Barrytown Vacations from $493

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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.
SunView Motel

SunView Motel

2.5 out of 5
Price was $581, price is now $493 per person
$493
per person
Nov 22 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Hudson (HCC)
8.6/10 Excellent! (542 reviews)
very nice she the best

Reviewed on Aug 18, 2025

The Hidden Inn

The Hidden Inn

4 out of 5
Price was $674, price is now $509 per person
$509
per person
Nov 22 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Hudson (HCC)
9.2/10 Wonderful! (39 reviews)
The staff was great. There has to be a better communication between the hotel and expedia.

Reviewed on Aug 20, 2025

Eastwind Windham

Eastwind Windham

2 out of 5
Price was $808, price is now $639 per person
$639
per person
Nov 22 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Hudson (HCC)
9.2/10 Wonderful! (59 reviews)
Friendly staff, accommodating and clean Some of it under construction

Reviewed on May 23, 2025

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was $719, price is now $572 per person
$572
per person
Nov 22 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Very convenient to hiking trails. Staff very friendly and helpful

Reviewed on Aug 23, 2025

Hotel Vienna

Hotel Vienna

2.5 out of 5
Price was $643, price is now $528 per person
$528
per person
Nov 22 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Hudson (HCC)
9.4/10 Exceptional! (618 reviews)
Nice reception at the front desk Great parking Only issue is that er have s room on the 2nd floor eith no elevator for luggage

Reviewed on Aug 27, 2025

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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

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Sep 4 to Sep 5
$157 total
Sep 4 - Sep 5
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
"Great hotel, with friendly staff. Great amenities and close to major highway."

Reviewed on Aug 21, 2025

Best Western Plus Kingston Hotel And Conference Center
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Sep 7 to Sep 8
$91 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
"The desk clerk was very friendly and helpful. We didn't realize that we were so close to FDR's home. Literally right across the street! We were able to also see the Vanderbilt grounds as well. A nice area for a weekend."

Reviewed on Aug 25, 2025

Quality Inn Hyde Park Poughkeepsie North
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Sep 21 to Sep 22
$99 total
Sep 21 - Sep 22
Total with taxes and fees
7.6/10 Good! (861 reviews)
"Bed was a little soft for me, and had some kind of plastic covering on the mattress that made it a bit noisy with movement. But the room was a good size and the coffee was good."

Reviewed on Aug 24, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
See all 1,508 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.

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Frequently asked questions

How much does a Barrytown vacation package cost?
You'll find cheap prices from $493 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.