Shenandoah Vacations from $1,085

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Your Shenandoah Vacation

Take the guesswork out of travel planning with a Shenandoah vacation package. One of the best neighborhoods to stay in this vibrant city is Spackenkill, which is good for golfing and lots more. You'll want to do some exploring during your trip to Shenandoah. Swing by major attractions such as East Fishkill Community Library, Beekman Golf Course and Canopus Beach. Your ideal Shenandoah vacation is just clicks away. Browse airfares, hotels and more on Expedia for a getaway that's tailored to suit your style.

The Latest Shenandoah vacation packages

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,803, price is now $1,085 per person
$1,085
per person
Jul 18 - Jul 25
found 2 hours ago
Roundtrip flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,511 reviews)
Very nice hotel. Close to the train station

Reviewed on May 14, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $5,176, price is now $2,442 per person
$2,442
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,837, price is now $1,599 per person
$1,599
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Everything was wonderful, view , cleaning, service, location. 10/10

Reviewed on May 15, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $6,644, price is now $3,797 per person
$3,797
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (151 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.

Reviewed on Mar 24, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $4,106, price is now $2,492 per person
$2,492
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
everything was great

Reviewed on May 13, 2026

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Discover the most popular places to visit in Shenandoah

Hudson Valley Research Park

After visiting Hudson Valley Research Park, make a plan to see the other sights and activities in Hopewell Junction. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Hudson Valley Research Park

East Fishkill Community Library

East Fishkill Community Library is just one of the places to see in Hopewell Junction, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

East Fishkill Community Library

Beekman Golf Course

Enjoy a round of golf in Hopewell Junction at Beekman Golf Course. Stroll along the riverfront or attend a sporting event in the area.

Beekman Golf Course

Shenandoah Hotel Deals

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from May 31 to Jun 1
$92 total
May 31 - Jun 1
Total with taxes and fees
6.6/10 (1,005 reviews)
Staff could not do anything when i was charged twice.

Reviewed on May 14, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $173 total per night from Jun 7 to Jun 8
$173 total
Jun 7 - Jun 8
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Very nice lobby with a fireplace lit in the evenings.

Reviewed on May 16, 2026

Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $137 total per night from Jun 15 to Jun 16
$137 total
Jun 15 - Jun 16
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Hotel and rooms were very clean. Staff was very helpful. Enjoyed our stay.

Reviewed on May 14, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 698 properties in Shenandoah
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 Shenandoah Vacation Packages

Shenandoah Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Canopus Beach, Beekman Golf Course and East Fishkill Community Library

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Frequently asked questions

How much does a Shenandoah vacation package cost?
Offering great value package deals from $1,085 on Expedia, you'll be surprised at how little a vacation to Shenandoah costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Shenandoah?
If you're looking to score a cheap Shenandoah vacation package, consider visiting in December, January and February. You're likely to find lower rates on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Shenandoah?
Typically, a handful of days is enough to go to the major attractions during your Shenandoah vacation. But if you want to have some time to chill out or take day trips, think about extending your trip.
How to find the best Shenandoah package deals?
Use Expedia's filters to help you find some great Shenandoah package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Shenandoah package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Shenandoah vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalize your Shenandoah escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Shenandoah?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Shenandoah getaway.
Does Expedia offer Book Now, Pay Later Shenandoah vacation packages?
Your Shenandoah trip should be an escape from your busy life, not a reason for money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.