Annandale-on-Hudson Vacations from $376
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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.
Kaatskill Mountain Club at Hunter Mountain
Save 100% on your flight
per person
Sep 19 - Sep 23
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.2/10 Wonderful! (259 reviews)
Every thing was fine
Suggest better television options
Suggest refrigerator in room
Reviewed on Aug 6, 2025
Shadowcrest
per person
Sep 19 - Sep 23
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.8/10 Exceptional! (251 reviews)
Brendan was very friend. We had a very relaxing stay. We felt like we had the place to ourselves, it was so quiet. Bed was very comfortable so slept very well. Bath was nicely remodeled. It was the perfect location for us to attend a local wedding.
Reviewed on Aug 6, 2025
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Bard College
4.5/5(61 reviews)
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
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $147 total per night from Aug 17 to Aug 18
$147 total
Aug 17 - Aug 18
Total includes taxes and fees
7.8/10 Good! (1,007 reviews)
"very clean, the staff was very helpful, polite and easy to talk too, excellent service"
Reviewed on Aug 4, 2025
Quality Inn Hyde Park Poughkeepsie North
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Sep 7 to Sep 8
$91 total
Sep 7 - Sep 8
Total includes taxes and fees
8/10 Very Good! (1,005 reviews)
"room was great. comfy bed. staff very helpful and accomodating."
Reviewed on Aug 4, 2025
Hunter Lodge, a Bluebird by Lark
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $191 total per night from Aug 11 to Aug 12
$191 total
Aug 11 - Aug 12
Total includes taxes and fees
9.2/10 Wonderful! (722 reviews)
"Overall is excellent."
Reviewed on Aug 5, 2025
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.
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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.