Annandale-on-Hudson Vacations from $526
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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.
The Haüs Windham
Save 100% on your flight
Price was $1,594, price is now $1,254 per person
$1,254
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hudson (HCC)
8.6/10 Excellent! (15 reviews)
Hot tub could have been cleaner but all in all. Beautiful and amazing views! Great service with the front desk calls and extra towels provided no problem!
Reviewed on Sep 15, 2025
Wylder Hotel Windham
Price was $761, price is now $637 per person
$637
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Hudson (HCC)
8.8/10 Excellent! (74 reviews)
Really nice restored resort. Rooms were great, staff was friendly. The food is very good.
Reviewed on Nov 3, 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
$114 nightly
The price is $128 total per night from Nov 13 to Nov 14
$128 total
Nov 13 - Nov 14
Total with taxes and fees
7.6/10 Good! (1,059 reviews)
Everything was nice
Reviewed on Oct 31, 2025
Hunter Lodge, a Bluebird by Lark
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $174 total per night from Nov 23 to Nov 24
$174 total
Nov 23 - Nov 24
Total with taxes and fees
9.2/10 Wonderful! (796 reviews)
I wanted to love this place but didn't. I think we were the wrong demographic (retired seniors) as i believe this would appeal more to younger, more social crowd. Our room, advertised as king mountain view indeed had a living area and a king bed up in a loft. It was nicely maintained. But the windows ...
Reviewed on Oct 30, 2025
Beekman Arms Hotel
6387 MILL ST, Rhinebeck, NY
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $184 total per night from Dec 2 to Dec 3
$184 total
Dec 2 - Dec 3
Total with taxes and fees
8.2/10 Very Good! (773 reviews)
Very nice , clean room
Reviewed on Nov 3, 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.
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.