Marlboro Vacations from $575

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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.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $993, price is now $575 per person
$575
per person
Aug 8 - Aug 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.6/10 Excellent! (2,518 reviews)
The hotel was great. The room was a bit small, but no complaints otherwise.

Reviewed on Jun 25, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $4,059, price is now $1,847 per person
$1,847
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,186, price is now $1,312 per person
$1,312
per person
Sep 15 - Sep 19
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.4/10 Very Good! (1,801 reviews)
Best location and best view. The service is also great and there is an amazing rooftop.

Reviewed on Jun 22, 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,117, price is now $701 per person
$701
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
9.4/10 Exceptional! (1,831 reviews)
This was our 2nd time staying at the San Carlos as didn’t disappoint. Location perfect for walking to Central Park, Grand Central. Located near subway station. Room was very spacious, clean with tv & air con. Staff very pleasant and helpful.

Reviewed on Jun 22, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $2,081, price is now $1,330 per person
$1,330
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,636 reviews)
Staff ,servicio excelente. Mi hijo dejo.la cámara por accidente en la habitación y sin problema ninguno la recupere

Reviewed on Jun 26, 2026

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Stay near popular Marlboro attractions

Benmarl Vineyards and Winery

9.2/5 (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.
See properties

Marlboro Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $135 total per night from Jul 5 to Jul 6
$135 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"Stayed here for a wedding and it was a very clean hotel. Had to wait for my room to be ready because of a rush of other guests coming in which wasn't ideal but overall a nice place to stay"

Reviewed on Jun 25, 2026

Hyatt Place Poughkeepsie / Hudson Valley
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
$135 nightly
The price is $166 total per night from Jul 6 to Jul 7
$166 total
Jul 6 - Jul 7
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"everything was amazing , my husband and I really enjoyed our time there"

Reviewed on Jun 26, 2026

Overlook Lodge at Bear Mountain
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Jul 6 to Jul 7
$107 total
Jul 6 - Jul 7
Total with taxes and fees
8.2/10 Very Good! (144 reviews)
"The room was clean. The mattress is very comfortable. Staff was nice. It’s a cheap hotel so it’s not fancy but it has everything you need and it’s clean."

Reviewed on Jun 26, 2026

Spark by Hilton Fishkill
See all 1,112 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 $575 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.