Castleton-on-Hudson Vacations from $453

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Your Castleton-on-Hudson Vacation

The stress-free way to experience this vibrant city is with a customized Castleton-on-Hudson vacation package. Stay in the neighborhood of Downtown Albany, which is good for history, bars and pubs and culture or go someplace else — our package deals are all about you. If some sightseeing is on your list of things to do during your trip to Castleton-on-Hudson, schedule a stop at well-known attractions like Brookview Station Winery. Stop dreaming and start traveling. Browse the many options on Expedia today and put your Castleton-on-Hudson vacation plans in motion!

The Latest Castleton-on-Hudson vacation packages

Price found within the past 48 hours. Click for updated prices.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $621, price is now $453 per person
$453
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
8.4/10 Very Good! (156 reviews)
liked it was clean . furniture is dated. Roads need repair . too many potholes

Reviewed on Nov 2, 2026

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $815, price is now $534 per person
$534
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
9.2/10 Wonderful! (1,004 reviews)

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $694, price is now $497 per person
$497
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
8/10 Very Good! (64 reviews)

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Price was $6,077, price is now $4,711 per person
$4,711
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
No reviews

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Price was $3,203, price is now $2,554 per person
$2,554
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
No reviews

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Stay near popular Castleton-on-Hudson attractions

Brookview Station Winery

8.0/10 (2 reviews)
You can enjoy a tasting or tour at Brookview Station Winery during your travels to Castleton-on-Hudson. Take in the great live music while you're in the area.
See properties

Castleton-on-Hudson Hotel Deals

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 out of 5
99 Miller Rd Castleton-on-Hudson NY
Fully refundable
$114 nightly
The price is $126 total per night from Nov 29 to Nov 30
$126 total
Nov 29 - Nov 30
Total with taxes and fees
Comfort Inn & Suites East Greenbush - Albany
Four Season Motel

Four Season Motel

2.5 out of 5
1666 Columbia Turnpike Castleton-on-Hudson NY
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $74 total per night from Nov 8 to Nov 9
$74 total
Nov 8 - Nov 9
Total with taxes and fees
5.4/10 (222 reviews)
"Great"

Reviewed on Nov 3, 2026

Four Season Motel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $143 total per night from Nov 5 to Nov 6
$143 total
Nov 5 - Nov 6
Total with taxes and fees
Vacation Village in the Berkshires
See all 1,181 properties in Castleton-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.

Find the Best Castleton-on-Hudson Vacation Packages

Castleton-on-Hudson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
Population
1,450
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Brookview Station Winery, Joseph L Bruno Stadium and Crailo State Historic Site

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Frequently asked questions

What's the best vacation package for Castleton-on-Hudson?
For families seeking the best vacation packages in Castleton-on-Hudson, a Castleton-on-Hudson vacation package built around a stay at Comfort Inn & Suites East Greenbush - Albany is a strong choice. Rated 8.5 out of 10, this hotel is located about 5 miles from central Castleton-on-Hudson and offers amenities like free breakfast, an indoor pool, and rooms with kitchens, making it convenient for longer stays. Travelers frequently praise its spacious rooms and great location, noting the food as a highlight.
How can I save money on a Castleton-on-Hudson vacation package?
When you bundle, you can save up to 30%*. To save money on a Castleton-on-Hudson package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Castleton-on-Hudson?
A Castleton-on-Hudson vacation offers a mix of outdoor activities, cultural venues, and local experiences:

Browse and book things to do in Castleton-on-Hudson on Expedia.
Can I change or cancel my Castleton-on-Hudson vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Castleton-on-Hudson vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Castleton-on-Hudson vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Castleton-on-Hudson vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Castleton-on-Hudson?
To find last-minute vacation packages to Castleton-on-Hudson, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Castleton-on-Hudson vacation packages?
Free cancellation on a Castleton-on-Hudson vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Castleton-on-Hudson vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Castleton-on-Hudson getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Castleton-on-Hudson vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.