Rondout Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

Rondout Hotel Deals

Kingston Carriage House

Kingston Carriage House

4 out of 5
85 Abeel St Kingston NY
The price is CA $297 per night from Nov 30 to Dec 1
CA $297
CA $346 total
Nov 30 - Dec 1
includes taxes & fees
9/10 Wonderful! (58 reviews)
"It’s a cool space but it’s filthy. There is dust and cobwebs everywhere. The windows need a cleaning. Sorry I sat on the porch last night as my cost is dirty from the dirt on the rocking chair. I read in reviews that some folks had croissants outside their door in the am. We did not have that experience. ..."

Reviewed on Oct 27, 2026

Kingston Carriage House
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Nov 9 to Nov 10
CA $213
CA $240 total
Nov 9 - Nov 10
includes taxes & fees
8.2/10 Very good! (1,012 reviews)
"The staff was lovely & helpful, however the hotel is run down and needs some updates. Not a comfortable stay. Could be charming, historically aged & cozy - but it misses the mark."

Reviewed on Nov 1, 2026

Beekman Arms and Delamater Inn
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Fully refundable
The price is CA $122 per night from Dec 2 to Dec 3
CA $122
CA $141 total
Dec 2 - Dec 3
includes taxes & fees
Holiday Inn Express Poughkeepsie by IHG
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.

Stay near popular Rondout attractions

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.