A row of houses with a mountain in the background.

Find 5 Star Hotels in Pleasant Valley, NY from $129

Check availability on Pleasant Valley 5 Star Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Pleasant Valley 5-star hotels

A spacious outdoor seating area with a central fire pit, wooden flooring, and a view of a green landscape.
A modern indoor pool area with a seating arrangement overlooking a scenic view.
A wooden deck with a hot tub, a table with glasses and towels, and a couple in bathrobes.
A spacious room with wooden beams, large windows, and a view of a lake surrounded by trees.

1. Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
Gardiner
United States
Alison
$1,567 nightly
$1,755 total
Sep 30 - Oct 1
Total with taxes and fees
Wildflower Farms, Auberge Collection
A stone building with a wooden staircase and a garden with white flowers.
A spacious hotel room with a large bed, a sitting area with a sofa and chairs, a dining table, and a kitchen area with cabinets and a coffee machine.
A room with a hanging rattan chair, a wooden sofa, a small round table, and a ceiling fan. Large windows provide views of greenery outside.
A wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.

2. Troutbeck

Troutbeck
Amenia
United States
Charles
$550 nightly
$622 total
Sep 27 - Sep 28
Total with taxes and fees
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
$110 nightly
$129 total
Sep 29 - Sep 30
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center
New Paltz Way Hotel

New Paltz Way Hotel

11 Water St New Paltz NY
$331 nightly
$371 total
Sep 28 - Sep 29
Total with taxes and fees
New Paltz Way Hotel
Mirbeau Inn & Spa

Mirbeau Inn & Spa

46 West Market St Rhinebeck NY
$474 nightly
$536 total
Sep 23 - Sep 24
Total with taxes and fees
9.6/10 Exceptional! (365 reviews)
Mirbeau Inn & Spa
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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.

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A row of houses with a mountain in the background.

Top Pleasant Valley Hotel Reviews

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.

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 $129
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.

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