Jefferson Valley Vacations from $465

Book a Hotel + Flight or Car together to unlock savings

Your Jefferson Valley Vacation

With every last detail planned before you go away, our Jefferson Valley vacation packages mean you can simply focus on having a great time. Whether you're staying in the neighborhood of Montrose, which is good for walking, or another area, this interesting city offers a world of discoveries. Ready to explore? Franklin D. Roosevelt State Park, Jefferson Valley Mall and Putnam County Golf Course are just a few of the best places to visit during a trip to Jefferson Valley. Whoever you're heading away with and whatever the size of your budget, your ultimate Jefferson Valley vacation is just a few clicks away with Expedia.

The Latest Jefferson Valley vacation packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was $728, price is now $465 per person
$465
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (4,191 reviews)

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was $1,669, price is now $970 per person
$970
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $976, price is now $613 per person
$613
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (8,157 reviews)
Great stay! Perfect location!

Reviewed on Nov 11, 2026

Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Price was $1,804, price is now $1,152 per person
$1,152
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8/10 Very Good! (1,000 reviews)
Excellent location. Clean and spacious room! Would stay again.

Reviewed on Nov 8, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $2,438, price is now $1,560 per person
$1,560
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
The staff was extremely helpful with early checkin and was happy to hold our luggage before our room was ready and after check out so we could enjoy the city. The room was clean, and the complimentary waters were nice. The buffet breakfast was definitely worth the price. We had an amazing view and delicious meal.

Reviewed on Nov 11, 2026

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Jefferson Valley Hotel Deals

West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $124 total per night from Nov 15 to Nov 16
$124 total
Nov 15 - Nov 16
Total with taxes and fees
West Gate Inn Nyack
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
$133 nightly
The price is $152 total per night from Dec 8 to Dec 9
$152 total
Dec 8 - Dec 9
Total with taxes and fees
7/10 Good! (1,011 reviews)
"Room was clean, there was a leak in the bathroom but they change my room.. all in all like staying here when I’m in the area"

Reviewed on Nov 11, 2026

Sleepy Hollow Hotel, a Dolce by Wyndham
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
$106 nightly
The price is $125 total per night from Nov 16 to Nov 17
$125 total
Nov 16 - Nov 17
Total with taxes and fees
Overlook Lodge at Bear Mountain
See all 619 properties in Jefferson Valley
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 Jefferson Valley Vacation Packages

Jefferson Valley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
14,100
Top Sights
Franklin D. Roosevelt State Park, Paramount Hudson Valley Theater and Wolf Conservation Center

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Frequently asked questions

How much does a Jefferson Valley vacation package cost?
You'll find cheap prices from $465 on Expedia for your Jefferson Valley escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Jefferson Valley costs.
What are the cheapest months to go to Jefferson Valley?
You can generally find reduced prices and greater availability in December, January and February. Take a look at our cheap Jefferson Valley vacation packages and you could land some excellent off-season deals.
How many days is enough for Jefferson Valley?
With a well-organized itinerary, you can easily visit the most popular Jefferson Valley sights in a handful of days. But if you want to discover hidden gems or go on day tours, think about booking your Jefferson Valley vacation for longer.
How to find the best Jefferson Valley package deals?
Start your search for a Jefferson Valley package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Jefferson Valley package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Jefferson Valley adventure underway.
Is it cheaper to book a Jefferson Valley vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still get the freedom to create a customized Jefferson Valley vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Jefferson Valley?
If you're considering a spur-of-the-moment Jefferson Valley vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Jefferson Valley vacation packages?
Your Jefferson Valley trip should be a relaxing escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.