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

A bridge over a body of water with a forested hill in the background.
FlightsFlightsHotelsHotels

Kingston

Kingston

Top Ulster County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,290, price is now CA $861 per person
CA $861
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,500 reviews)
Staff was great but that’s about it. Rooms and bathrooms are extremely small. You can hear everything from the hallways

Reviewed on Jul 1, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,366, price is now CA $3,281 per person
CA $3,281
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Nicely designed hotel with beautiful views. Staff was very nice but service was generally slow.

Reviewed on Jun 28, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,423, price is now CA $1,533 per person
CA $1,533
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,632 reviews)
amazing staff - perfect location

Reviewed on Jul 2, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,445, price is now CA $1,549 per person
CA $1,549
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,099 reviews)
Wonderful property. Small room but modern and clean. Great location. It would be nice if rooms had a microwave. Worst part was there are no ice machines and bar and coffee shop were reluctant to provide. Water in room was scalding hot. It literally melted a plastic cup. I’m glad our grandkids weren’t with us. Breakfast was excellent. Very busy but restaurant staff was quick and friendly. Coffee choice was limited. They wouldn’t let me take in a coffee from their own coffee shop. A laundry room would be excellent.

Reviewed on Jul 2, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,842, price is now CA $1,178 per person
CA $1,178
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Everything was amazing !

Reviewed on Jul 2, 2026

Ulster County Hotel Deals

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 $131 per night from Jul 5 to Jul 6
CA $131
CA $146 total
Jul 5 - Jul 6
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Chantelle at the front desk was very pleasant and accommodating. She was the best part of our short stay. The room was fine, it was basic, but the beds were comfortable. The breakfast was just ok, it was pretty limited, not as good as other Best Westerns we've recently stayed in, and they were out ..."

Reviewed on Jul 1, 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Jul 9 to Jul 10
CA $237
CA $322 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (520 reviews)
"Front deck is super nice!"

Reviewed on Jun 29, 2026

AutoCamp Catskills
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 $209 per night from Jul 9 to Jul 10
CA $209
CA $234 total
Jul 9 - Jul 10
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"I loved to stay"

Reviewed on Jun 29, 2026

Hampton Inn by Hilton New Paltz
See all 1,404 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 $861. 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

Catskills Scenic Byway Self-Guided Driving Audio Tour

Catskills Scenic Byway Self-Guided Driving Audio Tour

CA $24
per traveller
Catskills Scenic Byway Self-Guided Driving Audio Tour
Discover US East Coast Self Guided Audio Tour

Discover US East Coast Self Guided Audio Tour

CA $201
per traveller
Discover US East Coast Self Guided Audio Tour
Explore NYC's Best: 6 Self-Guided Walking Tours in One Bundle

Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours

CA $69
per traveller
Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours
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.