Maybrook Vacations from $288

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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.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $508, price is now $288 per person
$288
per person
Apr 6 - Apr 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
Very clean but older, small room and bed was not comfortable-seemed like a hard box with very little give to it. Staff was friendly, walkable to everything. Bodega was really good next-door

Reviewed on Jan 10, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,133, price is now $522 per person
$522
per person
Feb 13 - Feb 15
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Great rooms, staff and food

Reviewed on Sep 28, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,060, price is now $516 per person
$516
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
The hospitality and customer service is top tier. The ambiance is modern, clean, and the city view was incredible of the Empire State Building.Our family loves staying at the various Melia hotels.

Reviewed on Jan 8, 2026

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was $1,094, price is now $603 per person
$603
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,346 reviews)
Traveled with family for the holidays . Felt safe , staff was friendly and helpful.

Reviewed on Jan 9, 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 $1,106, price is now $614 per person
$614
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,790 reviews)
Always like the buffet although room is quite small with 4 adults. Check in and out is fast and efficient. Location is perfect close to everything, a lot of restaurant near by

Reviewed on Jan 9, 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
$98 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (1,027 reviews)
Breakfast was fresh rooms were clean. Staff were very friendly and parking seemed very safe.

Reviewed on Jan 6, 2026

Hampton Inn Harriman Woodbury
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Jan 26 to Jan 27
$101 total
Jan 26 - Jan 27
Total with taxes and fees
8.8/10 Excellent! (1,027 reviews)
Staff

Reviewed on Jan 6, 2026

Courtyard by Marriott Poughkeepsie
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$96 nightly
The price is $114 total per night from Feb 1 to Feb 2
$114 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
Check in was easy Nice quiet room Continental breakfast all weekend even though the listing said it was just weekdays. Used the extra blankets in the closet as I like it extra cozy. Loved the in room coffee maker for coffee and tea water. Quick checkout. Economical! Will stay again!

Reviewed on Jan 5, 2026

Sleep Inn & Suites Middletown - Goshen
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 $288 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.