Downtown Poughkeepsie Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Downtown Poughkeepsie Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Red Carpet Inn

Red Carpet Inn

Cove - East Side - Shippan
$636
per person
Nov 8 - Nov 13
found 20 hours ago
Roundtrip flight included
San Francisco (SFO) 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

Hilltop Inn & Suites

Northwest Yonkers
$675
per person
Nov 8 - Nov 13
found 20 hours ago
Roundtrip flight included
San Francisco (SFO) 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.
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

$702
per person
Nov 8 - Nov 13
found 20 hours ago
Roundtrip flight included
San Francisco (SFO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Buttermilk Falls Park are located nearby.
Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

West Side
$651
per person
Nov 8 - Nov 13
found 20 hours ago
Roundtrip flight included
San Francisco (SFO) 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 E. Gaynor Brennan Golf Course and Mill River Park are located nearby.
It was good staying at the Super 8. Overall, I had a good experience, but I think the breakfast could definitely be stepped up a notch. It would be nice if they had more options like eggs, bacon, sausage, and maybe some fresh fruit. That would make the breakfast a lot better and give guests more to choose from.

Reviewed on Sep 27, 2026

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

$693
per person
Nov 8 - Nov 13
found 20 hours ago
Roundtrip flight included
San Francisco (SFO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westchester County Center and Orange Trailhead are located nearby.
Dirty hotel and room- bucket in middle of hallway to collect drip for two days of my stay

Reviewed on Oct 1, 2026

Holiday Inn Express New Rochelle by IHG

Holiday Inn Express New Rochelle by IHG

Downtown Rochelle
$774
per person
Nov 8 - Nov 13
found 20 hours ago
Roundtrip flight included
San Francisco (SFO) to White Plains (HPN)
Book a stay at this business-friendly hotel in New Rochelle. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions New Roc City and Glen Island Park are located nearby.
Excelente lugar

Reviewed on Oct 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Downtown Poughkeepsie
View all trips

Top Hotel Deals

DoubleTree by Hilton Poughkeepsie Convention Center

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 ...
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY
2.4 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Beekman Arms and Delamater Inn

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

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 breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wildflower Farms, Auberge Collection

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 ...
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
24.72 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts ...
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
5.27 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY
19.51 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

915 Union Ave New Windsor NY
26.52 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Quality Inn Hyde Park Poughkeepsie North

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 ...
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
2.78 km from Downtown Poughkeepsie
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hampton Inn by Hilton New Paltz

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 ...
Kingston Regency Inn

Kingston Regency Inn

503 Washington Avenue Kingston NY
27.63 km from Downtown Poughkeepsie
Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Mirbeau Inn & Spa Beacon

Mirbeau Inn & Spa Beacon

11 Mirbeau Lane Beacon NY
23.98 km from Downtown Poughkeepsie
Book a stay at this spa hotel in Beacon. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Madame Brett Park and Howland Cultural Center ...
Hampton Inn & Suites Poughkeepsie

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 ...
Don't see what you're looking for?
See all available properties in Downtown Poughkeepsie
View all properties
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.

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.

Breeze Airways
JetBlue Airways
American Airlines
Delta
Tue, Oct 27 - Tue, Nov 3
DJT
President Donald J. Trump Intl. Airport
HPN
Westchester County
$317
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 27 from President Donald J. Trump Intl. Airport to Westchester County, returning Tue, Nov 3, priced at $317 found 5 days ago