Maybrook Vacations from $873

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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.
Vintedge Residences

Vintedge Residences

2 out of 5
Price was $1,555, price is now $873 per person
$873
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
No reviews

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,592, price is now $881 per person
$881
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,213 reviews)

Hotel Stanford

Hotel Stanford

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,745, price is now $992 per person
$992
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (2,769 reviews)
Great location at a good price. Needs a little TLC in places.

Reviewed on Jul 27, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,889, price is now $1,081 per person
$1,081
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.8/10 Exceptional! (1,623 reviews)
Great check in, nice staff. Very small but well laid out room that was clean and confortable. Very quiet and great location. Will stay here again-

Reviewed on Jul 28, 2026

33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,959, price is now $1,153 per person
$1,153
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
No hot water 2 days maintanence came by nothing change. If they give room 208 refuse it there is strange engine sound 24/7 form bathroom to bedroom impossible to sleep

Reviewed on Jul 27, 2026

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Maybrook Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $117 total per night from Aug 9 to Aug 10
$117 total
Aug 9 - Aug 10
Total with taxes and fees
9/10 Wonderful! (1,024 reviews)
"The room was clean and comfortable. The grounds were well maintained. The staff was friendly and helpful. Although, when we checked in, we were sent to a room that was yet to be cleaned. We had to come back down and informed them and was then given a room that was ready. My family and I had to take ..."

Reviewed on Jul 28, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$116 nightly
The price is $137 total per night from Aug 5 to Aug 6
$137 total
Aug 5 - Aug 6
Total with taxes and fees
8.8/10 Excellent! (1,098 reviews)
"I just wanna compliment Andrea cause she is the best. She’s there to solve problems not to push you to the side and I respect that she’s a employee to keep thank you Andrea.❤️🙏"

Reviewed on Jul 28, 2026

Sleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
$122 nightly
The price is $150 total per night from Aug 12 to Aug 13
$150 total
Aug 12 - Aug 13
Total with taxes and fees
8.4/10 Very Good! (1,027 reviews)
"We stayed in one of the stone cottages and were given two keys to our room and only one of the two worked. Walls are pretty thin you could hear other people's conversations. The room itself was cozy and clean and has a romantic vibe making it an ideal location for a weekend getaway with your ..."

Reviewed on Jul 27, 2026

Overlook Lodge at Bear Mountain
See all 988 properties in Maybrook
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.

Find the Best Maybrook Vacation Packages

Maybrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
3,300
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brotherhood Winery, Angry Orchard and Castle Fun Center

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Frequently asked questions

How much does a Maybrook vacation package cost?
Offering great value package deals from $873 on Expedia, you'll be surprised at how little a vacation to Maybrook costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Maybrook?
November, December and January are the best times to look for cheap Maybrook vacation packages. Traveling in less busy months means you can generally find better prices on hotels and flights.
How many days is enough for Maybrook?
Generally, a handful of days is enough to check out the main attractions during your Maybrook vacation. However, if you'd like to have more time to chill out or go on day tours, consider extending your itinerary.
How to find the best Maybrook package deals?
Begin your search for a Maybrook package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Maybrook package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Maybrook escape underway.
Is it cheaper to book a Maybrook vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Maybrook vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Maybrook?
If you have your Maybrook travel dates finalized, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Maybrook vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Maybrook vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.

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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.