Book Exclusive Pleasant Valley Vacation Packages
Pleasant Valley flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
per person
Jul. 11 - Jul. 14
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
Book a stay at this business-friendly motel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Courtyard by Marriott Newburgh Stewart Airport
per person
Aug. 1 - Aug. 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
The Crossroads Hotel, Newburgh
per person
Jul. 24 - Jul. 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Super 8 by Wyndham Montgomery Maybrook
per person
Jul. 11 - Jul. 14
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
La Quinta Inn & Suites by Wyndham Middletown
per person
Jun. 28 - Jul. 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
Top Pleasant Valley hotels deals
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave, Kingston, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $157 per night
CA $157
CA $176 total
includes taxes & fees
May 18 - May 19
Book a stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dietz Stadium and Birch Body Care are located nearby.
Pool
Breakfast included
HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $146 per night
CA $146
CA $165 total
includes taxes & fees
May 26 - May 27
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
25 OLD VINEYARD PLACE, Hyde Park, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $223 per night
CA $223
CA $252 total
includes taxes & fees
May 26 - May 27
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Richard L. Skimin Memorial Baseball Field and Home of Franklin D. Roosevelt National Historic Site are located nearby.
Wildflower Farms, Auberge Resorts Collection
2702 Main St, Gardiner, NY
The price is CA $1,106 per night
CA $1,106
CA $1,298 total
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
DoubleTree by Hilton Poughkeepsie
40 Civic Center Plz, Poughkeepsie, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $195 total
includes taxes & fees
May 15 - May 16
Stay at this 4-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions McCann Ice Arena and Bardavon 1869 Opera House are located nearby.
Parking included
Free WiFi
Wingate by Wyndham Fishkill
20 Schuyler Blvd, Fishkill, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $155 total
includes taxes & fees
May 29 - May 30
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
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See all available properties in Pleasant Valley
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.
Popular places to visit
Innisfree Garden
Explore the great outdoors at Innisfree Garden, a lovely green space in Pleasant Valley. Wander the riverfront in this family-friendly area.
James Baird State Park
You can take time to visit James Baird State Park during your travels to Pleasant Valley. Attend a sporting event or visit the shops in this family-friendly area.
Pleasant Valley Vacations
Before you fly off to Pleasant Valley on a whim, take some time to learn a few facts about it.
From downtown Poughkeepsie, you'll need to head east for 7 miles (11 kilometers) to get to this neighborhood.
Last time they counted, the population of Poughkeepsie was 33,000.
Places to visit in Pleasant Valley
The wider region offers plenty of opportunities for outdoor activities. Why not make plans to go snowboarding while you're here? If you're really eager to create some special vacation memories, throw skiing on your must-do list too.Where do you fly into for Pleasant Valley?
If you're heading to Pleasant Valley, the closest terminal is Bradley International Airport (BDL). It's around 60 miles (97 kilometers) east from the main streets. Select an in-flight movie, get comfortable and you'll be landing before you know it.Photos of local treasures
Browse Pleasant Valley vacation photos for more inspiration
