Highland hotels

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Booking Insights
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Best Highland hotels

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$78 - $124$124 - $169$169 - $214$214 - $259$259+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended Highland hotels

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SureStay Plus by Best Western Highland Poughkeepsie - Highland - Bedroom
SureStay Plus by Best Western Highland Poughkeepsie
Highland, NY
7.7Good(434)
Parking
Free Wi-Fi
Pet friendly
$99+
Check availability
Holiday Inn Poughkeepsie By IHG - Poughkeepsie - Lobby
Holiday Inn Poughkeepsie By IHG
Poughkeepsie, NY
7.2Good(673)
Parking
Free Wi-Fi
Pet friendly
$124+
Check availability
DoubleTree by Hilton Poughkeepsie Convention Center - Poughkeepsie - Lounge
DoubleTree by Hilton Poughkeepsie Convention Center
Poughkeepsie, NY
8.2Very good(575)
Free Wi-Fi
$136+
Check availability
Hyatt Place Poughkeepsie - Poughkeepsie - Bedroom
Hyatt Place Poughkeepsie
Poughkeepsie, NY
8.5Very good(1026)
Parking
Free Wi-Fi
Pool
Pet friendly
$159+
Check availability
Hampton Inn & Suites Poughkeepsie - Poughkeepsie - Living room
Hampton Inn & Suites Poughkeepsie
Poughkeepsie, NY
8.5Very good(415)
Parking
Free Wi-Fi
Pool
Pet friendly
$142+
Check availability
Holiday Inn Express Poughkeepsie By IHG - Poughkeepsie - Building
Holiday Inn Express Poughkeepsie By IHG
Poughkeepsie, NY
8.3Very good(518)
Parking
Free Wi-Fi
$131+
Check availability
Inn at Bellefield / Hyde Park - Hyde Park - Lobby
Inn at Bellefield / Hyde Park
Hyde Park, NY
9.2Wonderful(104)
Parking
Free Wi-Fi
Pet friendly
$288+
Check availability
Courtyard by Marriott Poughkeepsie - Poughkeepsie - Lounge
Courtyard by Marriott Poughkeepsie
Poughkeepsie, NY
8.4Very good(356)
Parking
Free Wi-Fi
$139+
Check availability
Best Western Plus The Inn & Suites at the Falls - Poughkeepsie - Living room
Best Western Plus The Inn & Suites at the Falls
Poughkeepsie, NY
7.7Good(788)
Parking
Free Wi-Fi
Pet friendly
$139+
Check availability
Home2 Suites by Hilton Poughkeepsie - Poughkeepsie - Patio
Home2 Suites by Hilton Poughkeepsie
Poughkeepsie, NY
9.0Wonderful(132)
Parking
Free Wi-Fi
Pool
Pet friendly
$161+
Check availability
Homewood Suites by Hilton Poughkeepsie - Poughkeepsie - Building
Homewood Suites by Hilton Poughkeepsie
Poughkeepsie, NY
9.0Wonderful(404)
Parking
Free Wi-Fi
Pool
Pet friendly
$197+
Check availability
Red Roof Plus+ Poughkeepsie - Poughkeepsie - Building
Red Roof Plus+ Poughkeepsie
Poughkeepsie, NY
5.7Fair(671)
Parking
Free Wi-Fi
Pet friendly
$125+
Check availability
Residence Inn by Marriott Poughkeepsie - Poughkeepsie - Living room
Residence Inn by Marriott Poughkeepsie
Poughkeepsie, NY
8.8Very good(148)
Parking
Free Wi-Fi
Pool
Pet friendly
$208+
Check availability
The Heartwood - Poughkeepsie - Lounge
The Heartwood
Poughkeepsie, NY
9.4Wonderful(100)
Parking
Free Wi-Fi
Pet friendly
$197+
Check availability
Stonegate Bed and Breakfast - Highland
Stonegate Bed and Breakfast
Highland, NY
9.6Wonderful(96)
Free Wi-Fi
$259+
Check availability
Americas Best Value Inn Highland-Poughkeepsie - Highland
Americas Best Value Inn Highland-Poughkeepsie
Highland, NY
6.0Okay(46)
Pet friendly
$134+
Check availability

Popular filters in Highland hotels

Hotels with parking
SureStay Plus by Best Western Highland Poughkeepsie, Holiday Inn Poughkeepsie By IHG and others
Find stays
Hotels with free cancellation
Explore hotel deals with free cancellation in the area
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Hotels with a pool
Hyatt Place Poughkeepsie, Hampton Inn & Suites Poughkeepsie and 4 more
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Booking Insights

KAYAK’s insights for hotels in Highland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Highland with confidence.

What is the cheapest day of the week to book a hotel in Highland?

Tuesday offers the lowest rates in Highland, with an average nightly price of $71. The highest prices are found on Friday, with average rates at $329.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
August
$132
$228
Cheapest month to stay with an average 14% drop in price.
Most expensive month to stay with an average 27% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Highland hotel deals

  • If you’re looking for a cheap hotel in New York, you should consider visiting during the low season. You'll find cheaper hotels in New York in May and July.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in New York if you stay on a Tuesday. The opposite is true for, Friday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their hotel in New York for 5 days.

FAQs when booking a hotel in Highland

  • Which freebies do KAYAK users look for when booking a hotel in Highland?

    KAYAK users look for a hotel in Highland with free breakfast. Hotels with free breakfast in Highland include SureStay Plus by Best Western Highland Poughkeepsie.

  • How do I find a hotel in central Highland?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Highland districts. You can also do a search using the city map to choose a specific location, like Highland city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Highland hotels with free parking?

    There are many hotels in Highland that offer both parking and free parking. Popular choices among KAYAK users include SureStay Plus by Best Western Highland Poughkeepsie, Holiday Inn Poughkeepsie By IHG and Hyatt Place Poughkeepsie.

Where to stay in Highland?

Our map will help you find the perfect place to stay in Highland by showing you the exact location of each hotel.

Everything you need to know for your stay in Highland

Highland Hotel Deals. Search and compare hotels in Highland. Find cheap hotel rooms in Highland. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

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