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Find 5 Star Hotels in Pleasant Valley, NY from $133

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Check availability on Pleasant Valley 5 Star Hotels

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Sep 6 - Sep 7
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Sep 12 - Sep 14
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Sep 19 - Sep 21

Compare Pleasant Valley 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Pleasant Valley 5-star hotels

Wildflower Farms, Auberge Collection
1 bedroom, premium bedding, down comforters, minibar

Wildflower Farms, Auberge Collection

5.0 star property
9.4 out of 10, Exceptional, (52)
"Great stay"
$1,059 nightly
The price is $1,187
Sep 22 - Sep 23
Total with taxes and fees
Wildflower Farms, Auberge Collection
Troutbeck
Exterior

Troutbeck

5.0 star property
Troutbeck
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pleasant Valley.
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz, Poughkeepsie, NY
$114 nightly
The price is $133 total per night from Sep 9 to Sep 10
$133 total
Sep 9 - Sep 10
Total with taxes and fees
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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.

Learn more about Pleasant Valley

Hikers find their happy place on the Dutchess Rail Trail, which connects Pleasant Valley to nearby Poughkeepsie. James Baird State Park offers excellent golf, picnicking spots, and seasonal events just a short drive from town.

See all hotels in Pleasant Valley
Just a sneak peak at a most wonderful gem of a garden...
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Open Photo by louann ohora

Top Pleasant Valley Hotel Reviews

Find out more about Pleasant Valley

Find out more about Pleasant Valley

There's nothing wrong with enjoying the finer things in life. Why not ask for the best during your holiday to Pleasant Valley? There's no reason to delay a getaway to Pleasant Valley any longer. You'll join the multitudes of vacationers who have made Pleasant Valley so fashionable in the last few seasons. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. What are you waiting for? Reserve one of our 5-star hotels in Pleasant Valley and indulge in the finer things in life for a while.

Book the Best Pleasant Valley 5-Star Hotels

You'll have a wonderful time at one of these 5-star hotels. Exceptional service, delicious meals, and personalized service are all at your fingertips. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A reflexology treatment that will leave you feeling refreshed and alive? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A Swedish massage to help your cares fall away?

But you aren't going to spend your entire vacation in your room, of course. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Pleasant Valley are the perfect place to rest up after an exciting day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs.

Your Getaway Starts Today

The results are in, and Pleasant Valley 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Choose one of the 5-star hotels in Pleasant Valley today and settle down in luxe surroundings tomorrow.

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Explore a world of travel with Expedia

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Pleasant Valley?
There are a variety of pricing options for a 5-star hotel in Pleasant Valley on Expedia. The amount you pay will depend on when you want to travel, length of your trip and other factors. Compare all of the available accommodations for your desired dates and use our pricing and other filters to score the ideal upscale stay.

  • Search for the lowest price per night from $133

What makes a hotel 5 stars in Pleasant Valley?
Outstanding guest service is at the heart of every 5-star hotel in Pleasant Valley. From the minute you step through the door, staff are at your beck and call, whether answering room service calls 24/7 or providing in-room massages. On top of that, hotels must offer top-rate conveniences to be considered for a 5-star rating. These can include deluxe baths, spa facilities, swimming pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Pleasant Valley?
Find a luxurious retreat that includes your room, meals, drinks and entertainment in Pleasant Valley with our filter tool. Search for hotels with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the price. That way, you'll be ready to maximize all the premium perks from the moment you arrive.