Preakness Vacations from $395

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The Latest Preakness Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A room with a red sofa, a wooden coffee table, and a patterned rug. There are two mirrors on the walls, one above the coffee table and one above the sofa.
    Jan 20 - Jan 24

    Newark Hansbury Multi Level House + Flight

    Weequahic
    4 nights
    2.0 star property
    6.8/10 - (5 reviews)
    "nice"
    Reviewed September 10, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop LGA - ATL • Nonstop
    $665
    $395
    per traveler
    found 1 day ago
    Newark Hansbury Multi Level House
  • A rooftop terrace with outdoor seating, a city view, and a brick building.
    Jan 21 - Jan 25

    JW Marriott Essex House New York + Flight

    Manhattan
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $1,678
    $945
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • A modern indoor seating area with wicker furniture, a large sofa, and a coffee table.
    Jan 7 - Jan 11

    INNSiDE by Meliá New York Nomad + Flight

    Manhattan
    4 nights
    4.5 star property
    9.2/10 - Wonderful (2,370 reviews)
    "The hotel was nice but upon check out, we were incorrectly charged a $435 smoking fee. I called to have the charge removed and they said they had to get a third party involved"
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $1,083
    $631
    per traveler
    found 1 day ago
    INNSiDE by Meliá New York Nomad
  • A historic building with ornate architectural details, multiple floors, and illuminated windows.
    Jan 26 - Jan 28

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $1,844
    $1,125
    per traveler
    found 1 day ago
    The St. Regis New York
  • A modern living room with a fireplace, a white sofa, a black coffee table with a vase of flowers, and a large decorative glass object.
    Jan 21 - Jan 27

    Paradise Stream Resort + Flight

    Cresco
    6 nights
    3.5 star property
    8.0/10 - Very good (1,180 reviews)
    "Overall, I enjoyed my stay at Paradise Dream Resort. The beautiful scenery and excellent accommodations made the experience worthwhile, the leaves were all over it should have been blown away from the entrances of the rooms. However, improving the food selection and adding more variety to the daily menu would make the resort experience much better. Keep the beautiful surroundings and excellent rooms, but give guests more choices when it comes to dining."
    Reviewed November 6, 2026
    Roundtrip • San Juan (SJU) - New York (JFK)
    SJU - JFK • Nonstop JFK - SJU • Nonstop
    $1,587
    $999
    per traveler
    found 2 days ago
    Paradise Stream Resort

Where to stay in Preakness

Find the best Preakness areas and neighborhoods for the activities you enjoy most.

Packanack Lake

If you're spending some time in Packanack Lake, West Beach and East Beach are top sights worth seeing.

Pines Lake

While visiting Pines Lake, you might make a stop by sights like Pines Lake West Beach and Sunny Ridge Beach.

Discover the most popular places to visit in Preakness

Dey Mansion

7.0/10 (54 reviews)
You can spend an afternoon exploring the galleries in Dey Mansion in Wayne. Stroll along the riverfront or attend a sporting event in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.