Maybrook Holidays from AU$3,558

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Your Maybrook Holiday

Our holiday packages to Maybrook offer endless opportunities to discover new sights, sounds and flavours. And with all the planning taken care of, you can breathe easy and enjoy your city adventure without a care in the world. A trip to Maybrook is an excellent opportunity to sightsee. Be sure to stop by popular attractions like Brotherhood Winery, Thomas Bull Memorial Park and Orange County Arboretum. Check out Expedia's extensive range of travel options and start organising your ideal holiday to Maybrook now.

The Latest Maybrook Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Harpoon House

Harpoon House

3 out of 5
Price was AU$4,498, price is now AU$3,558 per person
AU$3,558
per person
30 Sept - 6 Oct
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (125 reviews)
Lovely renovation with everything new and fresh. Just a couple of things missing like a bedside clock and a hair dryer, but a quite good accommodation within easy walking distance of town.

Reviewed on 19 Aug. 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Price was AU$5,283, price is now AU$3,752 per person
AU$3,752
per person
30 Sept - 6 Oct
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (548 reviews)
Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound

Reviewed on 18 Aug. 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Price was AU$5,239, price is now AU$3,853 per person
AU$3,853
per person
30 Sept - 6 Oct
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (495 reviews)
Great hotel. Staff were amazing! Loved that you could use their sister property by the beach and stay in town. Just did not like having to pay for overnight parking.

Reviewed on 14 Aug. 2025

The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
Amagansett North
Price was AU$7,288, price is now AU$5,985 per person
AU$5,985
per person
30 Sept - 6 Oct
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (89 reviews)
The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway.

Reviewed on 28 Jun. 2025

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

4 out of 5
Price was AU$11,979, price is now AU$10,048 per person
AU$10,048
per person
30 Sept - 6 Oct
found 1 hour ago
Return direct flight included
Sydney (SYD) to New York (JFK)
10/10 Exceptional! (1 review)

Maybrook Holiday

Maybrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
3,300
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Angry Orchard, Brotherhood Winery and Palaia Vineyards Winery

Our pick of the best Maybrook Hotel Deals

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is AU$171 per night from 2 Sept to 3 Sept
AU$171
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (518 reviews)
"Very cute hotel. Lobby is beautiful. Room was clean and bed was very comfortable. Bathroom was clean too. A little small though. I'd definitely stay again."

Reviewed on 15 Aug. 2025

The Crossroads Hotel, Newburgh
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
The price is AU$210 per night from 25 Aug to 26 Aug
AU$210
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"location"

Reviewed on 16 Aug. 2025

Overlook Lodge at Bear Mountain
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
The price is AU$216 per night from 25 Aug to 26 Aug
AU$216
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (788 reviews)
"Excellent stay"

Reviewed on 17 Aug. 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 954 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Maybrook holiday package cost?
Offering great value package deals from AU$3,558 on Expedia, you'll be surprised at how little a holiday to Maybrook costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Maybrook?
January, February and March are the best times to look for cheap Maybrook holiday packages. Opting to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Maybrook?
The ideal duration of your Maybrook holiday depends on what you'd like to see. Typically, a handful of days to a week will give you time to check out all the top sights and explore some hidden spots along the way.
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 holiday as a package?
Expedia holiday 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 customised Maybrook holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Maybrook?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Maybrook.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Maybrook.
  3. Decide how long to go for: Now that you're more familiar with Maybrook, you can work out the perfect length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Maybrook holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.