Castleton-on-Hudson Vacations from $307

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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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
8.6/10 Excellent! (1,862 reviews)
The unit has everything you need and is very clean. It would benefit from a step stool in the kitchen area because you can't reach the dishes without standing on a chair. Also it says you MUST use a convention pan to use the cooktop but there isn't one. Parking is difficult -- the spaces area too short for many vehicles leaving them partly in the road.

Reviewed on Aug 3, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
7.4/10 Good! (491 reviews)
Beautiful setting! Comfortable rooms

Reviewed on Jul 25, 2025

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
8.8/10 Excellent! (507 reviews)
Great price for area with clean and spacious suites. Would be perfect if offered on site breakfast.

Reviewed on Aug 3, 2025

Hampton Inn Schenectady Downtown

Hampton Inn Schenectady Downtown

2.5 out of 5
Seward Place
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
9/10 Wonderful! (924 reviews)
Our stay was very good. All staff were very helpful and friendly. The food was great and at breakfast the staff were very friendly and helpful. Our room was very clean, and our beds were very comfortable. We enjoyed our stay.

Reviewed on Jul 30, 2025

The Dewey

The Dewey

3.5 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
8.8/10 Excellent! (314 reviews)
Old world charm building with high ceilings and period features. Comfortable bed with nice bedding. En suite bathroom could use some love. One lightbulb was out and the toiletries weren’t fully stocked. Some visible mildew. Overall, a pleasant experience for our overnight stay.

Reviewed on Jul 30, 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
$110 nightly
The price is $122 total per night from Sep 1 to Sep 2
$122 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Multiple option for breakfast"

Reviewed on Aug 1, 2025

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
$70 nightly
The price is $78 total per night from Aug 29 to Aug 30
$78 total
Aug 29 - Aug 30
Total includes taxes and fees
5.4/10 (187 reviews)
"Excellent"

Reviewed on Sep 19, 2024

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
$118 nightly
The price is $132 total per night from Aug 10 to Aug 11
$132 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (1,921 reviews)
"Excellent"

Reviewed on Aug 2, 2025

Vacation Village in the Berkshires
See all 1,141 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.

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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 $307 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.