Book Exclusive Pleasant Valley Vacation Packages

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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

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
Price was CA $645, price is now CA $582 per person
CA $582
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was CA $818, price is now CA $706 per person
CA $706
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop 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.
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
Price was CA $835, price is now CA $750 per person
CA $750
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel 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.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
Price was CA $1,120, price is now CA $1,082 per person
CA $1,082
per person
Dec 26 - Dec 29
found 11 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Newburgh (SWF)
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 clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
Price was CA $1,418, price is now CA $1,377 per person
CA $1,377
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Newburgh (SWF)
Stay at this 3-star hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.

Top Pleasant Valley hotels deals

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $162 total
Dec 5 - Dec 6
includes taxes & fees
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 reviews. Popular attractions Casperkill Golf Club and Bananas Comedy Club are located nearby.
Breakfast included
Pet-friendly
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $138 per night
CA $138
CA $163 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Parking included
Free WiFi
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
915 Union Ave, New Windsor, NY
Free cancellation
Reserve now, pay when you stay
Get rates
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 clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Pool
Pet-friendly
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave, Kingston, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $160 per night
CA $160
CA $179 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this family-friendly hotel in Kingston. Enjoy free parking, breakfast (surcharge), 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
Pet-friendly
Minnewaska Lodge

Minnewaska Lodge

3 out of 5
3116 US-44, Gardiner, NY
The price is CA $297 per night
CA $297
CA $366 total
Nov 11 - Nov 12
includes taxes & fees
Stay at this 3-star business-friendly hotel in Gardiner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mohonk Lake and Mohonk Preserve Visitor Center are located nearby.
Breakfast included
Pet-friendly
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300, Newburgh, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $148 per night
CA $148
CA $175 total
Nov 23 - Nov 24
includes taxes & fees
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 World Hudson Valley are located nearby.
Parking included
Free WiFi
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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.

Popular places to visit

Innisfree Garden

Innisfree Garden

Explore the great outdoors at Innisfree Garden, a lovely green space in Pleasant Valley. Wander the riverfront in this family-friendly area.

Innisfree Garden

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.

James Baird State Park

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.

Frequently asked questions

How much are vacation packages to Pleasant Valley?
Your travel dreams can be realized in Pleasant Valley for as little as CA $582. Our package deals include flights and hotels, and they'll make your booking easy as pie. The only thing you'll have to focus on is having an incredible time.
Where can I get the best vacation package deals for Pleasant Valley?
Travelocity is the place to go to score an awesome Pleasant Valley package deal. Choose from 400 air carriers and 1,000,000 properties worldwide and craft a vacation package that fits your style. With so many options, you have inspiration galore for your next big escape.
Why should I book my Pleasant Valley vacation bundle with Travelocity?
Whether you're searching for the ultimate unplugged getaway or you crave the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to search through hundreds of websites for the best deal — our Price Match Guarantee ensures you'll always get the lowest price, and our professional customer service experts are available 24/7.
Will I save money on my Pleasant Valley car rental if I bundle it with hotels and flights?
Certainly — combine your car, hotel and flight into a Pleasant Valley vacation package and you'll save a handsome sum. With so many things to do in and around Pleasant Valley, that rental car will make exploring easy. Once you've buckled up, put the stereo on and find your way to Times Square, a well-known sight approximately 113 kilometers from Pleasant Valley.
Which airport is best for Pleasant Valley?
For plenty of visitors, a trip to Pleasant Valley means strolling through arrivals at Bradley Intl. Airport (BDL). This buzzing airport is situated 97 kilometers east of the downtown area. You could also choose to fly into Tweed - New Haven Regional Airport (HVN) (97 kilometers away from central Pleasant Valley) or Stewart Intl. Airport (SWF) (32 kilometers away from central Pleasant Valley).
What is there to do in Pleasant Valley?
While getting off the beaten track is rewarding, you shouldn't ignore the big attractions that make a destination famous. Innisfree Garden and James Baird State Park are just two of them in Pleasant Valley.
Where should I stay when visiting Pleasant Valley?
The Be our guest at The Nest! is the number one choice of many visitors. Book now to avoid missing out.

Photos of local treasures

Browse Pleasant Valley vacation photos for more inspiration

Photo by louann ohora
Photo by louann ohora