Photo by Allison Alano Flores

Hotels in Highland

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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Highland?

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing

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, (1,012 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 $93
$104 total
includes taxes & fees
Jun 1 - Jun 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie
View from property

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, (523 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 $167
$189 total
includes taxes & fees
Jun 15 - Jun 16
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Lobby sitting area

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.6 out of 10, Excellent, (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 $109
$128 total
includes taxes & fees
Jun 8 - Jun 9
DoubleTree by Hilton Poughkeepsie Convention Center
Exterior

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,007 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 $109
$127 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Poughkeepsie by IHG
Exterior

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very Good, (1,011 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 $109
$123 total
includes taxes & fees
May 19 - May 20
Quality Inn Hyde Park Poughkeepsie North
Breakfast, lunch, dinner served; American cuisine

The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (270 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 $174
$202 total
includes taxes & fees
Jun 16 - Jun 17
The Heartwood
Terrace/patio

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (469 reviews)
The price is $114
$132 total
includes taxes & fees
Jun 7 - Jun 8
Home2 Suites By Hilton Poughkeepsie
Lobby

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.8 out of 10, Good, (527 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 $101
$117 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn Poughkeepsie
Exterior

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,004 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 $114
$129 total
includes taxes & fees
Jun 7 - Jun 8
Courtyard by Marriott Poughkeepsie
Exterior

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 $130
$151 total
includes taxes & fees
May 31 - Jun 1
Homewood Suites by Hilton Poughkeepsie
Hypo-allergenic bedding, free WiFi, bed sheets

Roosevelt Inn of Hyde Park

Roosevelt Inn of Hyde Park
2.5 star property
Hyde Park
9.4 out of 10, Exceptional, (551 reviews)
The price is $130
$147 total
includes taxes & fees
May 26 - May 27
Roosevelt Inn of Hyde Park
Restaurant

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,011 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
May 19 - May 20
Americas Best Value Inn New Paltz
Free daily buffet breakfast

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,005 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 $121
$140 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Inn & Suites Poughkeepsie
Lobby

Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (657 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 $143
$166 total
includes taxes & fees
Jun 16 - Jun 17
Residence Inn by Marriott Poughkeepsie
Exterior

Red Roof Inn PLUS+ Poughkeepsie

Red Roof Inn PLUS+ Poughkeepsie
2.5 star property
Crown Heights
6.6 out of 10, (1,001 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
May 19 - May 20
Red Roof Inn PLUS+ Poughkeepsie
Reception

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,003 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 $147
$164 total
includes taxes & fees
Jun 1 - Jun 2
Hampton Inn by Hilton New Paltz
Land view from property

Buttermilk Falls Inn

Buttermilk Falls Inn
3.0 star property
Milton
9.0 out of 10, Wonderful, (45 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
May 22 - May 23
Buttermilk Falls Inn
Terrace/patio

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, (468 reviews)
The price is $109
$123 total
includes taxes & fees
May 19 - May 20
Best Western Plus The Inn & Suites At The Falls
Front of property

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (345 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 $247
$280 total
includes taxes & fees
May 25 - May 26
Journey Inn Bed & Breakfast
Smart TV, fireplace

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (88 reviews)
Tucked near Historic Huguenot Street, this charming guesthouse offers rejuvenating spa services and complimentary breakfast each morning. Explore New Paltz Golf Course or relax with free WiFi and parking, just a short drive from Stewart International Airport.
The price is $156
$230 total
includes taxes & fees
May 19 - May 20
Moondance Ridge Bed & Breakfast
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.
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When is the best time to visit Highland?

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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Highland
May
High 21°C / low 9°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
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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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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 Berean Park Beach and Franklin D Roosevelt Library & Museum within a sunny setting.

See all hotels in Highland
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Check out reviews of Highland hotels guests love

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent
"Great stay . Beautiful grounds . Very helpful staff. Breakfast the next morning was wonder . All kinds of food . Clean area and helpful staff."
Carolyn 1-night trip
Posted 1 hour ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Frequently asked questions

What hotels do travelers like in Highland?
Guests like SureStay Plus Hotel by Best Western Highland Poughkeepsie, Hyatt Place Poughkeepsie / Hudson Valley and Inn at Bellefield / Hyde Park, Residence Inn by Marriott.
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 5 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.