Barrytown Vacations from $638

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Your Barrytown Vacation

When a getaway to the city is calling, answer it with a vacation package to Barrytown. The neighborhood of Kingston Stockade District, which is good for families, festivals and markets, makes an awesome base for your adventures. Eager to get out and explore? Bard College, Dutchess County Fairgrounds and Old Rhinebeck Aerodrome are some of the top places to visit during your trip to Barrytown. Don't put off your visit to this city any longer. The ultimate Barrytown vacation is just a few clicks away with Expedia.

The Latest Barrytown vacation packages

Price found within the past 48 hours. Click for updated prices.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
Price was $671, price is now $638 per person
$638
per person
Mar 17 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
9.2/10 Wonderful! (808 reviews)
We expected a fuller breakfast menu like we've had in the past at this hotel.

Reviewed on Jan 20, 2026

Deer Mountain Inn

Deer Mountain Inn

2 out of 5
Price was $1,116, price is now $963 per person
$963
per person
Mar 17 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
9/10 Wonderful! (4 reviews)
I loved the guest room with the pool table and self attend bar.

Reviewed on Oct 22, 2024

The Haüs Windham

The Haüs Windham

2 out of 5
Price was $720, price is now $643 per person
$643
per person
Mar 17 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
8.6/10 Excellent! (17 reviews)
I loved the view and the area

Reviewed on Jul 31, 2025

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was $748, price is now $689 per person
$689
per person
Mar 17 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
9.2/10 Wonderful! (314 reviews)
Everyone was nice, Van Winkles had good food and drink. And great location

Reviewed on Jan 23, 2026

Eastwind Windham

Eastwind Windham

2 out of 5
Price was $754, price is now $706 per person
$706
per person
Mar 17 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
9.2/10 Wonderful! (67 reviews)
This is one of the most amazing weekend vacations I have been on. I can’t complain about anything!

Reviewed on Jan 5, 2026

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Discover the most popular places to visit in Barrytown

Montgomery Place

Learn about the local history of Barrytown when you take a trip to Montgomery Place. Stroll along the marina or experience the area's festivals.

Montgomery Place

Barrytown Hotel Deals

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
$159 nightly
The price is $172 total per night from Jan 26 to Jan 27
$172 total
Jan 26 - Jan 27
Total with taxes and fees
9.4/10 Exceptional! (134 reviews)
It was absolutely beautiful!

Reviewed on Jan 20, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $147 total per night from Feb 8 to Feb 9
$147 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (829 reviews)
Staff is extremely kind and efficient

Reviewed on Jan 19, 2026

Residence Inn by Marriott Kingston
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $161 total per night from Jan 27 to Jan 28
$161 total
Jan 27 - Jan 28
Total with taxes and fees
8.2/10 Very Good! (831 reviews)
The room was very clean. The location of the hotel was very central to everything.

Reviewed on Jan 20, 2026

Beekman Arms Hotel
See all 1,520 properties in Barrytown
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 Barrytown Vacation Packages

Barrytown 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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Frequently asked questions

How much does a Barrytown vacation package cost?
You'll find cheap prices from $638 on Expedia for your Barrytown getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Barrytown costs.
What are the cheapest months to go to Barrytown?
If you'd like to snag a cheap Barrytown vacation package, consider planning a trip in December, January and February. You'll typically find better prices on flights and accommodations during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Barrytown?
With a well-planned itinerary, you can easily tick off the most popular Barrytown attractions in a handful of days. But if you prefer to venture off the beaten track or go on day trips, think about booking your Barrytown vacation for longer.
How to find the best Barrytown package deals?
Landing a cheap Barrytown package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Barrytown package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Barrytown vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can tailor your Barrytown escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Barrytown?
If you're considering an impromptu Barrytown vacation, browse 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 score incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Barrytown vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Barrytown vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.