Hotels in Highland

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Check prices for these dates

This weekend
Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

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, (1,003 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
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (123 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 $104
$118 total
includes taxes & fees
Jun 30 - Jul 1
Tin Brook Bed & Breakfast
Standard Room, Balcony, River View | Interior

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
10.0 out of 10, Exceptional, (8 reviews)
The price is $171
$193 total
includes taxes & fees
Jun 30 - Jul 1
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, (6 reviews)
The price is $197
$223 total
includes taxes & fees
Jul 2 - Jul 3
The Harlow House
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 2 - Jul 3
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, (1,002 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 $117
$131 total
includes taxes & fees
Jul 5 - Jul 6
Americas Best Value Inn New Paltz
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 $77
$87 total
includes taxes & fees
Jun 30 - Jul 1
Super 8 by Wyndham Montgomery Maybrook
Property entrance

Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, (219 reviews)
The price is $89
$100 total
includes taxes & fees
Jul 1 - Jul 2
Village 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, (277 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 30 - Jul 1
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
Jul 1 - Jul 2
Hudson Valley 9w Motel
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, (878 reviews)
Near the train station, this Montgomery hotel offers convenience with a 24-hour health club and cafƩ. 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 $110
$124 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express & Suites Montgomery by IHG
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 30 - Jul 1
Cadet Motel
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, (1,007 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 $94
$109 total
includes taxes & fees
Jul 27 - Jul 28
Quality Inn & Suites Fishkill South near I-84
Front of property

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (200 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 $101
$169 total
includes taxes & fees
Jun 30 - Jul 1
The Wiltwyck
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, (480 reviews)
The price is $114
$128 total
includes taxes & fees
Jul 5 - Jul 6
Best Western Plus The Inn & Suites At The Falls
Books, music library, stereo

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (214 reviews)
Step back in time at this Victorian retreat in Woodstock. Hike nearby trails or go kayaking, then return to enjoy the garden terrace. Continental breakfast served daily complements free WiFi and parking.
The price is $159
$191 total
includes taxes & fees
Jul 7 - Jul 8
Twin Gables of Woodstock
In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,005 reviews)
The price is $88
$98 total
includes taxes & fees
Jul 12 - Jul 13
Super 8 by Wyndham Kingston
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (134 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 30 - Jul 1
Jenny's Country Manor
Exterior detail

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (416 reviews)
The price is $125
$141 total
includes taxes & fees
Jul 1 - Jul 2
Rhinebeck Village Inn
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, (1,005 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 $87
$103 total
includes taxes & fees
Jun 30 - Jul 1
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.
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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 26Ā°C / low 14Ā°C. Sunny most days.
View properties in June
26Ā°
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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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29Ā°
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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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14Ā°
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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 (ĖšC)

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 Franklin D Roosevelt Library & Museum. 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
Open Photo by Allison Alano Flores

Check out reviews of Highland hotels guests love

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

8/10 Good
"Room spacious. On ground floor near main lobby as requested. Directions by front desk to our building were unclear and we wandered outside w a heavy bag for a while until another staff member redirected us. Centrally located to shops and restaurants"
Joyce 1-night trip
Posted 2 hours ago
Beekman Arms and Delamater Inn

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 69Ā°F. January and February are the coldest months when the average temperature is 31Ā°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 Keyā„¢, our rewards program, you will be able to earn and use OneKeyCashā„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.