Rhinebeck Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Rhinebeck Vacation

When a city getaway is calling, answer it with a Rhinebeck vacation package. The neighborhood of Kingston Stockade District, which is great for families, festivals and markets, makes a fantastic base for your adventures. Any trip to Rhinebeck needs a well-crafted itinerary. Fill yours with major attractions such as Dutchess County Fairgrounds, Old Rhinebeck Aerodrome and Center for Performing Arts at Rhinebeck. Don't delay visiting this city any longer. The ultimate Rhinebeck vacation is only a few clicks away with Expedia.

Top Rhinebeck Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $882, price is now CA $560 per person
CA $560
per person
Oct 7 - Oct 9
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $6,783, price is now CA $3,371 per person
CA $3,371
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Rooms are so nice and spacious. Plenty of room to enjoy indoor time. Lots of outdoor options on and near the property. Highly recommend. Beautiful views of the bridges and the city.

Reviewed on Aug. 19, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was CA $1,953, price is now CA $1,164 per person
CA $1,164
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,271 reviews)
Wonderful property, accesible to multiple subway stations. Walkable distance to plenty of sites and attractions. Great costumer service!

Reviewed on Aug. 20, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $1,062, price is now CA $693 per person
CA $693
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (6,194 reviews)
Wow, right on times square!! So cute! Vintage! Not extravagant, but for the location, I would definitely stay there again!

Reviewed on Aug. 21, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was CA $2,164, price is now CA $1,415 per person
CA $1,415
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,945 reviews)
We had a comfy stay!

Reviewed on Aug. 18, 2025

Ready to book your vacation to Rhinebeck?

 

Choose your dates

Rhinebeck Hotel Deals

Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St, Rhinebeck, NY
Fully refundableReserve now, pay when you stay
The price is CA $652 per night from Sep 1 to Sep 2
CA $652
CA $788 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (288 reviews)
"The inn was lovely with attentive staff!"

Reviewed on Aug. 9, 2025

Mirbeau Inn & Spa
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST, Rhinebeck, NY
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Sep 7 to Sep 8
CA $236
CA $267 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (725 reviews)
"Historic hotel with great location and staff."

Reviewed on Aug. 16, 2025

Beekman Arms Hotel
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3 out of 5
Mill St, Rhinebeck, NY
The price is CA $347 per night from Aug 27 to Aug 28
CA $347
CA $425 total
Aug 27 - Aug 28
includes taxes & fees
9.2/10 Wonderful! (107 reviews)
"Great location to explore downtown Rheinbeck"

Reviewed on Aug. 5, 2025

The Gables of Rhinebeck Inn
See all 1,737 properties in Rhinebeck
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Rhinebeck

Omega Institute

Take a campus tour or just explore the area of Omega Institute, during your travels in Rhinebeck. Stroll along the riverfront or experience the area's festivals.

Omega Institute

Northern Dutchess Botanical Gardens

Explore the great outdoors at Northern Dutchess Botanical Gardens, a lovely green space in Rhinebeck. Stroll along the marina or experience the area's festivals.

Northern Dutchess Botanical Gardens

Museum of Rhinebeck History

You can browse the exhibits at Museum of Rhinebeck History, a museum with a storied past, during your trip to Rhinebeck. Stroll along the marina or experience the area's festivals.

Museum of Rhinebeck History

What to do in Rhinebeck

Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

CA $92
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
See all activities in Rhinebeck

Frequently asked questions

How much does a Rhinebeck vacation package cost?
You can grab a vacation package to this top destination from CA $560 on Expedia. However, how much your vacation to Rhinebeck costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Rhinebeck?
You can typically find lower prices and better availability in January, March and April. Browse our cheap Rhinebeck vacation packages and you could get some great off-season deals.
How many days is enough for Rhinebeck?
Rhinebeck vacations come in many shapes and sizes, but to really sink your teeth into this destination, we think 2 days is a good ballpark. In this timeframe, you can visit top sights like Esopus Creek and Kingston Rondout Visitor Centre and seek out some underrated spots. Don't skip cool areas such as Town of Ulster and Kingston Stockade District either. If you plan wisely, you can even allow for a day trip or two from Rhinebeck too.
Is it worth booking a vacation package to Rhinebeck?
Rhinebeck has everything you need for a fantastic getaway — camping, mountain biking and hiking are just the start. Whether you'd like to visit attractions such as Centre for Performing Arts at Rhinebeck and Museum of Rhinebeck History, or take the road less travelled, you'll find plenty to see and do on your Rhinebeck vacation.
How to find the best Rhinebeck package deals?
Begin your search for a Rhinebeck package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Rhinebeck package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rhinebeck escape off to a flying start.
Is it cheaper to book a Rhinebeck vacation as a package?
You can enjoy significant savings on your next Rhinebeck escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Rhinebeck?
If you're considering a spontaneous Rhinebeck trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Rhinebeck?

  1. Choose your travel dates: The things you want to do in Rhinebeck and your preferred season will help you decide when to go.
  2. Budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Rhinebeck.
  3. Decide how long to go away for: Now that you're more familiar with Rhinebeck, you can figure out the right length of your break. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Rhinebeck vacation package that brings all your bookings together.

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