
Maybrook Vacations from $390
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Your Maybrook Vacation
Take the worry out of planning your next epic adventure with a Maybrook vacation package. Whether you're in town for its history, food or other highlights, there's a never-ending supply of new experiences to be had. Any trip to Maybrook needs a well-designed itinerary. Fill yours with attractions like Brotherhood Winery, Thomas Bull Memorial Park and Orange County Arboretum. Your ideal Maybrook vacation is only clicks away. Browse airfares, hotels and more on Expedia for an adventure that's tailored just for you.
The Latest Maybrook vacation packages
Price found within the past 48 hours. Click for updated prices.

Windrose On Hudson
Price was $771, price is now $390 per person
$390
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.4/10 Very Good! (9 reviews)
Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again.
Reviewed on Aug 12, 2025

The Inn At Fox Hollow Hotel
Save 100% on your flight
Price was $753, price is now $404 per person
$404
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful
Reviewed on Aug 12, 2025


1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $2,289, price is now $1,272 per person
$1,272
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.
Reviewed on Aug 21, 2025

Sound View Greenport
Save 100% on your flight
Price was $1,397, price is now $788 per person
$788
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (561 reviews)
Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound
Reviewed on Aug 18, 2025
Maybrook Hotel Deals

The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
$109 nightly
The price is $129 total per night from Sep 2 to Sep 3
$129 total
Sep 2 - Sep 3
Total with taxes and fees
7.2/10 Good! (520 reviews)
"Had a good time there"
Reviewed on Aug 18, 2025

Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Aug 25 to Aug 26
$144 total
Aug 25 - Aug 26
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
A cute bear themed hotel
"Overall our 2 nights stay at the hotel was good! It’s clean and comfortable. The lake was nice. The bear mt inn has multiple buildings around the lake. We got a room on 2Fl at the overlook lodge which was a bit far from the main building with no elevator. We didn’t bring a car so we had to walk back ..."
Reviewed on Aug 20, 2025

Sleep Inn & Suites Middletown - Goshen
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $122 total per night from Sep 23 to Sep 24
$122 total
Sep 23 - Sep 24
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Had a great time, free breakfast and wifi was excellent and useful for my family. Beds large enough for parents and children."
Reviewed on Aug 20, 2025
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.
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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.