Castleton-on-Hudson Vacations from $430

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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.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was $580, price is now $430 per person
$430
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.2/10 Wonderful! (918 reviews)
We enjoyed the activities. The room was also spacious.

Reviewed on Jul 13, 2026

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $1,011, price is now $596 per person
$596
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.2/10 Wonderful! (1,002 reviews)
We felt warmly welcomed by the staff. Our room was lovely with the exception of being located at the front of the house. We could hear the traffic. The breakfast was delicious and freshly prepared. The woman serving us was very nice and efficient. We enjoyed our stay.

Reviewed on Jul 6, 2026

Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Downtown Saratoga Springs
Save 100% on your flight
Price was $1,328, price is now $943 per person
$943
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Albany (ALB)
9/10 Wonderful! (929 reviews)
Deeper

Reviewed on Jul 12, 2026

Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,396, price is now $1,013 per person
$1,013
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.8/10 Exceptional! (31 reviews)
My husband and in laws each rented a cabin for a weekend. The property is beautiful, amenities are impressive, and the food is excellent! We enjoyed spending time by the pool reading (excellent book selection in the lobby,) relaxing in the dry saunas, kayaking on the lake, Sunday yoga and the peace of the guided evening float. Prospect Berkshires is incredibly curated from the moment you get out of your car. This was my second stay and will not be my last!

Reviewed on Jul 1, 2026

Ambler Hotel

Ambler Hotel

2 out of 5
Save 100% on your flight
Price was $2,755, price is now $2,020 per person
$2,020
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Albany (ALB)
7/10 Good! (12 reviews)
The place is great. The location is perfect.

Reviewed on Jul 11, 2026

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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

What to do in Castleton-on-Hudson

Albany Sunset Sightseeing Cruise

Albany Sunset Live Music Cruise

$50
per adult
100% of travellers recommend
Albany Sunset Live Music Cruise
See all activities in Castleton-on-Hudson

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
$130 nightly
The price is $145 total per night from Jul 19 to Jul 20
$145 total
Jul 19 - Jul 20
Total with taxes and fees
8.6/10 Excellent! (1,021 reviews)
"Good breakfast and nice front desk! Room was clean."

Reviewed on Jul 13, 2026

Comfort Inn & Suites East Greenbush - Albany
Marriott Albany

Marriott Albany

3.5 out of 5
189 Wolf Rd Albany NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $146 total per night from Jul 26 to Jul 27
$146 total
Jul 26 - Jul 27
Total with taxes and fees
8.4/10 Very Good! (1,037 reviews)
"The front desk person was very friendly and helpful. The food at the restaurant was very good. The room was nice. The building itself was clean but needs some updating. We noticed wallpaper peeling in hallways and different areas but other than that, it was a nice place. We felt safe and the price ..."

Reviewed on Jul 13, 2026

Marriott Albany
Hilton Albany

Hilton Albany

3.5 out of 5
40 Lodge Street Albany NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Aug 2 to Aug 3
$140 total
Aug 2 - Aug 3
Total with taxes and fees
7.4/10 Good! (1,080 reviews)
"Our room was nice and clean. Fresh linens. However the do not have a microwave. Our tub was old and pealing. The water took awhile to go down in the sink. Also you have to pay $22 for unlimited parking. They also had kids playing in the hallway at 10 at night"

Reviewed on Jul 12, 2026

Hilton Albany
See all 1,168 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 $430 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.