Ulster County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Doug Kerr

Top 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)
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Kingston

Kingston

Top hotels in Ulster County

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is 35.829.200 ₫ per night from 24 Jun to 25 Jun
35.829.200 ₫
41.551.334 ₫ total
24 Jun - 25 Jun
includes taxes & fees
9.4/10 Exceptional! (67 reviews)
"Amazing stay! Will be back"

Reviewed on 16 May 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 2.553.094 ₫ per night from 10 Jun to 11 Jun
2.553.094 ₫
2.859.466 ₫ total
10 Jun - 11 Jun
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Property was clean and well maintained p. Beds were very comfortable and rooms were quiet."

Reviewed on 26 May 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
The price is 2.765.435 ₫ per night from 8 Jun to 9 Jun
2.765.435 ₫
3.097.289 ₫ total
8 Jun - 9 Jun
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"This is a great place to stay when in the New Paltz area. The facilities and room were clean and the staff were very friendly. Nothing fancy, just a nice homely place."

Reviewed on 26 May 2026

Americas Best Value Inn New Paltz
See all 1,407 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.

Frequently asked questions

How much does a Ulster County holiday package cost?
Explore the best of Ulster County from just . 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 1null000null000 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 Centre and Hampton Inn Kingston will make you feel at home.
How far in advance should I book my Ulster County holiday?
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 holiday 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 organising 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 holiday 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 holiday package?
Don't worry if you're rethinking your Ulster County holiday 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.