Marlboro Vacations from $429
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Your Marlboro Vacation
When a fun city getaway is calling, answer it with a Marlboro vacation package. The neighborhood of Poughkeepsie Waterfront, which is great for families, history and culture, makes a wonderful base for your adventures. You'll want to take in some sights during your trip to Marlboro. Don't miss big-name attractions such as Benmarl Vineyards and Winery, Live At The falcon and Gomez Mill House. Whatever your travel plans or budget, putting together a tailored Marlboro vacation is a piece of cake with Expedia.
The Latest Marlboro vacation packages
Price found within the past 48 hours. Click for updated prices.
Log Comfort 3
Lower Vailsburg
$429
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8/10 Very Good! (1 review)
The host was wonderful and very responsive. She even offers extended check out which was great. The listing could be a bit more detailed on the apartment. It appears to be a place to rent rooms but the whole apartment was offered. There is a camera IN the apartment which was very uncomfortable as I felt like I could not get comfortable for the time I was there and being watched I could not enjoy the living room. Other than that I have no complaints.
Reviewed on Aug 3, 2026
33 Hotel, New York City, Seaport
Manhattan
$573
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
We had a wonderful stay at 33 Hotel! We stayed in the Brooklyn Bridge Premier King Terrace and absolutely loved the view of the bridge and private terrace. The location was perfect for us. Quiet and charming, but still within walking distance of so much. The room was comfortable and the staff was friendly and welcoming. Would definitely stay here again!
Reviewed on Sep 25, 2026
Stay near popular Marlboro attractions
Benmarl Vineyards and Winery
9.2/10 (5 reviews)
America's oldest vineyard offers panoramic Hudson River views and historic wine heritage. Sample estate-grown Cabernet Franc while enjoying the serene hillside setting, especially beautiful at sunset.
Live At The falcon
10.0/10 (4 reviews)
This intimate venue hosts Grammy-winning artists without cover charges, relying on donations. Enjoy performances with local cuisine while overlooking Marlboro Falls from multi-level decks.
Gomez Mill House
America's oldest Jewish dwelling, the Gomez Mill House has witnessed over 300 years of diverse history. Explore period-furnished rooms that tell the stories of its fascinating inhabitants through expert guided tours.
The Falcon
You can enjoy a show at The Falcon during your trip to Marlboro. Discover the area's theater scene and shops.
Quartz Rock Vineyard
10.0/10 (1 review)
This family-owned vineyard crafts wines and ciders from estate-grown fruit with Hudson Valley views. Enjoy guided tastings and live weekend music at outdoor picnic tables overlooking the scenic landscape.
Marlboro Free Library
This community cornerstone offers diverse collections and cultural events for all ages in Marlboro, New York. Explore the local history collection or join a book club for a genuine taste of small-town intellectual life.
Marlboro Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$109 nightly
$135 total
Sep 29 - Sep 30
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
"The room was a little warm. There was no way to make it cooler."
Reviewed on Sep 27, 2026
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
$97 nightly
$113 total
Oct 21 - Oct 22
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$95 nightly
$110 total
Oct 27 - Oct 28
Total with taxes and fees
9/10 Wonderful! (1,086 reviews)
"Good"
Reviewed on Sep 27, 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 Marlboro Vacation Packages
Marlboro Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 3,700 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Robibero Winery, Benmarl Vineyards and Winery and Adair Vineyards |
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Frequently asked questions
How much does a Marlboro vacation package cost?
You can snap up a vacation package to this destination from $429 on Expedia. However, how much your vacation to Marlboro costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Marlboro?
If you're hoping to score a cheap Marlboro vacation package, consider planning a trip in April, October and December. You'll usually find better prices on accommodations and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Marlboro?
The ideal length for your Marlboro vacation depends on what you'd like to see. Usually, a handful of days to a week will give you time to tick off all the main sights and discover some hidden spots along the way.
Is it worth booking a vacation package to Marlboro?
From leading attractions such as Live At The falcon and Gomez Mill House to its excellent history, a Marlboro vacation guarantees an unforgettable adventure. With so much to see and do, it's time to find out for yourself why Marlboro is such a good vacation destination.
How to find the best Marlboro package deals?
Use Expedia's handy filters to find some terrific Marlboro package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Marlboro package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Marlboro vacation as a package?
You can enjoy significant savings on your Marlboro escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Marlboro?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Marlboro trip.
How to plan a trip to Marlboro?
- Choose your dates: What you'd like to do in Marlboro and your preferred season can help you decide when to go.
- Set a budget: Consider costs such as flights, meals and transportation when calculating how much to set aside for your trip to Marlboro. Then, pick a property that suits your budget, whether that's a wallet-friendly stay or a high-end getaway.
- Explore Marlboro using Expedia's trip planning tool: Gain insights into the top attractions and best properties for your trip to Marlboro. You can also save your favorite locations, collaborate with friends and family and manage all your plans in one place.
- Work out your trip length: Consider how long you'd like to spend discovering Marlboro. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Marlboro vacation package.
- Book activities and experiences in advance: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on Marlboro's highlights. Find all the exciting things to do in Marlboro in Marlboro with our dedicated travel guide.
Does Expedia offer Book Now, Pay Later Marlboro vacation packages?
Your Marlboro break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
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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.
