Shenandoah Vacation Packages
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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.
Top Shenandoah Vacation Deals
Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge
Price was CA $2,773, price is now CA $1,608 per person
CA $1,608
per person
May 15 - May 17
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Beautiful environment and room accommodations. Loved the filtered water in the room. The robes are amazing! In room lighting could be brighter.Walls too thin..heard upstairs and outside noise each night we stayed. Told front staff but no offers to relocate us were given.
Reviewed on Apr 14, 2026
Arthouse Hotel New York City
Manhattan
Price was CA $2,201, price is now CA $1,313 per person
CA $1,313
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,852 reviews)
Complementary pastry amazing. Staff was absolutely fantastic…professional and nice.
Reviewed on Apr 9, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $2,517, price is now CA $1,535 per person
CA $1,535
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (201 reviews)
I did not have breakfast, but I heard the breakfast. There is amazing. The bar was awesome. Great selection.!
Reviewed on Apr 4, 2026
Shenandoah Hotel Deals
Hotel Zero Degrees Danbury
15 Milestone Road Danbury CT
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Apr 26 to Apr 27
CA $246
CA $283 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
We had a few personal requests that were met , and exceeded.
Reviewed on Apr 5, 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from May 10 to May 11
CA $152
CA $187 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
We did not stay the night and checked out same day as check in. Waiting to hear back from hotel in regards to refund
Reviewed on Apr 11, 2026
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Apr 29 to Apr 30
CA $157
CA $182 total
Apr 29 - Apr 30
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Great room size
Reviewed on Apr 14, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
