Marlboro Vacation Packages

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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.

Top Marlboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,587, price is now CA $991 per person
CA $991
per person
Jan 11 - Jan 15
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
Breakfast was good

Reviewed on Oct 26, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,176, price is now CA $1,383 per person
CA $1,383
per person
Dec 9 - Dec 11
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
Very nice and clean hotel. The staff were friendly.

Reviewed on Oct 26, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,968, price is now CA $2,615 per person
CA $2,615
per person
Jan 11 - Jan 15
found 3 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!

Reviewed on Oct 19, 2026

Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Price was CA $1,808, price is now CA $1,199 per person
CA $1,199
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,000 reviews)
It is definitely older, Only 1 elevator was working, The fan was not working in the bathroom. The floors in the rooms need replacing as the vinyl flooring was peeling up. The bedding and heating was fine. But definitely not worth the 732.00 per night I paid.

Reviewed on Oct 24, 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,147, price is now CA $1,435 per person
CA $1,435
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,823 reviews)
Great location and very spacious room.

Reviewed on Oct 26, 2026

Ready to book your vacation to Marlboro?

 

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Marlboro Hotel Deals

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
The price is CA $147 per night from Nov 8 to Nov 9
CA $147
CA $173 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"The hotel was about 80% empty, yet they gave us a non view second floor (NO ELEVATOR) room that, get this, SHARED A DOOR WITH THE ROOM NEXT DOOR! We heard every word of their conversations, phone calls, Tv etc. and they were up at 5am making noise. All unnecessary if they spaced the guests out for ..."

Reviewed on Oct 26, 2026

Overlook Lodge at Bear Mountain
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
The price is CA $132 per night from Nov 22 to Nov 23
CA $132
CA $153 total
Nov 22 - Nov 23
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Oct 28 to Oct 29
CA $98
CA $116 total
Oct 28 - Oct 29
includes taxes & fees
4.8/10 (1,010 reviews)
"The hallways and our room smell strongly of deodorizing spray. We had to open the window as it was so overpowering. I asked about the workout room and was told it was on the second floor. They should have just closed the workout room because the walk to it was cluttered with loose drywall, trash ..."

Reviewed on Oct 26, 2026

Ramada by Wyndham Newburgh/West Point
See all 1,097 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.
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Stay near popular Marlboro attractions

Benmarl Vineyards and Winery

9.2/10 (5 reviews)
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.
See properties

Frequently asked questions

How much does a Marlboro vacation package cost?
Offering great value package deals from CA $991 on Expedia, you'll be pleasantly surprised at how much a vacation to Marlboro costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Marlboro?
The off-season is the best time to head to Marlboro if you're trying to keep costs down. Another tip for scoring cheap Marlboro vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Marlboro?
With a well-organized schedule, you can easily visit the main Marlboro attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Marlboro vacation for longer.
Is it worth booking a vacation package to Marlboro?
Boasting a host of highlights starting with its excellent history, Marlboro is a good vacation destination. Whether you want to discover sights like Live At The falcon and Gomez Mill House or venture off the beaten track, you'll find plenty to see and do on your Marlboro vacation.
How to find the best Marlboro package deals?
Begin your search for a Marlboro package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" 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 perfect Marlboro package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Marlboro adventure underway.
Is it cheaper to book a Marlboro vacation as a package?
You can enjoy significant savings on your Marlboro break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat 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?
If you've got your Marlboro travel dates finalized, book as early as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Marlboro?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the type of activities available will also help you decide when to escape to Marlboro.
  2. Plan your budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may arise during your trip to Marlboro.
  3. Work out your trip length: Consider how much time you want to spend discovering Marlboro. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, book the right Marlboro vacation package for you.

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