Ulster County Vacation Packages

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Your Ulster County Vacation

Leave all the planning up to us with a Ulster County vacation package. With everything arranged before you depart, the only thing left to do is sit back, relax and experience this destination's many wonders. With so many things to see on a trip to Ulster County, it can be difficult to know where to begin. Kick off your travels in Kingston at Bethel Woods Museum and Ulster Performing Arts Centre — two leading attractions here. Another city to add to your itinerary is Ellenville. Don't miss Shawangunk Mountains and Sam's Point Preserve. Start packing your suitcase, because your Ulster County vacation is just clicks away with Expedia.

Top vacation destinations in Ulster County

view of the Kingston-Rhinecliff Bridge from Kingston point beach (continuous under deck truss toll bridge across hudson river in new york state)
FlightsFlightsHotelsHotels

Kingston

Kingston

Top Ulster County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was CA $2,469, price is now CA $1,471 per person
CA $1,471
per person
Jul 6 - Jul 10
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $3,182, price is now CA $1,645 per person
CA $1,645
per person
Aug 7 - Aug 10
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (668 reviews)
Customer Service is outstanding

Reviewed on Apr 23, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $7,124, price is now CA $3,980 per person
CA $3,980
per person
Jul 8 - Jul 12
found 11 hours ago
Roundtrip flight included
Toronto (YTO) 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

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,599, price is now CA $3,260 per person
CA $3,260
per person
Jul 9 - Jul 13
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,008 reviews)
Fabulous location right next to the ferry to Manhattan for a quick jump over to the Financial District. Nice area to wander around and grab a bite to eat. Views are insane. We went to the rooftop restaurant for the skyline views. Food was decent but atmosphere was the showstopper. Would stay again.

Reviewed on May 17, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $3,343, price is now CA $1,978 per person
CA $1,978
per person
Jul 25 - Aug 2
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,014 reviews)
Everything about my stay was great. The location, the room was so clean, the staff was helpful, and a wonderful breakfast was included!

Reviewed on May 18, 2026

Ulster County Hotel Deals

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is CA $1,909 per night from Jun 1 to Jun 2
CA $1,909
CA $2,212 total
Jun 1 - Jun 2
includes taxes & fees
9.4/10 Exceptional! (67 reviews)
"Amazing stay! Will be back"

Reviewed on May 16, 2026

Wildflower Farms, Auberge Collection
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Jun 1 to Jun 2
CA $127
CA $143 total
Jun 1 - Jun 2
includes taxes & fees
7.8/10 Good! (1,011 reviews)
"Clean room. Friendly staff. Great hot breakfast. Good parking. Stayed here for my daughter's graduation over at New Paltz. Easy 15 minute drive away."

Reviewed on May 18, 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln New Paltz NY
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from May 19 to May 20
CA $144
CA $162 total
May 19 - May 20
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"El servicio fue mejor de lo esperado! Lo recomiendo totalmente."

Reviewed on May 12, 2026

Americas Best Value Inn New Paltz
See all 1,405 properties in Ulster County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Ulster County vacation package cost?
Explore the best of Ulster County from just CA $1,471. Choose from a wonderful selection of rental cars, hotels and flights to suit every budget and style. You can score even more discounts when you add a few activities or tours to your package.
How do I get a cheap travel package to Ulster County?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Choose a combination that best fits you and watch your savings stack up. Of course, a package deal is never one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotel options across the globe, which lets you customize your Ulster County adventure.
What are the top hotels in Ulster County?
When it comes to properties in Saugerties, Hampton Inn by Hilton New Paltz and Howard Johnson by Wyndham Saugerties are two terrific options. If you're visiting Woodstock, Best Western Plus Kingston Hotel And Conference Center and Hampton Inn Kingston will make you feel at home.
How far in advance should I book my Ulster County vacation?
Your best bet is to book early. Airlines typically release flights around a year ahead of departure, and this is an ideal opportunity to pick up some rock-bottom prices. Boss just told you to take some vacation time next week? No need to worry. Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Ulster County travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can create your Ulster County travel package the way you like it. All you have to do is decide just what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Ulster County travel package?
When you book your hotels, flights and car rentals together, you'll land awesome discounts. Whether you're organizing an island getaway in a villa or prefer to stay in a ritzy city hotel, Expedia will make it happen for less.
Can I choose my airline with a Ulster County Expedia vacation package?
Yes, and with more than 550 airlines to choose from globally, you've got lots of choice. Have a look through the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Ulster County vacation package?
Don't worry if you're rethinking your Ulster County vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We understand life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.