Maybrook Vacations from $354

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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.
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
Save 100% on your flight
Price was $581, price is now $354 per person
$354
per person
May 9 - May 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (3,805 reviews)
All was smoot as expected.

Reviewed on Mar 27, 2026

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $824, price is now $444 per person
$444
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,026 reviews)
Water was warm but not hot. Can't control the room temperature. Good location and friendly staff.

Reviewed on Mar 27, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $3,047, price is now $1,800 per person
$1,800
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (143 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.

Reviewed on Mar 24, 2026

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 $1,577, price is now $965 per person
$965
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
Room was nice. Breakfast was great! Great location

Reviewed on Mar 27, 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,078, price is now $674 per person
$674
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (2,857 reviews)
Clean room. Quiet for NYC. A comfortable king size bed.

Reviewed on Mar 28, 2026

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Maybrook Hotel Deals

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
$106 nightly
The price is $130 total per night from Apr 5 to Apr 6
$130 total
Apr 5 - Apr 6
Total with taxes and fees
9.2/10 Wonderful! (1,077 reviews)
The room is small but fairly clean. I didn’t see any stains anywhere. Bathroom has a nice size, no closet. Small cabinet with a mini fridge and tv, so the side. The staff were super nice and gave cookies when checking in. The shuttle bus was supposed to run from 9 to 9 but stopped at 5pm (the driver ...

Reviewed on Mar 21, 2026

Hampton Inn Harriman Woodbury
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$102 nightly
The price is $120 total per night from Apr 5 to Apr 6
$120 total
Apr 5 - Apr 6
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Clean room, safe and staff is courteous

Reviewed on Mar 19, 2026

Sleep Inn & Suites Middletown - Goshen
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
$116 nightly
The price is $134 total per night from Apr 4 to Apr 5
$134 total
Apr 4 - Apr 5
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
The breakfast menu was fresh and the coffee at all times was a nice perk. The staff at checkout was rude and even though we had asked for adjoining rooms, we were not provided that at check in. We were instead given rooms on opposite floors. There was something spilled on the side table and something ...

Reviewed on Mar 27, 2026

Hampton Inn & Suites Poughkeepsie
See all 982 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 $354 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.