A suspension bridge over a river with autumn foliage and distant hills.

Find 5 Star Hotels in Highland, NY from $129

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Check availability on Highland 5 Star Hotels

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Highland 5-star hotels

A spacious outdoor seating area with a central fire pit, wooden flooring, and a view of a green landscape.
A spacious room with wooden beams, large windows, and a view of a lake surrounded by trees.
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.

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
Two wooden cabins with pitched roofs, each featuring a porch with a chair.
A modern indoor swimming pool with a minimalist design, featuring a clear water surface, a concrete floor, and a neutral color palette.
A wooden barn with a sloped roof, surrounded by a grassy lawn with several white chairs.
A spacious room with a wooden floor, a round table with a vase of green foliage, and a hanging light fixture.

2. Inness

Inness
Accord
United States
Silvina
$889 nightly
$996 total
Sep 28 - Sep 29
Total with taxes and fees
Inness
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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 Highland.
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY
$110 nightly
$129 total
Sep 28 - Sep 29
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
DoubleTree by Hilton Poughkeepsie Convention Center
New Paltz Way Hotel

New Paltz Way Hotel

11 Water St New Paltz NY
$321 nightly
$359 total
Sep 22 - Sep 23
Total with taxes and fees
New Paltz Way Hotel
Woodstock Way Hotel

Woodstock Way Hotel

10 Waterfall Way Woodstock NY
$428 nightly
$475 total
Oct 20 - Oct 21
Total with taxes and fees
Woodstock Way Hotel
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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 Highland

Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve.

See all hotels in Highland
A suspension bridge over a river with hills in the background.
Photo by Allison Alano Flores

Top Highland Hotel Reviews

Find out more about Highland

Why not demand the best of accommodations during your holiday to Highland? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Highland so popular in the last year. There's no reason to delay a getaway to Highland any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Highland and get ready to enjoy the getaway of a lifetime. You deserve the great vacation you're dreaming about.

5-Star Hotels in Highland

You'll have a fantastic time at one of these 5-star hotels. Exceptional customer care, granite-tiled bathrooms, and rejuvenating spa offerings are all on offer. 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 to kick back and indulge. What kind of amenities will make your stay a wonderful one? A Swedish massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Comfortable beds, delectable chocolate desserts, and even spectacular views...these hotels are one-of-a-kind.

Ready for experiences outside your hotel room? Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Highland are waiting for you to rest up after a busy day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs.

Make Your Escape

The results are in, and Highland 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. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Pick out one of Expedia's Highland 5-star hotels today and settle down in total tranquility when you're ready.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Highland?
How much you pay for a 5-star hotel in Highland can vary depending on what time of year you travel and how long you plan to be away, among a number of factors. Use our price per night filter and other search tools to find the best deal on an indulgent stay.
  • Search for the lowest price per night from $129
What makes a hotel 5 stars in Highland?
From fine dining restaurants and 24-hour fitness centers to swimming pools and the finest bedding, the 5-star experience in Highland is all about comfort and luxury. But it requires more than just upscale conveniences to earn a 5-star rating. Accommodations also have to offer exceptional services like in-room massage treatments, on-site laundry and concierge services.
Are there any 5-star all-inclusive resorts in Highland?
Expedia's filter tool is the easiest way to search for exactly what you want. Check the "All inclusive" and "5-star" boxes to show the finest hotels in Highland where your lodging, meals, entertainment and activities are included in the upfront price. At these getaways, your trip is pure leisure from the moment you enter the lobby.

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