Castleton-on-Hudson Vacations from $443

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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 Clocktower Hotel at Century House, an Ascend Collection Hotel

The Clocktower Hotel at Century House, an Ascend Collection Hotel

2.5 out of 5
Price was $579, price is now $443 per person
$443
per person
Feb 19 - Feb 23
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
16.8/10 Exceptional! (1,004 reviews)
The room was great, and the breakfast was outstanding, much better than any other hotel I've stayed at...Very reasonably priced hotel. I would recommend it to anyone!

Reviewed on Nov 25, 2025

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
Save 100% on your flight
Price was $839, price is now $502 per person
$502
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
18.4/10 Exceptional! (110 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on Oct 27, 2025

The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $728, price is now $538 per person
$538
per person
Feb 19 - Feb 23
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
18.4/10 Exceptional! (1,005 reviews)
Everything about our stay was perfect! The lady at check-in was super friendly, the room was extremely clean and modern. Definitely recommend The Landing!

Reviewed on Nov 23, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $819, price is now $605 per person
$605
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
14.8/10 Exceptional! (567 reviews)
We feel that the resort fee to access the pool and hot tub as well as the other services covered are over priced. We stay at resorts and hotels all over the US and you are the ONlY place that charges for this.

Reviewed on Nov 21, 2025

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $693, price is now $520 per person
$520
per person
Dec 26 - Dec 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
17.6/10 Exceptional! (3 reviews)
The room was nice and clean, but the hotel itself was still under construction and it took 45 minutes for us to get in our room for check-in I was able to ask for extended check out and we got two complementary drinks from the bar but overall they should have waited to open

Reviewed on Nov 12, 2025

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Discover the most popular places to visit in Castleton-on-Hudson

Brookview Station Winery

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.

Brookview Station Winery

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 refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Dec 20 to Dec 21
$112 total
Dec 20 - Dec 21
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Would stay there again

Reviewed on Nov 15, 2025

Comfort Inn & Suites East Greenbush - Albany
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
$94 nightly
The price is $105 total per night from Nov 30 to Dec 1
$105 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (2,145 reviews)
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...

Reviewed on Nov 22, 2025

Vacation Village in the Berkshires
Crowne Plaza Albany - The Desmond Hotel by IHG

Crowne Plaza Albany - The Desmond Hotel by IHG

3.5 out of 5
660 Albany Shaker Rd Albany NY
Fully refundable
$107 nightly
The price is $123 total per night from Nov 30 to Dec 1
$123 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,018 reviews)
Yes

Reviewed on Nov 23, 2025

Crowne Plaza Albany - The Desmond Hotel by IHG
See all 1,147 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

How much does a Castleton-on-Hudson vacation package cost?
You can snap up a vacation package to this destination from $443 on Expedia. However, how much your vacation to Castleton-on-Hudson costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Castleton-on-Hudson?
You can typically find lower prices and greater availability in February, April and December. Browse our cheap Castleton-on-Hudson vacation packages and you could get some great off-season deals.
How many days is enough for Castleton-on-Hudson?
The ideal length of your Castleton-on-Hudson vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to tick off all the main sights and discover some hidden treasures along the way.
How to find the best Castleton-on-Hudson package deals?
Begin your search for a Castleton-on-Hudson package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Castleton-on-Hudson package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Castleton-on-Hudson getaway off to a flying start.
Is it cheaper to book a Castleton-on-Hudson vacation as a package?
You can enjoy significant savings on your Castleton-on-Hudson retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Castleton-on-Hudson?
If you're planning a spontaneous Castleton-on-Hudson vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Castleton-on-Hudson?

  1. Choose when to get away: Check your diary and get packing. Your favorite time of year and the activities available will also help you decide when to vacation in Castleton-on-Hudson.
  2. Budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Castleton-on-Hudson.
  3. Use our trip planning tool to discover Castleton-on-Hudson: Research every aspect of your trip to Castleton-on-Hudson with this handy planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Determine how many days away: Start by compiling a list of the activities and sights you'd like to get to in Castleton-on-Hudson. Then, estimate how long you'll need at each, along with any travel time.
  5. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal Castleton-on-Hudson vacation package for you.
  6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on Castleton-on-Hudson's highlights. Find all the incredible things to do in Castleton-on-Hudson with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Castleton-on-Hudson vacation packages?
Secure your dream escape to Castleton-on-Hudson with our Book Now, Pay Later vacations. No need to save up or wait until payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up cheap deals before they disappear.

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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.