Photo by Allison Alano Flores

Hotels in Highland

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Highland?

SureStay Plus Hotel by Best Western Highland Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (987 reviews)
Wake up to complimentary continental breakfast at this Highland hotel, just a short drive from Berean Park Beach and McCann Arena. Clean, comfortable rooms await after exploring nearby attractions, with helpful staff available 24/7.
The price is $81
$90 total
includes taxes & fees
Apr 21 - Apr 22
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (502 reviews)
Experience warm service at this Residence Inn, just minutes from FDR's historic home. Enjoy complimentary perks including daily buffet breakfast, WiFi, and parking. Unwind with a drink at the bar after exploring nearby attractions.
The price is $161
$182 total
includes taxes & fees
May 10 - May 11
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
DoubleTree by Hilton Poughkeepsie Convention Center
DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1,002 reviews)
This quiet hotel offers comfortable accommodations with refrigerators and microwaves, plus Market Street Grill serving three meals daily. A bar and deli add convenience, while free WiFi and parking enhance stays near Culinary Institute of America.
The price is $106
$124 total
includes taxes & fees
Apr 20 - Apr 21
DoubleTree by Hilton Poughkeepsie Convention Center
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,005 reviews)
Peaceful retreat with free daily buffet breakfast and complimentary parking in Poughkeepsie. Just minutes from Culinary Institute of America and local attractions like Locust Grove, this hotel offers fitness facilities and receives praise for its helpful staff.
The price is $97
$113 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express Poughkeepsie by IHG
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
2.5 star property
Arlington
7.8 out of 10, Good, (521 reviews)
Surrounded by restaurants and shops, this hotel offers free breakfast and parking. Take a morning dip in the indoor pool or visit the fitness center. Just a short drive from the Culinary Institute of America and praised for helpful staff and clean rooms.
The price is $97
$113 total
includes taxes & fees
Apr 23 - Apr 24
Quality Inn Poughkeepsie
The Heartwood
The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (258 reviews)
This Poughkeepsie hotel offers free breakfast, WiFi, and parking near Frances Lehman Loeb Art Center. Work out at the fitness center or savor American cuisine at The Salt Line Restaurant, serving three meals daily. Vassar Golf Course and transit options await nearby.
The price is $151
$175 total
includes taxes & fees
Apr 29 - Apr 30
The Heartwood
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very Good, (1,008 reviews)
Just minutes from the Poughkeepsie Station and Roosevelt historic sites, this welcoming hotel offers a free daily buffet breakfast and 24-hour fitness center. Enjoy clean, value-priced rooms with complimentary WiFi and parking for a convenient Hudson Valley getaway.
The price is $99
$112 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Hyde Park Poughkeepsie North
Home2 Suites By Hilton Poughkeepsie
Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (453 reviews)
The price is $122
$142 total
includes taxes & fees
Apr 30 - May 1
Home2 Suites By Hilton Poughkeepsie
Courtyard by Marriott Poughkeepsie
Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,000 reviews)
Experience tranquility at this quiet retreat near the train station. The friendly on-site Bistro café welcomes you for breakfast, while the bar/lounge offers a perfect spot to unwind. Nearby attractions like Locust Grove await after a restful night in clean, comfortable rooms.
The price is $105
$119 total
includes taxes & fees
May 4 - May 5
Courtyard by Marriott Poughkeepsie
Homewood Suites by Hilton Poughkeepsie
Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,000 reviews)
Experience the comfort of Hudson Valley living near Vassar College. The indoor pool offers year-round relaxation after exploring nearby Locust Grove. Free breakfast, WiFi, and parking enhance your stay, while the fitness center keeps routines on track.
The price is $122
$142 total
includes taxes & fees
May 3 - May 4
Homewood Suites by Hilton Poughkeepsie
Buttermilk Falls Inn
Buttermilk Falls Inn
3.0 star property
Milton
9.2 out of 10, Wonderful, (42 reviews)
Unwind on a Hudson Valley terrace at this charming inn, just a short drive from Poughkeepsie Station. The on-site spa offers deep-tissue massages and facials, while the cafe serves delicious meals in garden surroundings with free parking and WiFi.
The price is $431
$531 total
includes taxes & fees
Apr 18 - Apr 19
Buttermilk Falls Inn
Americas Best Value Inn New Paltz
Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,000 reviews)
Enjoy complimentary breakfast, WiFi, and parking at this welcoming motel near Samuel Dorsky Museum of Art. Adventure awaits with hiking and mountain biking trails close by, while the fitness center offers workout options after exploring the area.
The price is $105
$118 total
includes taxes & fees
Apr 23 - Apr 24
Americas Best Value Inn New Paltz
Residence Inn by Marriott Poughkeepsie
Residence Inn by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (650 reviews)
Just minutes from Poughkeepsie Station, this convenient hotel features an indoor pool, hot tub, and tennis court for active travelers. Free breakfast and parking add value, while the fitness center keeps workouts on track. Visit nearby Locust Grove or Casperkill Golf Club.
The price is $116
$135 total
includes taxes & fees
May 10 - May 11
Residence Inn by Marriott Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,002 reviews)
Enjoy complimentary breakfast at this Poughkeepsie hotel featuring a fitness center and outdoor terrace. Each room includes refrigerators and microwaves, with free WiFi and parking. Casperkill Golf Club and Bananas Comedy Club are just minutes away.
The price is $106
$123 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn & Suites Poughkeepsie
Hampton Inn by Hilton New Paltz
Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,001 reviews)
Minutes from SUNY New Paltz and the Dorsky Museum of Art, this hotel welcomes guests with free breakfast and parking. The indoor pool offers year-round relaxation, while the convenient train station access makes exploration easy. Travelers consistently praise the helpful staff.
The price is $139
$155 total
includes taxes & fees
Apr 23 - Apr 24
Hampton Inn by Hilton New Paltz
Roosevelt Inn of Hyde Park
Roosevelt Inn of Hyde Park
2.5 star property
Hyde Park
9.4 out of 10, Exceptional, (550 reviews)
The price is $118
$133 total
includes taxes & fees
Apr 19 - Apr 20
Roosevelt Inn of Hyde Park
Journey Inn Bed & Breakfast
Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (340 reviews)
Escape to a welcoming inn offering free breakfast, WiFi, and parking in Hyde Park. Explore onsite hiking paths or go snowshoeing before visiting nearby Vanderbilt Mansion and Culinary Institute of America. Guests consistently praise the attentive staff.
The price is $230
$260 total
includes taxes & fees
Apr 18 - Apr 19
Journey Inn Bed & Breakfast
Red Roof PLUS+ Poughkeepsie
Red Roof PLUS+ Poughkeepsie
2.5 star property
Crown Heights
6.6 out of 10, (1,000 reviews)
Located near Casperkill Golf Club and Bananas Comedy Club, this budget-friendly hotel offers complimentary WiFi and parking. Just 11 minutes from Poughkeepsie Station, you'll enjoy convenient access to a fitness center for maintaining your workout routine during travels.
The price is $129
$150 total
includes taxes & fees
Apr 19 - Apr 20
Red Roof PLUS+ Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $110
$127 total
includes taxes & fees
Apr 29 - Apr 30
Hyatt Place Poughkeepsie / Hudson Valley
Best Western Plus The Inn & Suites At The Falls
Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (459 reviews)
The price is $96
$109 total
includes taxes & fees
Apr 21 - Apr 22
Best Western Plus The Inn & Suites At The Falls
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.

When is the best time to visit Highland?

Our prices for hotels in Highland are cheapest in December
Price trends for hotels in Highland
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Highland
April
High 14°C / low 4°C. Partly sunny.
View properties in April
14°
weather_partly_sunny
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
26°
weather_sun
June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
29°
weather_sun
July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
weather_sun
August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
24°
weather_sun
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
17°
weather_sun
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
10°
weather_partly_sunny
November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
ac_unit
December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
ac_unit
January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
ac_unit
February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
weather_partly_sunny
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
Monthly weather averages (˚C)

Top landmarks in Highland

Learn more about Highland

Highland is well-known for its attractions such as Walkway Over the Hudson State Historic Park and Franklin D Roosevelt Library & Museum. This family-friendly city has something for everyone including sights like Berean Park Beach and Franny Reese State Park within a sunny setting.

Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Check out reviews of Highland hotels guests love

Frequently asked questions

What hotels do travelers like in Highland?
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 19 vacation homes. In addition, you can choose from 6 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.