Maybrook Vacations from $221

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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.
Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Save 100% on your flight
Price was $441, price is now $221 per person
$221
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.2/10 Very Good! (1,948 reviews)
Rooms left much to be desired. Not a proper placement to room anyone considering rooms were being renovated above which directly affected the plumbing in our room.

Reviewed on Oct 27, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $908, price is now $513 per person
$513
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Burbank (BUR) to New York (NYC)
18.4/10 Exceptional! (2,007 reviews)
The staff was very friendly. We were able to leave our luggage before check in and after checkout. Complimentary beverages and refills were provided. I booked through third party and no issues with reservation. We had the family suite which included 2 full beds, 1 king, 2 bathrooms. It was very clean and perfect size for 4 adults.

Reviewed on Nov 14, 2025

The Fifty Sonesta Hotel New York

The Fifty Sonesta Hotel New York

4 out of 5
Manhattan
Save 100% on your flight
Price was $423, price is now $252 per person
$252
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.6/10 Excellent! (1,283 reviews)
Very friendly front desk Team. Easy checkin process.

Reviewed on Nov 11, 2025

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,012, price is now $604 per person
$604
per person
Jan 17 - Jan 24
found 22 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
8.4/10 Very Good! (1,438 reviews)
Cleam toom friendly and informative staff

Reviewed on Nov 14, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $1,973, price is now $1,198 per person
$1,198
per person
Dec 19 - Dec 22
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (NYC)
8.8/10 Excellent! (1,012 reviews)
Overall, we loved everything about 1 hotel Brooklyn Bridge. It was a birthday gift trip for my husband, and he enjoyed every minute of our stay. Thank you and we will be back again! Definitely a 5 star hotel and will recommend to my friends.

Reviewed on Nov 9, 2025

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Maybrook Hotel Deals

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 Nov 29 to Nov 30
$115 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,010 reviews)
Clean room. Nice breakfast. Staff super friendly and helpful.

Reviewed on Nov 9, 2025

Hampton Inn & Suites 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
$95 nightly
The price is $117 total per night from Dec 1 to Dec 2
$117 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
Nice and quiet

Reviewed on Nov 3, 2025

Hampton Inn Harriman Woodbury
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $118 total per night from Nov 18 to Nov 19
$118 total
Nov 18 - Nov 19
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
🙂

Reviewed on Nov 13, 2025

Overlook Lodge at Bear Mountain
See all 966 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 $221 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.