Marlboro Vacations from $459

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Photo by Wendy Joyce

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.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $938, price is now $459 per person
$459
per person
Mar 12 - Mar 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (LGA)
7.8/10 Good! (80 reviews)
The rooms need more amenities such as a coffee maker some cups and utensils, as well as a guide to the television set.

Reviewed on Dec 28, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $1,326, price is now $647 per person
$647
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
The room was great and the staff was so friendly and ready to help.

Reviewed on Jan 22, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,177, price is now $576 per person
$576
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Great location would 100% come back

Reviewed on Jan 22, 2026

Mountain Springs Lake Resort

Mountain Springs Lake Resort

3.5 out of 5
Save 100% on your flight
Price was $1,268, price is now $711 per person
$711
per person
Mar 28 - Apr 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (234 reviews)
Súper romance place for two, good dinning options within minutes

Reviewed on Jan 18, 2026

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $853, price is now $481 per person
$481
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
offered vouchers for food, changes sheets everyday

Reviewed on Jan 21, 2026

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Discover the most popular places to visit in Marlboro

Benmarl Vineyards and Winery

You can enjoy a tasting or tour at Benmarl Vineyards and Winery during your travels to Marlboro. Stroll along the riverfront or attend a sporting event in the area.

Benmarl Vineyards and Winery

Gomez Mill House

You can spend an afternoon browsing the exhibits at Gomez Mill House during your trip to Marlboro. Amble around this family-friendly area's riverfront or attend a sporting event.

Gomez Mill House

Quartz Rock Vineyard

You can enjoy a tasting or tour at Quartz Rock Vineyard during your travels to Marlboro. Check out the shops and top-notch restaurants in this family-friendly area.

Quartz Rock Vineyard

What to do in Marlboro

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

$94
per adult
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
See all activities in Marlboro

Marlboro Hotel Deals

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 Feb 8 to Feb 9
$101 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
Very nice room. The amenities were great. I would love to book in the future.

Reviewed on Jan 18, 2026

Courtyard by Marriott Poughkeepsie
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 Jan 29 to Jan 30
$130 total
Jan 29 - Jan 30
Total with taxes and fees
9.2/10 Wonderful! (1,038 reviews)
Yes

Reviewed on Jan 16, 2026

Hampton Inn Harriman Woodbury
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $116 total per night from Jan 25 to Jan 26
$116 total
Jan 25 - Jan 26
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Cozy and quiet. Rooms need size. Surroundings idellic. Nature abounds.

Reviewed on Jan 10, 2026

Overlook Lodge at Bear Mountain
See all 1,090 properties in Marlboro
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 $459 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?

  1. Choose your dates: What you'd like to do in Marlboro and your preferred season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

Explore a world of travel with Expedia

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