Annandale-on-Hudson Vacations from $404
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Your Annandale-on-Hudson Vacation
The easiest way to experience this lively city is with a customized Annandale-on-Hudson vacation package. Base yourself in the neighborhood of Kingston Stockade District, which is good for families, festivals and markets or go someplace else — our packages are all about you. If a sightseeing tour is on the to-do list during your trip to Annandale-on-Hudson, swing by big attractions like Bard College, Dutchess County Fairgrounds and Old Rhinebeck Aerodrome. Stop daydreaming and start doing. Check out the multitude of options on Expedia today and put your Annandale-on-Hudson vacation plans into gear!
The Latest Annandale-on-Hudson vacation packages
Price found within the past 48 hours. Click for updated prices.
Wylder Hotel Windham
Price was $464, price is now $404 per person
$404
per person
Mar 14 - Mar 16
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Hudson (HCC)
8.8/10 Excellent! (80 reviews)
This place is GREAT!! Outstanding room, top notch service, cool staff, and good food!! Mmm mm!! I'm ready to go again!!
Reviewed on Jan 10, 2026
Deer Mountain Inn
Save 100% on your flight
Price was $1,348, price is now $1,029 per person
$1,029
per person
Mar 14 - Mar 18
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Hudson (HCC)
9/10 Wonderful! (4 reviews)
I loved the guest room with the pool table and self attend bar.
Reviewed on Oct 22, 2024
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View all tripsDiscover the most popular places to visit in Annandale-on-Hudson
Bard College
Enjoy the collegiate vibe at Bard College during your visit to Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
Hessel Museum of Art
You can study the exhibits at Hessel Museum of Art, a museum with a story of its own, during your travels to Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
Annandale-on-Hudson Hotel Deals
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$149 nightly
The price is $161 total per night from Feb 11 to Feb 12
$161 total
Feb 11 - Feb 12
Total with taxes and fees
9.4/10 Exceptional! (148 reviews)
The cabin was very clean and cozy
Reviewed on Feb 6, 2026
Residence Inn by Marriott Kingston
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $138 total per night from Mar 1 to Mar 2
$138 total
Mar 1 - Mar 2
Total with taxes and fees
8.8/10 Excellent! (841 reviews)
Good hotel
Reviewed on Feb 8, 2026
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
$164 nightly
The price is $177 total per night from Mar 2 to Mar 3
$177 total
Mar 2 - Mar 3
Total with taxes and fees
9/10 Wonderful! (860 reviews)
Great room. Good continental breakfast.
Reviewed on Feb 7, 2026
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.
Find the Best Annandale-on-Hudson Vacation Packages
Annandale-on-Hudson Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Old Rhinebeck Aerodrome, Center for Performing Arts at Rhinebeck and Margaret Lewis Norrie State Park |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
