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.
Pine Brook Manor

Pine Brook Manor

2 out of 5
Price was CA $790, price is now CA $594 per person
CA $594
per person
May 23 - May 25
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
Stay at this B&B in Sparrow Bush. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kadampa Meditation Center New York and World Peace Temple and The Hawk's Nest Lookout are located nearby.
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
Price was CA $17,137, price is now CA $13,520 per person
CA $13,520
per person
Jun 7 - Jun 12
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
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 are located nearby.
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Price was CA $905, price is now CA $727 per person
CA $727
per person
May 23 - May 25
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
Book a stay at this spa hotel in Monticello. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
Price was CA $873, price is now CA $712 per person
CA $712
per person
May 23 - May 25
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was CA $731, price is now CA $602 per person
CA $602
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.

Top Pleasant Valley hotels deals

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 $144 per night
CA $144
CA $161 total
Apr 26 - Apr 27
includes taxes & fees
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 staff in our reviews. Popular attractions Dietz Stadium and Birch Body Care are located nearby.
Pet-friendly
Parking included
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 $161 per night
CA $161
CA $187 total
Apr 7 - Apr 8
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.
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is CA $1,529 per night
CA $1,529
CA $1,788 total
Apr 8 - Apr 9
includes taxes & fees
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 are located nearby.
Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill

3 out of 5
17 Westage Drive Fishkill NY
Free cancellation
Reserve now, pay when you stay
The price is CA $168 per night
CA $168
CA $190 total
Apr 5 - Apr 6
includes taxes & fees
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 reviews. Popular attractions Fishkill Golf Course and SplashDown Beach are located nearby.
Parking included
Free WiFi
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Free cancellation
Reserve now, pay when you stay
The price is CA $177 per night
CA $177
CA $198 total
Apr 5 - Apr 6
includes taxes & fees
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 rooms in our reviews. Popular attractions Hudson Valley Mall and Robert E. Post Memorial Park are located nearby.
Breakfast included
Pet-friendly
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3 out of 5
25 OLD VINEYARD PLACE Hyde Park NY
The price is CA $201 per night
CA $201
CA $227 total
Apr 19 - Apr 20
includes taxes & fees
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 staff in our reviews. Popular attractions Richard L. Skimin Memorial Baseball Field and Home of Franklin D. Roosevelt National Historic Site are located nearby.
Breakfast included
Pet-friendly
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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 $594. 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

Autumn Homes by the Hillside (Hudson Valley, New York, USA)
Pleasant Valley