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

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

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, (1,006 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 $84
$94 total
includes taxes & fees
Jul 1 - Jul 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Standard Room, Balcony, River View | Interior

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
The price is $165
$187 total
includes taxes & fees
Jun 10 - Jun 11
Rhinecliff Hotel
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (168 reviews)
Escape to this charming Victorian B&B in Montgomery, featuring a restaurant, snack bar, and serene garden terrace. Enjoy facials and complimentary breakfast before exploring nearby City Winery Hudson Valley and Orange County Farmers Museum.
The price is $114
$133 total
includes taxes & fees
Jun 10 - Jun 11
Borland House Inn
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, (1,015 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
Jun 15 - Jun 16
Americas Best Value Inn New Paltz
Front of property

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (2 reviews)
The price is $166
$188 total
includes taxes & fees
Jun 14 - Jun 15
The Harlow House
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, (474 reviews)
The price is $105
$118 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Plus The Inn & Suites At The Falls
Front of property

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (195 reviews)
Escape to this welcoming Kingston retreat offering complimentary WiFi and parking. Located near Senate House Historic Site and the Volunteer Fireman's Museum, with hiking and biking trails nearby. Netflix access in rooms adds entertainment value after exploring Hudson Valley.
The price is $116
$186 total
includes taxes & fees
Jun 10 - Jun 11
The Wiltwyck
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (122 reviews)
Warm, inviting atmosphere awaits at this Walden B&B where complimentary breakfast energizes your day. Explore nearby attractions with ease, knowing your car is safely parked in the free lot when you return to this cozy Hudson Valley haven.
The price is $138
$156 total
includes taxes & fees
Jun 10 - Jun 11
Tin Brook Bed & Breakfast
Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,008 reviews)
Located near a train station in Fishkill, this hotel offers a fitness center and free continental breakfast daily. Enjoy convenient perks like complimentary WiFi and parking. Nearby attractions include Fishkill Golf Course and Fishkill Ridge.
The price is $98
$113 total
includes taxes & fees
Jul 6 - Jul 7
Quality Inn & Suites Fishkill South near I-84
Exterior

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (311 reviews)
The price is $85
$100 total
includes taxes & fees
Jun 10 - Jun 11
Cadet Motel
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (273 reviews)
Minutes from Fishkill Ridge hiking trails, this cozy Cold Spring motel offers free WiFi and parking. Enjoy daily housekeeping and easy access to nearby Fishkill Golf Course for a relaxing Hudson Valley escape.
The price is $95
$103 total
includes taxes & fees
Jun 10 - Jun 11
Countryside Motel
In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,003 reviews)
At Super 8 Montgomery Maybrook, wake up to complimentary breakfast before exploring nearby City Winery Hudson Valley. Free WiFi and parking enhance your stay while the attentive staff, praised by fellow travelers, ensures a pleasant experience.
The price is $79
$90 total
includes taxes & fees
Jun 10 - Jun 11
Super 8 by Wyndham Montgomery Maybrook
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,016 reviews)
The price is $98
$114 total
includes taxes & fees
Jun 15 - Jun 16
Hyatt Place Poughkeepsie / Hudson Valley
Exterior

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (866 reviews)
Near the train station, this Montgomery hotel offers convenience with a 24-hour health club and café. Free breakfast, WiFi and parking make stays stress-free. Close to City Winery Hudson Valley and only 16 minutes from Stewart Airport.
The price is $124
$140 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express & Suites Montgomery by IHG
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,008 reviews)
This business-friendly hotel offers a complimentary airport shuttle and is only 1.6 mi from Stewart Airport. Enjoy the indoor pool after a workout in the fitness center. With free WiFi and parking, plus proximity to Resorts World, convenience meets comfort.
The price is $109
$123 total
includes taxes & fees
Jun 10 - Jun 11
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Property entrance

Village Motel

Village Motel
2.0 star property
Ellenville
6.6 out of 10, (214 reviews)
The price is $89
$100 total
includes taxes & fees
Jun 10 - Jun 11
Village Motel
Front of property

Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very Good, (72 reviews)
Discover serene charm at this Lake Katrine motel featuring attentive 24-hour service and daily housekeeping. Just minutes from Hudson Valley Mall and Robert E. Post Memorial Park, enjoy convenient free parking while exploring nearby attractions.
The price is $115
$179 total
includes taxes & fees
Jun 10 - Jun 11
Hudson Valley 9w Motel
Breakfast, lunch, dinner and brunch served

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (55 reviews)
This charming farmhouse B&B offers a relaxing escape next to a golf course. Rejuvenate in the sauna, dine at Farmhouse Tavern, or enjoy drinks at the bar. Located near Minnewaska State Park with free WiFi and parking.
The price is $117
$181 total
includes taxes & fees
Jun 10 - Jun 11
Stonehill's Farmhouse
Front of property

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
Pleasant Valley
9.6 out of 10, Exceptional, (14 reviews)
Escape to Pleasant Valley, where this welcoming motel provides convenient access to James Baird State Park and Innisfree Garden. Free WiFi, complimentary parking, and on-site laundry facilities ensure a comfortable extended stay just 25 minutes from Poughkeepsie Station.
The price is $127
$144 total
includes taxes & fees
Jun 10 - Jun 11
The Lagrange Inn & Extended Stay
Lobby

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,010 reviews)
This tranquil hotel offers a remarkably quiet atmosphere despite its convenient location. Just 4 minutes from Stewart Airport and near Hamilton Fish Bridge, enjoy complimentary WiFi, parking, and on-the-go breakfast daily.
The price is $90
$107 total
includes taxes & fees
Jun 14 - Jun 15
Howard Johnson by Wyndham Newburgh/West Point
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.
View all properties

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 June
Currently viewing crowd sizes and weather for June.
Typical weather for Highland
June
High 26°C / low 14°C. Sunny most days.
View properties in June
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.
7°
10°
weather_partly_sunny
November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
4°
ac_unit
December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
1°
ac_unit
January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
3°
ac_unit
February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
8°
weather_partly_sunny
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
14°
weather_partly_sunny
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
4°
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
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.
See properties

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.

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

Check out reviews of Highland hotels guests love

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible
"The man working overnights for yall needs a raise but one of the worst hotel experiences I’ve had, never even got a room but I got my refund"
Kameron 1-night trip
Posted 9 hours ago
Studio 6 Extended Stay Fishkill Westage Center NY

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 DoubleTree by Hilton Poughkeepsie Convention Center.
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 20 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.