Annandale-on-Hudson Holidays

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Your Annandale-on-Hudson Holiday

When a getaway to the city is calling, answer it with an Annandale-on-Hudson holiday package. The neighbourhood of Kingston Stockade District, which is great for families, festivals and markets, makes a wonderful base for your adventures. Every trip to Annandale-on-Hudson needs a well-planned itinerary. Fill yours with major attractions like Bard College, Dutchess County Fairgrounds and Old Rhinebeck Aerodrome. Whoever you're travelling with and whether your budget is big or small, your dream Annandale-on-Hudson holiday is just clicks away with Expedia.

Annandale-on-Hudson Holiday

Annandale-on-Hudson Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Ulster Performing Arts Centre, Lake Taghkanic State Park and Old Rhinebeck Aerodrome

Our pick of the best Annandale-on-Hudson Hotel Deals

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
AU$247
9 Nov - 10 Nov
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"We loved the uniqueness of this very special inn. The history is amazing. Our room had been upgraded to include a bathroom, tv, etc., of course, but still felt timeless."

Reviewed on 15 Oct 2026

Beekman Arms and Delamater Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
AU$444
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (91 reviews)
"Abysmal experience that we paid over $700 for for a single night. The sound proofing is awful and if the person in the room above you is wearing shoes, things in your room will actually rattle as they walk around. Hot water in the shower gets cut off if someone above you takes a shower. Flushing ..."

Reviewed on 11 Oct 2026

Pocketbook Hotel and Bath
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
AU$227
8 Nov - 9 Nov
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"My husband and I have stayed at this hotel previously we are returned visitors. Our room was immaculate. We had a balcony that overlooked the beautiful mountains and gorgeous trees in the fall. The room itself was impeccable the bathroom Stella. I would definitely recommend this hotel to anyone. ..."

Reviewed on 15 Oct 2026

Hunter Lodge, a Bluebird by Lark
See all 1,756 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.

Stay near popular Annandale-on-Hudson attractions

Bard College

8.6/10 (100 reviews)
Explore the campus of Bard College during your stay in Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
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Hessel Museum of Art

You can study the exhibits at Hessel Museum of Art, a museum with a story of its own, during your trip to Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
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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.