Maybrook Vacations from $289

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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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $517, price is now $289 per person
$289
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
7.2/10 Good! (2,562 reviews)
Heat was too high and we couldn’t control it. Room was needing updates and looked very tired.

Reviewed on Dec 8, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $814, price is now $386 per person
$386
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Room is great and the staff is excellent 💯

Reviewed on Dec 5, 2025

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $590, price is now $295 per person
$295
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
Service at front desk. The employees at the front desk were not welcoming

Reviewed on Dec 8, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $875, price is now $471 per person
$471
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (1,002 reviews)
I stay here often and the rooms are spacious clean and the hotel staff is very accommodating. I always have a wonderful experience and I highly recommend staying here. They also offer free breakfast and dinner which is a nice perk.

Reviewed on Nov 25, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,460, price is now $1,353 per person
$1,353
per person
Feb 18 - Feb 22
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.8/10 Excellent! (1,000 reviews)
The view is soooo good!

Reviewed on Dec 2, 2025

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Maybrook Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Dec 9 to Dec 10
$115 total
Dec 9 - Dec 10
Total with taxes and fees
8.2/10 Very Good! (1,023 reviews)
We loved the view and how clean the room was. The staff were very pleasant and attentive, thank you. Total relaxation and de-stressing. Please put a more noticeable sign on the turn to the place, especially at nighttime.Thank you.

Reviewed on Nov 28, 2025

Overlook Lodge at Bear Mountain
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Dec 15 to Dec 16
$108 total
Dec 15 - Dec 16
Total with taxes and fees
7.6/10 Good! (497 reviews)
Room was clean. Staff was kind. Good complimentary breakfast

Reviewed on Nov 23, 2025

Quality Inn Poughkeepsie
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $127 total per night from Dec 15 to Dec 16
$127 total
Dec 15 - Dec 16
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Nice place great staff

Reviewed on Dec 3, 2025

Hampton Inn Harriman Woodbury
See all 978 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 $289 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.