Marlboro Holidays
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Marlboro Holiday
Our pick of the best Marlboro Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
NZ$241
5 Oct - 6 Oct
includes taxes & fees
8.4/10 Very good! (1,009 reviews)
"Please read the entire review. I stayed at the Stone Cottages. First night at check in I discovered my room had no thermostat. I was told the Stone Cottages have a "shared" thermostat. That means four rooms, four parties "share" one common thermostat. I was shocked to discover that total strangers ..."
Reviewed on 22 Sept 2026
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
NZ$197
12 Oct - 13 Oct
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
NZ$223
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (1,079 reviews)
"Super clean, modern and comfortable. Checking in and out was a total breeze and the room had everything we needed"
Reviewed on 21 Sept 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.
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.
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.
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.
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.
The Falcon
You can make plans for a show at The Falcon during your stay in Marlboro. Discover the area's theatre scene and shops.
Frequently asked questions
How much does a Marlboro holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Marlboro costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Marlboro?
To score cheap Marlboro holiday packages, plan your getaway outside of peak times such as public holidays. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Marlboro?
The ideal duration for your Marlboro holiday depends on what you'd like to see. Usually, a few days to a week will give you time to go to all the top sights and explore some hidden treasures along the way.
Is it worth booking a holiday package to Marlboro?
Well known for its history and home to popular attractions like Live At The falcon, a Marlboro holiday is bound to impress. Another top sight worth exploring? Don't miss Gomez Mill House.
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 holiday package as soon as possible.
Is it cheaper to book a Marlboro holiday as a package?
You can enjoy significant savings on your Marlboro escape by booking a tailored holiday 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 holiday 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?
- Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Marlboro.
- Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to experiences and flights. Your accommodation will probably be the largest expense during your trip to Marlboro.
- Set the duration of your trip: Start by compiling a list of the activities and sights you want to experience in Marlboro. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised Marlboro holiday package.
Explore a world of travel with Expedia
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- Visit New Windsor
- Visit Highland
- Visit Cold Spring
- Visit Newburgh
- Visit Wappingers Falls
- Visit Beacon
- Mohonk Preserve Visitor Center
- Motorcyclepedia Museum
- New Hampton Holidays
- Newburgh Holidays
- Delano-Hitch Recreation Park
- Museum of Rhinebeck History
- Millbrook Holidays
- Millbrook Vineyards and Winery
- Lake Tiorati Beach
- New Windsor Holidays
- Brotherhood Winery
- G. Steve Jordan Gallery
- Walkway Over the Hudson State Historic Park
- Amenia Holidays
- Stonecrop Gardens
- East Fishkill Community Library
- Bear Mountain State Park
- Hyde Park Holidays
- Peekskill Museum
- Orange County Arboretum
- Clinton House State Historic Site
- Thunder Ridge Ski Resort
- Cornwall Holidays
- Northern Dutchess Botanical Gardens
- Marist College
- Foundry Dock Park
- Accord Holidays
- Chadwick Lake Park
- Stormville Airport Antique Show & Flea Market
- David Crawford House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
