Ulster County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Doug Kerr

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

A calm harbor with several boats docked, a lighthouse, and a rocky breakwater.
FlightsFlightsHotelsHotels

Kingston

Kingston

Top Ulster County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wall Street Inn

The Wall Street Inn

3 out of 5
Manhattan
Price was CA $2,241, price is now CA $1,408 per person
CA $1,408
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,002 reviews)
This inn is in a convenient location to restaurants, attractions, whole food market, and transportation. The staff was pleasant, and the decor is tastefully done in old world style. Had comfortable bed and roomy bathroom.

Reviewed on Oct 28, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,580, price is now CA $2,201 per person
CA $2,201
per person
Dec 31 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,919, price is now CA $3,202 per person
CA $3,202
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
This hotel is directly on Times Square - great location. Couldn’t have asked for anything more

Reviewed on Oct 28, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,905, price is now CA $1,897 per person
CA $1,897
per person
Dec 31 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
wonderful stay and well located.....

Reviewed on Oct 28, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,303, price is now CA $1,516 per person
CA $1,516
per person
Dec 8 - Dec 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)

Ulster County Hotel Deals

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Nov 11 to Nov 12
CA $182
CA $204 total
Nov 11 - Nov 12
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Lovely property, a very nice Hampton Inn"

Reviewed on Oct 28, 2026

Hampton Inn by Hilton New Paltz
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 $133 per night from Nov 15 to Nov 16
CA $133
CA $149 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (1,050 reviews)
"Everything was great. The morning coffee was delicious. I don’t usually eat breakfast but I enjoy a piece of fruit. There wasn’t any! A great deal for the price, convenience and comfort."

Reviewed on Oct 28, 2026

Americas Best Value Inn New Paltz
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2 out of 5
2764 Route 32 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Nov 8 to Nov 9
CA $171
CA $192 total
Nov 8 - Nov 9
includes taxes & fees
7.4/10 Good! (1,002 reviews)
"Only stayed 1 night, but room was clean & comfortable. Would stay again in the future."

Reviewed on Oct 28, 2026

Howard Johnson by Wyndham Saugerties
See all 1,430 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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Ulster County vacation package cost?
Explore the best of Ulster County from just CA $1,408. 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.

Stay near popular Ulster County attractions

Mohonk Lake

Commune with nature and explore the great outdoors at Mohonk Lake during your travels in High Falls. Discover the mountain views while you're in the area.
See properties

What to do in Ulster County

Discover US East Coast Self Guided Audio Tour

Discover US East Coast Self Guided Audio Tour

CA $205
per traveller
Discover US East Coast Self Guided Audio Tour
See all activities in Ulster County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.