeps 18
  • A log cabin interior with a stone fireplace, wooden furniture, and large windows.
    Dec 12 - Dec 15

    Brook Bound Inn + Flight

    Wilmington
    3 nights
    2.0 star property
    9.4/10 - Exceptional (22 reviews)
    "The place was clean and beautiful. You need to check with Expedia . I didn’t get the steps to get in, since there is nobody on site. to check in. I call the phone on site. Somebody call me back and walk me through step to get in."
    Reviewed October 19, 2026
    Roundtrip • New York (LGA) - Albany (ALB)
    LGA - ALB • Nonstop ALB - LGA • Nonstop
    $756
    $651
    per traveler
    found 3 hours ago
    Brook Bound Inn
  • A modern kitchen with white cabinetry, a wooden table, and a large window providing a view of the outdoors.
    Dec 25 - Dec 27

    Charming 6 Bdrm Countryside Stay + Flight

    Great Barrington
    2 nights
    3.0 star property
    Roundtrip • New York (NYC) - Albany (ALB)
    LGA - ALB • 1 stop ALB - LGA • Nonstop
    $2,571
    $2,252
    per traveler
    found 1 day ago
    Charming 6 Bdrm Countryside Stay
  • A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.
    Dec 10 - Dec 14

    Hotel Vervana, Trademark Collection by Wyndham + Flight

    Bennington
    4 nights
    2.5 star property
    8.2/10 - Very good (1,001 reviews)
    "We had an issue with our room (loud guests above us) and the manager quickly stepped in and moved our room! Amazing!"
    Reviewed November 6, 2026
    Roundtrip • New York (EWR) - Albany (ALB)
    EWR - ALB • 1 stop ALB - EWR • 1 stop
    $646
    $574
    per traveler
    found 18 hours ago
    Hotel Vervana, Trademark Collection by Wyndham

Where to stay in Crestwood

Find the best Crestwood areas and neighborhoods for the activities you enjoy most.
A large waterfall cascading into a river surrounded by dense green forest.

Colonie

Uncover some of the top draws of Colonie like its shopping and restaurants. If you're hoping to see more of the larger area, make a stop by Colonie Center Mall or Colonie Center.

A large, ornate building with a symmetrical facade, a central entrance, and a reflection in the water in front.

Downtown Albany

Downtown Albany is known for its abundant dining options, and you can plan a trip to Hudson River Way and MVP Arena while you're in town.

Hudson Park

If you're spending some time in Hudson Park, Zuzu s Wonderful Life Inc and Lark Hall are top sights worth seeing.

An aerial view of a city with a river, historic buildings, and modern skyscrapers.

Pine Hills

While Pine Hills might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Washington Avenue Armory Sports and Convention Arena and Albany Institute of History and Art.

A Tesla electric vehicle charging station with a sign indicating it is for Tesla vehicles.
Photo by Rick Tuers
Open Photo by Rick Tuers

Roessleville

If you're spending some time in Roessleville, Colonie Center Mall and Colonie Center are top sights worth seeing.

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