Pleasant Valley Vacation Packages 2026

Top Pleasant Valley hotels deals

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$96 total

Nov 12 - Nov 13

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Breakfast included

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY

$169 nightly

$191 total

Nov 9 - Nov 10

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.

Breakfast included

Pet friendly

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

Free Cancellation

Reserve now, pay when you stay

$63 nightly

$74 total

Oct 13 - Oct 14

Total with taxes and fees

A nightclub and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a lobby fireplace, and a computer station are also offered.

Parking included

Free WiFi

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

Free Cancellation

$105 nightly

$121 total

Nov 11 - Nov 12

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Courtyard by Marriott Kingston

500 Frank Sottile Blvd Kingston NY

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$142 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free parking, a coffee shop, and a terrace are also offered.

Pool

Parking included

Studio 6 Extended Stay Fishkill Westage Center NY

55 W Merritt Blvd Fishkill NY

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$98 total

Oct 21 - Oct 22

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.

Pet friendly

Parking included

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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.

Stay near popular Pleasant Valley attractions

Innisfree Garden

10.0/10 (2 reviews)

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

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Frequently asked questions

How much are vacation packages to Pleasant Valley?

Your travel dreams can be realized in Pleasant Valley for as little as . 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 70 mi 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 60 mi east of the downtown area. You could also choose to fly into Tweed - New Haven Regional Airport (HVN) (60 mi away from central Pleasant Valley) or Stewart Intl. Airport (SWF) (20 mi 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.