Maybrook Vacations from $222

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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

Windrose On Hudson

3 out of 5
Price was $463, price is now $222 per person
$222
per person
Jan 26 - Jan 29
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
15.6/10 Exceptional! (80 reviews)
I wish there was a coffee maker in the room, also the TV was very small and angled away from the bed. It was super quiet, which was great, and very clean and warm.

Reviewed on Nov 16, 2025

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was $646, price is now $315 per person
$315
per person
Feb 12 - Feb 15
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
17.2/10 Exceptional! (2,613 reviews)
The location was ideal for our stay. The restaurant food was amazing.

Reviewed on Nov 22, 2025

Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY

3 out of 5
Price was $458, price is now $229 per person
$229
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
16.8/10 Exceptional! (1,001 reviews)
Beautiful place to be

Reviewed on Nov 20, 2025

The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Manhattan
Price was $640, price is now $325 per person
$325
per person
Jan 29 - Feb 1
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
12.8/10 Exceptional! (1,252 reviews)
It was love my stay.

Reviewed on Nov 24, 2025

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was $694, price is now $358 per person
$358
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
18/10 Exceptional! (1,825 reviews)
Our one-bedroom apartment was immaculately cleaned, the bed and furniture was comfortable, the linens were fresh and cozy. It was a quiet and peaceful stay in a nice neighborhood. We greatly enjoyed our dinner at Vintage Green, the hotel’s rooftop restaurant which has an incredible view of the Empire State Building. All staff members of the hotel and restaurant were very friendly and polite. I’d definitely stay and dine here again!

Reviewed on Nov 24, 2025

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Maybrook Hotel Deals

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
$86 nightly
The price is $100 total per night from Dec 11 to Dec 12
$100 total
Dec 11 - Dec 12
Total with taxes and fees
7.6/10 Good! (488 reviews)
Best stay!

Reviewed on Nov 20, 2025

Quality Inn Poughkeepsie
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 1 to Dec 2
$115 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (1,009 reviews)
Great experience highly recommend.

Reviewed on Nov 14, 2025

Overlook Lodge at Bear Mountain
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Dec 5 to Dec 6
$115 total
Dec 5 - Dec 6
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
Spotless room

Reviewed on Nov 24, 2025

Hampton Inn & Suites Poughkeepsie
See all 968 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 $222 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.