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

FlightsFlightsHotelsHotels

Kingston

Kingston
FlightsFlightsHotelsHotels

Woodstock

Woodstock

Top Ulster County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,206, price is now CA $720 per person
CA $720
per person
Oct 20 - Oct 23
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.

Reviewed on Aug. 28, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,990, price is now CA $1,576 per person
CA $1,576
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
Great hotel. Small rooms

Reviewed on Aug. 31, 2025

The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Price was CA $7,344, price is now CA $4,498 per person
CA $4,498
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
June checked us in for The Plaza and was excellent. He was friendly and offered us a room upgrade. We ended up moving to a family suite with 2 queen beds, a sitting area and bar area with a sink and microwave. The room was spectacular. Doormen were also super friendly and bellman was helpful too. The service here is exceptional and the rooms and common areas are beautiful. Highly recommend the hotel for a luxury experience.

Reviewed on Aug. 25, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,002, price is now CA $1,884 per person
CA $1,884
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (133 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Price was CA $2,962, price is now CA $1,877 per person
CA $1,877
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Close to all Broadway shows very central

Reviewed on Aug. 31, 2025

Ulster County Hotel Deals

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 Sep 8 to Sep 9
CA $144
CA $162 total
Sep 8 - Sep 9
includes taxes & fees
Americas Best Value Inn New Paltz
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is CA $1,310 per night from Sep 17 to Sep 18
CA $1,310
CA $1,527 total
Sep 17 - Sep 18
includes taxes & fees
Wildflower Farms, Auberge Resorts Collection
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 $193 per night from Sep 21 to Sep 22
CA $193
CA $216 total
Sep 21 - Sep 22
includes taxes & fees
Hampton Inn by Hilton New Paltz
See all 1,365 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 $720. 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.