Hotels in Highland

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Check prices for these dates

This weekend
Jun 26 - Jun 28
Next weekend
Jul 3 - Jul 5

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, (1,002 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
10.0 out of 10, Exceptional, (5 reviews)
The price is $165
$187 total
includes taxes & fees
Jun 29 - Jun 30
Rhinecliff Hotel
Classic Room, 1 King Bed, Balcony | Free WiFi

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (3 reviews)
The price is $164
$186 total
includes taxes & fees
Jun 24 - Jun 25
The Harlow House
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 24 - Jun 25
Tin Brook Bed & Breakfast
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 24 - Jun 25
Cadet Motel
Breakfast, lunch, dinner and brunch served

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (57 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 $118
$183 total
includes taxes & fees
Jun 24 - Jun 25
Stonehill's Farmhouse
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, (1,007 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 29 - Jun 30
Americas Best Value Inn New Paltz
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 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 $121
$141 total
includes taxes & fees
Jul 1 - Jul 2
Borland House Inn
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, (276 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 24 - Jun 25
Countryside 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 24 - Jun 25
Hudson Valley 9w Motel
Front of property

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (199 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 $105
$174 total
includes taxes & fees
Jun 24 - Jun 25
The Wiltwyck
Lobby

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
5.0 out of 10, (1,002 reviews)
Conveniently located in Newburgh near Hamilton Fish Bridge and Resorts World Hudson Valley, this hotel offers a lively nightclub for evening entertainment. Enjoy free WiFi, complimentary parking, and a workout at the fitness center, just 6 minutes from Stewart Airport.
The price is $72
$85 total
includes taxes & fees
Jun 24 - Jun 25
Ramada by Wyndham Newburgh/West Point
Property entrance

Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, (216 reviews)
The price is $89
$100 total
includes taxes & fees
Jun 24 - Jun 25
Village Motel
Exterior detail

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (414 reviews)
The price is $125
$141 total
includes taxes & fees
Jun 25 - Jun 26
Rhinebeck Village Inn
Exterior

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, (1,001 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 $95
$107 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn Hyde Park Poughkeepsie North
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 $86
$98 total
includes taxes & fees
Jul 19 - Jul 20
Super 8 by Wyndham Montgomery Maybrook
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, (873 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 $109
$123 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, (1,005 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
$129 total
includes taxes & fees
Jun 28 - Jun 29
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
Escape to Jenny's Country Manor in Red Hook, where cozy accommodations meet countryside charm. Enjoy complimentary WiFi and parking while exploring nearby Lake Carvel and Stissing Lake Park. Daily housekeeping ensures a fresh, comfortable stay.
The price is $140
$158 total
includes taxes & fees
Jun 24 - Jun 25
Jenny's Country Manor
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, (479 reviews)
The price is $114
$128 total
includes taxes & fees
Jun 28 - Jun 29
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.
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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 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
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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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14°
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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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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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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 Franklin D Roosevelt Library & Museum and Berean Park Beach 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

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

8/10 Good
"Hotel was conveniently close to everything great location"
Valerie 1-night trip
Posted 2 hours ago
Best Western Plus Kingston Hotel And Conference Center

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 21 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.