Maybrook Vacations from $672
Book a Hotel + Flight or Car together to unlock savings
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.
Maybrook Hotel Deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
$113 nightly
$134 total
Sep 27 - Sep 28
Total with taxes and fees
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$109 nightly
$135 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
$97 nightly
$113 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
"Would love to stay again"
Reviewed on Sep 4, 2026
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 $672 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.