Hotels in Highland

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Check prices for these dates

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Where to stay in Highland?

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A modern living room with a blue sofa, two armchairs, a coffee table, and a TV mounted on the wall.
A room with a dark blue wall, a round wooden table with a plant, and four patterned chairs.
A modern dining area with wooden tables and chairs, a kitchen area with appliances, and a large wall mural.

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Highland
$80
$90 total
includes taxes & fees
Nov 1 - Nov 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie
A hotel entrance with a brick facade, a glass door entrance, and a paved walkway.
A buffet setup with various food items in metal containers, a patterned wall, and a counter with amenities.
A lobby with a wooden bench, a reception desk, and a colorful artwork on the wall.
A modern hotel room with a dining area, a flat-screen TV mounted on the wall, and a microwave on the countertop.

2. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
Poughkeepsie
$84
$98 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Poughkeepsie by IHG
A building entrance with a covered porch, stone pillars, and a mailbox.
A hotel room with two beds, a nightstand, and a wall-mounted lamp.
A hotel dining area with wooden tables and chairs, a kitchen counter, a refrigerator, and a television on the wall.
A gym with exercise equipment, a mirror, and a door leading to a room.

3. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
Hyde Park
$72
$82 total
includes taxes & fees
Nov 16 - Nov 17
Quality Inn Hyde Park Poughkeepsie North
An outdoor seating area with stone walls, a fire feature, and yellow chairs.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.
An indoor swimming pool with clear water, surrounded by green and red chairs, and a tiled floor.
A hotel room with two single beds, a sofa, a desk, and a chair.

4. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
Poughkeepsie
$98
$113 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites By Hilton Poughkeepsie
A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.
An indoor swimming pool with clear water, a lifeguard chair, and a sunlit area with lounge chairs.
A snack display area with shelves stocked with various snacks and a large wall advertisement for treats.
A hotel room with a large bed, a sofa, a desk, and a TV. There are windows with curtains, a lamp, and a picture on the wall.

5. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
Crown Heights
$98
$113 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Poughkeepsie
A modern gym with treadmills, elliptical machines, and weightlifting equipment.
A spacious banquet hall with round tables, chairs, and a high ceiling with chandeliers.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A spacious lobby with a reception desk, seating area, and a large window.

6. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
Downtown Poughkeepsie
$110
$129 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Poughkeepsie Convention Center
A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.
An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.
A hotel room with two beds, a desk, a chair, and a TV.
A modern kitchen with a central island, a dining area with chairs, and a refrigerator.

7. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
$93
$108 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Poughkeepsie
A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.
A gym with a treadmill, weight bench, and various exercise machines.
A hotel entrance with a covered walkway, a sign indicating low clearance, and a flag.
A hotel lobby with a reception desk, a seating area with two leather chairs and a small table, and a framed artwork on the wall.

8. Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
New Paltz
$95
$106 total
includes taxes & fees
Nov 15 - Nov 16
Americas Best Value Inn New Paltz
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.
A modern hotel room with a wooden desk, a flat-screen TV, and a large abstract painting. There is a sofa and a coffee table in the living area.
A modern bar area with round tables and patterned chairs, a bar counter with a TV, and shelves with bottles.
A modern bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

9. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights
$101
$117 total
includes taxes & fees
Nov 11 - Nov 12
Hyatt Place Poughkeepsie / Hudson Valley
A courtyard with a fire pit, outdoor seating, and a covered area with string lights.
A spacious hotel lobby with a high ceiling, wooden beams, and a large seating area with sofas and round tables.
A gym with exercise equipment, dumbbells, treadmills, and a bench.
A hotel courtyard with outdoor seating, a fire pit, and a tennis court.

10. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
Poughkeepsie
$122
$142 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Poughkeepsie
A spacious living area with a stone fireplace, comfortable seating, a kitchen with bar seating, and large windows.
An indoor swimming pool with tiled flooring, a pool ladder, and multiple seating areas with chairs.
A living room with a stone fireplace, four armchairs, a coffee table, and a patterned rug.
An outdoor seating area with a fire feature, wicker chairs, and a grill in the background.

11. Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
Poughkeepsie
$116
$135 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Poughkeepsie
A hotel room with two beds, a desk, and a chair. There is a door leading to another room and a window with blinds.
A diner with a wooden counter, bar stools, and tables with checkered tablecloths.
A two-story motel with a white facade, blue doors, and a parking lot in front.
A hotel room with a wooden dining table and chairs, a coffee maker, a desk with drawers, and a large mirror.

12. Roosevelt Inn of Hyde Park

Roosevelt Inn of Hyde Park
Hyde Park
$124
$140 total
includes taxes & fees
Nov 22 - Nov 23
Roosevelt Inn of Hyde Park
A multi-story hotel with a central entrance, stone pillars, and a brick facade.
A kitchen counter with various baked goods displayed on shelves and a wooden stand.
A spacious bar area with a high ceiling and large windows, surrounded by comfortable seating and a rustic wooden ceiling.
A spacious living room with a large window offering a view of greenery and buildings, a high wooden ceiling, and modern furniture.

13. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Hyde Park
$167
$189 total
includes taxes & fees
Nov 23 - Nov 24
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
A lobby with a stone fireplace, patterned armchairs, and a large rug.
An indoor swimming pool with clear blue water, surrounded by windows and potted plants.
A spacious hotel lobby with a central bar area, seating arrangements, and a television mounted on the wall.
A snack display area with various packaged snacks and a refrigerated section.

14. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
New Paltz
$130
$146 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn by Hilton New Paltz
A Courtyard by Marriott hotel with a modern design, large windows, and a well-maintained lawn.
A modern hotel room with a sofa, armchair, ottoman, flat-screen TV, and large windows with sheer curtains.
A reception area with two wooden reception desks, a wall-mounted screen, and a vending machine labeled "market".
A modern hotel lobby with seating areas, a bar, and a staircase.

15. Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
Poughkeepsie
$110
$124 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Poughkeepsie
A covered outdoor seating area with brick flooring and metal railings, overlooking a river.
A hotel lobby with a striped sofa, a reception desk, and a check-in counter.
A hotel entrance with a covered walkway, large windows, and a clear sign indicating a 10-foot clearance.
A spacious living area with a sofa, coffee table, and a view of the outdoors through large windows.

16. Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
Red Oaks Mill
$109
$123 total
includes taxes & fees
Oct 27 - Oct 28
Best Western Plus The Inn & Suites At The Falls
A modern interior with a seating area, a dining table, and large windows offering a view of the parking lot.
An outdoor patio with wicker furniture, a fire pit, and a view of a brick building and trees.
A modern bar area with a long counter, multiple bar stools, and a variety of liquor bottles.
A reception area with two reception desks, a digital display, and a logo on the wall.

17. Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
Poughkeepsie
$110
$128 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Poughkeepsie by IHG
A long dining table set for a meal with chairs, large windows, and a view of a park.
A modern lounge area with seating, tables, and a large vase.
A modern building with large glass windows, a covered walkway, and outdoor seating.
A modern building with a glass facade, a flat roof with solar panels, and a spacious outdoor area with a metal railing.

18. The Heartwood

The Heartwood
Arlington
$169
$196 total
includes taxes & fees
Nov 1 - Nov 2
The Heartwood
A hotel room with a bed, bedside lamps, a TV mounted on the wall, a desk, and a chair.
A building with a sign for Red Roof Plus, surrounded by trees and a parking lot.
A reception area with a desk, a bench, a staircase, and a fire extinguisher.
A gym with exercise equipment, a mirror, and a rack of dumbbells.

19. Red Roof Inn PLUS+ Poughkeepsie

Red Roof Inn PLUS+ Poughkeepsie
Crown Heights
$99
$115 total
includes taxes & fees
Oct 27 - Oct 28
Red Roof Inn PLUS+ Poughkeepsie
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
A modern lounge area with a stone wall, a flat-screen TV, and blue seating.
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.

20. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
$105
$122 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Fishkill near Interstate 84
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Our prices for hotels in Highland are cheapest in February
Price trends for hotels in Highland
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Highland
October
High 17°C / low 7°C. Sunny most days.
View properties in October
17°
7°
10°
1°
4°
-3°
1°
-7°
3°
-6°
8°
-2°
14°
4°
21°
9°
26°
14°
29°
17°
28°
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13°
Monthly weather averages (˚C)

Top landmarks in Highland

Franny Reese State Park

Franny Reese State Park is 1.8 mi (2.9 km) from central Highland, why not stop by during your stay.
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Apple Greens Golf Course

8.8/10 (3 reviews)
You might want to practice your swing at Apple Greens Golf Course, a golf course located 4.5 mi (7.3 km) from central Highland. Why not take a stroll along the riverfront and watch the sunset while you're here? If Apple Greens Golf Course doesn't quite scratch your golfing itch, New Paltz Golf Course is also nearby.
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Berean Park Beach

If being by the water is a major draw, Berean Park Beach is a spot you might want to check out, located 1 mi (1.5 km) from central Highland. If you want to continue walking by the waves, head to East Cove Beach, West Cove Beach, and North Landing Beach.
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Learn more about Highland

Highland is well-known for its attractions such as Walkway Over the Hudson State Historic Park and Franny Reese State Park. This family-friendly city has something for everyone including sights like Apple Greens Golf Course and Berean Park Beach within a sunny setting.

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

Check out reviews of Highland hotels guests love

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"The room was clean but hall was less impressive. There was an odor. Staff was cordial but not knowledgeable. Advertisement says, continental breakfast not even hot tea was available."
Philip 1-night trip
Posted 3 hours ago
Ramada by Wyndham Newburgh/West Point
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

8/10 Good
"Hotel was as expected. No complaints. Staff was friendly. Location is OK if you're passing through. It's not in town but in a large parking lot/retail area, with a few chain restaurants and stores like Target nearby. It took about a 10 minute drive to get to a local restaurant."
Darlene 1-night trip
Posted 5 hours ago
Courtyard by Marriott Kingston
Kingston Regency Inn

Kingston Regency Inn

8/10 Good
"Good stay for the price."
Colleen 1-night trip
Posted 6 hours ago
Kingston Regency Inn
The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"This is a great place. Very clean, great staff and nice food choices. Weekends it seems can be a little hectic (weddings) with parking and loud guests at night. Other than that fantastic place. Lots of great history."
Joseph 1-night trip
Posted 7 hours ago
The Thayer Hotel at West Point
The Heartwood

The Heartwood

10/10 Excellent
"The staff at the hotel were so amazing and communicative. They were so nice and this was the weekend that I proposed to my now fiancée. Everything was wonderful, the room and bathroom was clean and very spacious and The Salt Line had great breakfast. The bartender was super kind! Absolutely no complaints about this hotel!"
Finley 1-night trip
Posted 8 hours ago
The Heartwood
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good
"I had a quiet and pleasant stay. There were issues but I fixed them, or the staff managed them well enough."
John 4-night trip
Posted 1 day ago
Studio 6 Extended Stay Fishkill Westage Center NY
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent
"Good breakfast"
Wendy 1-night trip
Posted 1 day ago
Comfort Suites Fishkill near Interstate 84
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Friendly accommodating staff. Very clean beautiful river-view room. Free parking. Convenient to everything."
Barbara 2-night trip
Posted 3 days ago
DoubleTree by Hilton Poughkeepsie Convention Center

Frequently asked questions

What hotels do travelers like in Highland?
Guests like SureStay Plus Hotel by Best Western Highland Poughkeepsie, Quality Inn Poughkeepsie and Hyatt Place Poughkeepsie / Hudson Valley.
Can I book a refundable hotel in Highland?
If you need the flexibility to change your travel plans to Highland, most properties provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Highland if I want a budget-friendly accommodation?
An inexpensive option worth considering is SureStay Plus Hotel by Best Western Highland Poughkeepsie.
Where can I stay in Highland if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 30 vacation homes. In addition, you can choose from 7 apartments.
What will the weather in Highland be like during my trip?
July and August are typically the warmest months in Highland when the average temp is 69°F. January and February are the coldest months when the average temperature is 31°F. October and December are the months with the most rain.
Why should I book my Highland hotel through Hotels.com?
There are lots of reasons to book your Highland trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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