Annandale-on-Hudson Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to ฿4,531 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Annandale-on-Hudson

Beekman Arms Hotel
Beekman Arms Hotel
3.5 out of 5
6387 MILL ST, Rhinebeck, NY
8.2/10 Very Good! (719 reviews)
"Nice old inn and good breakfast"

Reviewed on 19 Jun 2025

Get rates
Beekman Arms Hotel
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is ฿2,921 per night from 30 Jun to 1 Jul
฿2,921
฿3,305 total
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Clean and quiet hotel. Very friendly and helpful staff"

Reviewed on 23 Jun 2025

Quality Inn Hyde Park Poughkeepsie North
Best Western Plus Kingston Hotel And Conference Center
Best Western Plus Kingston Hotel And Conference Center
2.5 out of 5
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is ฿4,299 per night from 30 Jun to 1 Jul
฿4,299
฿4,815 total
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,006 reviews)
"Great spot in Kingston, perfect for venturing into the Historic district, or driving over to Woodstock or the Catskills. Check-in took a while due to short staffing."

Reviewed on 21 Jun 2025

Best Western Plus Kingston Hotel And Conference Center
See all 1,671 properties in Annandale-on-Hudson
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 an Annandale-on-Hudson holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to Annandale-on-Hudson costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Annandale-on-Hudson?
If you're looking to book a cheap Annandale-on-Hudson holiday package, consider travelling in January, February and March. You'll generally find better prices on flights and accommodation during these months --- ideal for budget-conscious travellers.
How many days is enough for Annandale-on-Hudson?
The ideal length for your Annandale-on-Hudson holiday depends on what you'd like to see. Generally, a few days to a week will give you enough time to check out all the major attractions and discover some hidden gems along the way.
How to find the best Annandale-on-Hudson package deals?
Begin your search for an Annandale-on-Hudson package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Annandale-on-Hudson package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Annandale-on-Hudson adventure underway.
Is it cheaper to book an Annandale-on-Hudson holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a personalised Annandale-on-Hudson holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Annandale-on-Hudson?
If you've got your Annandale-on-Hudson travel dates finalized, book early to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Annandale-on-Hudson?

  1. Pick your dates: The things you'd like to do in Annandale-on-Hudson and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: In addition to the price of your hotel, you'll need to consider other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Annandale-on-Hudson.
  3. Decide how many days away: Start by compiling a list of the attractions you want to experience in Annandale-on-Hudson. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, lock in the perfect Annandale-on-Hudson holiday package for you.

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