Downtown Poughkeepsie Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Poughkeepsie Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Red Carpet Inn
Cove - East Side - Shippan
Price was $611, price is now $471 per person
$471
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chelsea Piers and Cove Island Park are located nearby.
Hilltop Inn & Suites
Northwest Yonkers
Price was $610, price is now $530 per person
$530
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Amsterdam Hotel
Downtown Stamford
Price was $564, price is now $499 per person
$499
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stamford Town Center and Fernando Luis Alvarez Gallery are located nearby.
Super 8 by Wyndham Stamford/New York City Area
West Side
Price was $584, price is now $527 per person
$527
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Museum of Black World War II History and Atlantic Square are located nearby.
West Gate Inn Nyack
Price was $544, price is now $493 per person
$493
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Nyack. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Memorial Park are located nearby.
Motel 6 Elmsford, NY - White Plains
Price was $573, price is now $536 per person
$536
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to White Plains (HPN)
Stay at this motel in Elmsford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester Skating Academy and Greenburgh Public Library are located nearby.
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DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
0.51 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave Kingston NY
27.58 km from Downtown Poughkeepsie
Book a stay at this family-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
5.82 km from Downtown Poughkeepsie
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Courtyard by Marriott Fishkill
17 Westage Drive Fishkill NY
19.63 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Fishkill. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
25 OLD VINEYARD PLACE Hyde Park NY
4.75 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wildflower Farms, Auberge Collection
2702 Main St Gardiner NY
21.39 km from Downtown Poughkeepsie
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
Residence Inn by Marriott Kingston
800 Frank Sottile Boulevard Kingston NY
30.17 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn Hyde Park Poughkeepsie North
4142 Albany Post Rd Hyde Park NY
8.02 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
24.97 km from Downtown Poughkeepsie
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
7.26 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
3.61 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Minnewaska Lodge
3116 US-44 Gardiner NY
22.46 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Gardiner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn by Hilton New Paltz
4 South Putt Corners Road New Paltz NY
12.66 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
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See all available properties in Downtown Poughkeepsie
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, May 7 - Mon, May 11
MCO
Orlando Intl.
HPN
Westchester County
$155 Roundtrip, found 1 hour ago
$155
Roundtrip
found 1 hour ago
Wed, May 13 - Sat, May 30
MCO
Orlando Intl.
HPN
Westchester County
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Wed, Apr 15 - Sat, Apr 18
TPA
Tampa Intl.
HPN
Westchester County
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Thu, May 7 - Mon, May 11
MCO
Orlando Intl.
HPN
Westchester County
$247 Roundtrip, found 1 hour ago
$247
Roundtrip
found 1 hour ago