Tillson Vacations from $639
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Tillson Vacation
When a city break is calling, answer it with a Tillson vacation package. The neighborhood of Kingston Stockade District, which is good for families, festivals and markets, makes an excellent base for your adventures. You'll want to sightsee during your trip to Tillson. Carve out some time for famous attractions like State University of New York-New Paltz, Mohonk Golf Course and Huguenot Street Historic District. Expedia will help you escape your daily routine. Tailor your vacation to Tillson to match your travel style, whatever that may be!
The Latest Tillson vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
$639
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (7,727 reviews)
The staff was super friendly and helpful but unfortunately the TV wasn't working along with the water dispenser at the bar until our last day other than that everything was great
Reviewed on Aug 12, 2026
Seven Beach Lane
$1,150
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 2026
Omni Berkshire Place
Manhattan
$1,757
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,174 reviews)
We enjoy the Omni so much that we keep on returning year after year! Excellent location and superb staff
Reviewed on Aug 11, 2026
Tillson Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$110 nightly
$128 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,037 reviews)
"Very clean property, bit further out from most of the other hotels but it is newer. Getting into the property is a bit more complicated as you enter via the storage center’s driveway"
Reviewed on Aug 12, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$129 nightly
$146 total
Aug 16 - Aug 17
Total with taxes and fees
8.2/10 Very Good! (966 reviews)
"Historic, charming, affordable and near many lovely things."
Reviewed on Aug 12, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$81 nightly
$94 total
Sep 10 - Sep 11
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Check in was good, friendly and fast. Room was not cleaned properly-the shower was disgusting and the floors had not been vacuumed in some time. When I told the front desk at check out they basically just shrugged. The toilet was in a very awkward position in the bathroom. The elevators were also ..."
Reviewed on Aug 11, 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.
Find the Best Tillson Vacation Packages
Tillson Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 1,600 |
Top Sights | Lake Minnewaska Beach, Robibero Winery and Ulster Performing Arts Center |
More vacations you might like
Frequently asked questions
How much does a Tillson vacation package cost?
Offering great value package deals from $639 on Expedia, you'll be surprised at how little a vacation to Tillson costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Tillson?
November, December and January are the best times to search for cheap Tillson vacation packages. Traveling in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Tillson?
Generally, a handful of days is enough to visit the top sights during your Tillson vacation. But if you'd like to have time to rest or go on day tours, consider extending your trip.
How to find the best Tillson package deals?
Begin your search for a Tillson package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," 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 Tillson package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Tillson adventure underway.
Is it cheaper to book a Tillson vacation as a package?
You can enjoy significant savings on your Tillson getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. 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 Tillson?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Tillson trip.
Does Expedia offer Book Now, Pay Later Tillson vacation packages?
Your Tillson trip is meant to be an escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down 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.
