Town of Wappinger Vacations & Trips from $334
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The Latest Town of Wappinger Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea
Manhattan
Price was $1,120, price is now $512 per person
$512
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (10 reviews)
Nice stay. Very low bed and little room to get in and out. Great location. If booking through Expedia, be careful to check for shared/private bathroom as the description is misleading.
Reviewed on Aug 22, 2025
Windrose On Hudson
Price was $747, price is now $366 per person
$366
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.4/10 Very Good! (9 reviews)
Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again.
Reviewed on Aug 12, 2025
Hotel 27 by LuxUrban
Manhattan
Price was $1,183, price is now $621 per person
$621
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.6/10 Good! (870 reviews)
It was very good granted it did feel a bit small, but it was very homey and I appreciated the staff for being very welcoming. Definitely worth coming back again.
Reviewed on Aug 25, 2025
Town of Wappinger Hotel Deals
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
$93 nightly
The price is $109 total per night from Sep 3 to Sep 4
$109 total
Sep 3 - Sep 4
Total with taxes and fees
7.2/10 Good! (522 reviews)
"I enjoyed the location. The place was clean and employees were very pleasant"
Reviewed on Aug 21, 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
$149 nightly
The price is $169 total per night from Sep 1 to Sep 2
$169 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,008 reviews)
"The Overlook Lodge is a wonderful property nestled in the woods and yet close to the Inn for dining. Our room was spacious and the beds were very comfortable."
Reviewed on Aug 23, 2025
Wildflower Farms, Auberge Resorts Collection
2702 Main St, Gardiner, NY
$1,050 nightly
The price is $1,176 total per night from Sep 22 to Sep 23
$1,176 total
Sep 22 - Sep 23
Total with taxes and fees
9.4/10 Exceptional! (52 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"
Reviewed on May 15, 2025
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.