Rhinecliff Vacations from $339

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Your Rhinecliff Vacation

Book a customized Rhinecliff vacation package that has everything you need and no unnecessary extras. Good for families, festivals and markets, consider staying in the neighborhood of Kingston Stockade District. Any trip to Rhinecliff needs a well-thought-out itinerary. Fill yours with famous sights like Dutchess County Fairgrounds, Old Rhinebeck Aerodrome and Center for Performing Arts at Rhinebeck. Don't put off visiting this destination any longer. Your perfect Rhinecliff vacation is a couple of clicks away with Expedia.

The Latest Rhinecliff vacation packages

Price found within the past 48 hours. Click for updated prices.
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $735, price is now $339 per person
$339
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Great rooms, staff and food

Reviewed on Sep 28, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,007, price is now $534 per person
$534
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
What a beautiful hotel, and the staff is 5-star!!!

Reviewed on Jan 29, 2026

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,281, price is now $738 per person
$738
per person
Mar 16 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
Un poco viajó el hotel, pero todo muy increíble

Reviewed on Jan 31, 2026

The George

The George

4 out of 5
Save 100% on your flight
Price was $1,108, price is now $654 per person
$654
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (444 reviews)
Always love the George. Candy closet is the bomb! Staff is always on point!

Reviewed on Jan 27, 2026

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Rhinecliff Hotel Deals

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Feb 8 to Feb 9
$101 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (1,014 reviews)
Very good n clean

Reviewed on Jan 24, 2026

Courtyard by Marriott Poughkeepsie
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
$123 nightly
The price is $138 total per night from Mar 1 to Mar 2
$138 total
Mar 1 - Mar 2
Total with taxes and fees
8.8/10 Excellent! (833 reviews)
Have stayed here many times. they have done a really good job of keeping the property up to date. Very nice people.

Reviewed on Jan 25, 2026

Residence Inn by Marriott Kingston
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from Feb 23 to Feb 24
$190 total
Feb 23 - Feb 24
Total with taxes and fees
8.8/10 Excellent! (450 reviews)
Fun relaxing place friendly staff I will say plan accordingly on food. Their restaurant is not really a restaurant the options are really limited but the great thing is door dash and uber eats deliver there and it’s a good amount of restaurants not too far away.

Reviewed on Jan 5, 2026

AutoCamp Catskills
See all 1,302 properties in Rhinecliff
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 Rhinecliff Vacation Packages

Rhinecliff Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Old Rhinebeck Aerodrome, Center for Performing Arts at Rhinebeck and Hyde Park Historical Society Museum

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Frequently asked questions

How much does a Rhinecliff vacation package cost?
Offering great value package deals from $339 on Expedia, you'll be thrilled with how little a vacation to Rhinecliff costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Rhinecliff?
December, January and February are the best times to look for cheap Rhinecliff vacation packages. Traveling in less busy periods means you can generally find lower prices on hotels and flights.
How many days is enough for Rhinecliff?
With a well-planned schedule, you can easily hit the top Rhinecliff attractions in a few days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Rhinecliff vacation for longer.
How to find the best Rhinecliff package deals?
Use Expedia's filter tool to help you find some of the best Rhinecliff package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Rhinecliff package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Rhinecliff vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still have the freedom to create a tailored Rhinecliff vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Rhinecliff?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Rhinecliff vacation.
Does Expedia offer Book Now, Pay Later Rhinecliff vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Rhinecliff vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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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.