A suspension bridge over a river with autumn foliage and distant hills.

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29 Sep - 30 Sep
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30 Sep - 1 Oct
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2 Oct - 4 Oct
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9 Oct - 11 Oct

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Our top choices for Highland hotels

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Highland
United States
Jamie
AED 356
AED 399 total
includes taxes & fees
4 Oct - 5 Oct
SureStay Plus Hotel by Best Western Highland Poughkeepsie

2. Hudson Valley Duplex: Hike, Sip + Explore!

Hudson Valley Duplex: Hike, Sip + Explore!
Highland
AED 819
AED 2,301 total
includes taxes & fees
30 Sep - 1 Oct
Hudson Valley Duplex: Hike, Sip + Explore!

3. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
Poughkeepsie
United States
John
AED 338
AED 392 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express Poughkeepsie by IHG

4. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
Downtown Poughkeepsie
Canada
Amanda
AED 434
AED 508 total
includes taxes & fees
7 Oct - 8 Oct
DoubleTree by Hilton Poughkeepsie Convention Center

5. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
Poughkeepsie
United States
Marco
AED 434
AED 504 total
includes taxes & fees
7 Oct - 8 Oct
Home2 Suites By Hilton Poughkeepsie

6. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
Crown Heights
United States
Sanford
AED 343
AED 399 total
includes taxes & fees
19 Oct - 20 Oct
Hampton Inn & Suites Poughkeepsie

7. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
United States
Dawn
AED 356
AED 413 total
includes taxes & fees
21 Oct - 22 Oct
Quality Inn Poughkeepsie

8. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
Hyde Park
United States
Ron
AED 297
AED 336 total
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Hyde Park Poughkeepsie North

9. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Hyde Park
United States
Mary K
AED 613
AED 694 total
includes taxes & fees
26 Oct - 27 Oct
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
Poughkeepsie
United Kingdom
Trudy
AED 509
AED 591 total
includes taxes & fees
26 Oct - 27 Oct
Homewood Suites by Hilton Poughkeepsie

11. Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
Poughkeepsie
United States
Celine
AED 403
AED 456 total
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Poughkeepsie

12. Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
New Paltz
United States
Debra
AED 429
AED 481 total
includes taxes & fees
18 Oct - 19 Oct
Americas Best Value Inn New Paltz

13. The Heartwood

The Heartwood
Arlington
United States
Frida Nohemi
AED 471
AED 547 total
includes taxes & fees
20 Oct - 21 Oct
The Heartwood

14. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights
United States
Jacqueline Sue
AED 404
AED 469 total
includes taxes & fees
13 Oct - 14 Oct
Hyatt Place Poughkeepsie / Hudson Valley

15. Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
Poughkeepsie
United States
Chandra
AED 426
AED 495 total
includes taxes & fees
26 Oct - 27 Oct
Residence Inn by Marriott Poughkeepsie

16. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
New Paltz
United States
Hilda
AED 539
AED 604 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn by Hilton New Paltz

17. Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
Poughkeepsie
United States
Valerie
AED 386
AED 448 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Poughkeepsie by IHG

18. Roosevelt Inn of Hyde Park

Roosevelt Inn of Hyde Park
Hyde Park
United States
Lewis
Roosevelt Inn of Hyde Park

19. Red Roof Inn PLUS+ Poughkeepsie

Red Roof Inn PLUS+ Poughkeepsie
Crown Heights
United States
Lee
AED 364
AED 422 total
includes taxes & fees
30 Sep - 1 Oct
Red Roof Inn PLUS+ Poughkeepsie

20. Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
Red Oaks Mill
United States
Aixa
AED 400
AED 453 total
includes taxes & fees
30 Sep - 1 Oct
Best Western Plus The Inn & Suites At The Falls
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Stay near popular Highland attractions

Franny Reese State Park

Traverse historic carriage roads and discover 19th-century mansion ruins at this serene riverside park. Hike through lush forests to reach stunning Hudson River overlooks and panoramic views of the Mid-Hudson Bridge.
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Apple Greens Golf Course

8.8/10 (3 reviews)
This 27-hole Hudson Valley course offers challenging play amid stunning Catskill and Shawangunk Mountain views. Arrive early to enjoy the driving range and putting greens before your round.
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Berean Park Beach

Berean Park Beach offers a serene sandy shoreline with picnic facilities and hiking trails in Highland, New York. Families can enjoy swimming, tennis courts, and the playground during summer months.
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Learn more about Highland

Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve.

See all hotels in Highland
A suspension bridge over a river with hills in the background.
Photo by Allison Alano Flores

Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Nice staff clean space good breakfast"
Jasmine 2-night trip
Posted 1 hour ago
Holiday Inn Express Poughkeepsie by IHG
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

8/10 Good
"Plenty of parking, room was clean"
James 1-night trip
Posted 8 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

8/10 Good
"The room was decent. Clean and comfortable bed. Quiet. Rusty, leaning floor lamp in corner of bedroom. Decent value. The bathroom was not in great condition. Damaged ceiling tile over the shower from second floor. Empty shampoo conditioner mounted on shower wall. Very sparce continental breakfast."
Michael 1-night trip
Posted 17 hours ago
Quality Inn Poughkeepsie
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good
"The building was easy to access, The property needs some updating and TLC but the staff was amazing very friendly and helpful."
Ashley 2-night trip
Posted 1 day ago
Studio 6 Extended Stay Fishkill Westage Center NY
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Was a pleasant overnight stay"
david 1-night trip
Posted 2 days ago
Ramada by Wyndham Newburgh/West Point

More cheap stays in Highland

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY
AED 297
AED 336 total
19 Oct - 20 Oct
includes taxes & fees
Quality Inn Hyde Park Poughkeepsie North
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
AED 294
AED 347 total
30 Sep - 1 Oct
includes taxes & fees
4.8/10 (999 reviews)
Ramada by Wyndham Newburgh/West Point
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

915 Union Ave New Windsor NY
AED 327
AED 387 total
18 Oct - 19 Oct
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
AED 338
AED 392 total
26 Oct - 27 Oct
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Holiday Inn Express Poughkeepsie by IHG
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY
AED 356
AED 413 total
21 Oct - 22 Oct
includes taxes & fees
7.6/10 Good! (594 reviews)
Quality Inn Poughkeepsie
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY
AED 407
AED 471 total
19 Oct - 20 Oct
includes taxes & fees
Comfort Suites Fishkill near Interstate 84

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is a haven for outdoor enthusiasts, offering activities like skiing, hiking, and exploring picturesque landscapes.
  • Scenic Walkway: Enjoy breathtaking views at the Walkway Over the Hudson, a perfect spot for leisurely strolls and family outings.
  • Cultural Experiences: Discover local art galleries, historic bridges, and educational sites that reflect Highland's rich cultural heritage.
  • Charming Neighborhoods: Relax in friendly neighborhoods that provide a warm atmosphere and a sense of community.
  • Diverse Accommodations: Choose from a variety of lodging options, including pet-friendly and agritourism properties for a unique stay.

Find great hotels near Highland

Discover a range of hotel accommodations in Highland, New York, catering to all types of travelers. Whether you're seeking pet-friendly options, facilities for business travel, or an adventurous vacation experience, Highland offers a variety of choices. From charming agritourism properties to top-rated hotels, you’ll find the perfect place to unwind. Explore hotel reviews and find the best hotels to make your stay memorable.

  • Best Western Fishkill Inn & Suites: A 3.5-star hotel located 22.5km from Highland, the Best Western Fishkill Inn & Suites caters to a diverse range of travelers, including business guests and those seeking an LGBTQIA-friendly environment. This pet-friendly property allows dogs and is ideal for those traveling with furry companions. Guests will appreciate the hotel's welcoming atmosphere, along with amenities such as complimentary Wi-Fi, an indoor pool, and a fitness center. Whether you’re conducting business or enjoying a family getaway, this hotel promises a comfortable stay.
  • HYATT house Fishkill/Poughkeepsie: Situated 22.5km from Highland, the HYATT house Fishkill/Poughkeepsie is a family-oriented, pet-friendly hotel designed for comfort and convenience. This 3-star lodging offers a range of amenities for children, including free cribs, window guards, and a first-aid kit for peace of mind. Guests can enjoy spacious rooms, a fully equipped kitchen, and a complimentary breakfast to start the day right. Whether you're on a family vacation or a business trip, this hotel provides a welcoming environment for all.
  • Quality Inn & Suites Fishkill South near I-84: Located 22.5km from Highland, the Quality Inn & Suites Fishkill South near I-84 is a versatile option for business travelers and families alike, with a strong commitment to LGBTQIA inclusivity. The hotel offers amenities for children, including free cribs and safety features like window guards. Guests can unwind in comfortable accommodations and enjoy easy access to local attractions. With its welcoming atmosphere and family-friendly services, this hotel is an excellent choice for your stay.

Where to stay near Highland

Highland, New York, is a perfect destination for outdoor enthusiasts and families seeking a scenic getaway. Enjoy the vibrant atmosphere while exploring local parks like the scenic Walkway Over the Hudson, or unwind in charming neighborhoods that offer friendly faces and relaxation. Just a short drive away, you can discover more adventures in the surrounding regions, ensuring a memorable experience filled with sunshine and beautiful landscapes.

  • Poughkeepsie: Situated a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a delightful blend of outdoor and urban experiences. Peak visitor seasons occur during the warm summer months of July and August, as well as in October. Travellers flock here to enjoy its educational institutions, expansive shopping areas, and beautiful lakes. The city's notable landmarks include both modern and historic colleges, providing a rich cultural backdrop. Whether you’re looking to shop, dine, or explore scenic views, Poughkeepsie has something for everyone.
  • New Paltz: Located 11.3km from Highland, New Paltz is an adventure-filled city that attracts visitors year-round, particularly during April and the late summer to early fall. Known for its stunning scenery and outdoor activities, this city is a haven for nature lovers and thrill-seekers. Popular spots include recreational areas perfect for skiing and hiking, as well as picturesque lakes and mountains. New Paltz offers a unique charm that combines outdoor adventure with scenic beauty, making it a must-visit destination.
  • Hyde Park: Just 6.4km from Highland, Hyde Park is a cultural gem that invites families and outdoor enthusiasts alike. The city sees a spike in visitors during the summer and early fall months, particularly in June and July. Hyde Park is known for its rich history, including historic colleges and nearby lakes. Visitors can enjoy shopping, educational experiences, and outdoor activities such as skiing in the winter. With its blend of culture and family-friendly attractions, Hyde Park promises a memorable experience for all.

Things to do in and around Highland

Highland, New York, is perfect for outdoor enthusiasts and adventure seekers. Enjoy a range of activities including skiing and exploring scenic landscapes. The area also offers romantic getaways, educational experiences, and art galleries, making it a versatile destination. For those interested in sports, there are sports halls to stay active while enjoying the stunning surroundings. Whether you're seeking relaxation or adventure, Highland has something for everyone.

Shopping

In Highland, you can shop at Poughkeepsie Galleria, only 11.3km away, offering a variety of stores and entertainment options. If you're up for a drive, visit Hudson Valley Mall, located 111.3km away, featuring diverse shops in a vibrant atmosphere, perfect for family outings.

Recreation

Apple Greens Golf Course offers a relaxing outdoor experience with its scenic fairways and lush landscapes, perfect for golf enthusiasts. For a different vibe, visit Richard L. Skimin Memorial Baseball Field, a nearby recreation park ideal for unwinding and enjoying leisurely activities with family and friends.

For some lighthearted fun, head to Bananas Comedy Club, where laughter fills the air, making it a great family-friendly venue to unwind and enjoy a night of entertainment.

Adventure

Experience the thrill of Paintball Sports, located 11.3km from Highland, where you can engage in exciting paintball battles with friends. For a more relaxed adventure, North Landing Beach campground, also 11.3km away, offers a perfect family-friendly outdoor atmosphere. Hike the scenic Labyrinth Trailhead, 17.7km from Highland, for breathtaking views.

Nightlife

Experience Highland's vibrant nightlife at the Chance Theater, where romance and culture blend beautifully. For a family-friendly movie night, visit the Overlook Drive-In Theater. If you seek adventure, head to Fun Central, an arcade that promises excitement for all ages.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Highland

To save money on your trip to Highland, New York, consider visiting between January and March when hotel prices are lower. Book your stay on a Tuesday for the best rates. Use Expedia’s search tool to find budget-friendly hotels by sorting prices from lowest to highest and exploring eco-certified options. Save further by bundling your hotel, flights, and activities for package deals. Always compare room rates and take advantage of travel rewards and promotions to maximize your savings while enjoying the scenic beauty and activities in Highland.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Highland are January to March, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Highland is Tuesday. The most expensive day to stay in Highland is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your desired location, and more. You can arrange your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, by checking the Eco-certified filter, you'll find sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Highland with your flights and activities through an Expedia package deal.

Find the best attractions near Highland

Highland, New York, is an ideal destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and a rich cultural experience. Visitors can explore various points of interest, including modern colleges, historic bridges, and significant sites. Whether you're looking for family-friendly activities or an immersive outdoor experience, Highland's attractions provide something for everyone to enjoy.

  • Culinary Institute of America: Experience the heart of culinary arts at this prestigious institution, located just 3.2km from Highland. Enjoy a campus tour, savor exquisite dishes prepared by students, and immerse yourself in the rich culture of gastronomy.
  • Marist College: Situated 1.6km away, Marist College boasts modern facilities and vibrant city vibes. Explore its scenic campus along the Hudson River and enjoy cultural events, art exhibitions, and a lively student atmosphere.
  • Walkway Over the Hudson State Historic Park: Just 1.4km from Highland, this historic bridge offers breathtaking views of the Hudson River. Stroll along its pathways and learn about its history while enjoying the beautiful surroundings.

Best time to go to Highland

The best time to visit Highland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Highland falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Highland falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly SunnyModerately LowSlightly Low
February28.6°F (-1.9°C)Light RainMostly SunnyAverageSlightly Low
March36.3°F (2.4°C)Light RainMostly SunnyModerately HighSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnyModerately HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
June67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
July73.2°F (22.9°C)Light RainMostly SunnyModerately HighAverage
August71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageSlightly High
October52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly High
November40.6°F (4.8°C)Light RainMostly SunnyModerately LowAverage
December32.7°F (0.4°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Highland

If you're planning to fly into Highland, New York, there are several airports to consider. White Plains (HPN-Westchester County) is 75.6km away, with nearby hotels such as The Opus Westchester and Sonesta White Plains, both offering complimentary airport shuttle services. Newburgh (SWF-Stewart International) is closer at 27.4km and features options like The Dutchess Inn and Spa at Beacon, providing fee-based airport transportation. For those considering Danbury (DXR-Danbury Municipal), located 54.7km from Highland, Hotel Zero Degrees Danbury and Ethan Allen Hotel are both nearby and easily accessible. Each of these airports offers convenient access to the Highland area for your vacation.

Frequently asked questions

What's the best place to stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveler data. This hotel offers free breakfast and free parking. Other good options for your stay in the area are Quality Inn Poughkeepsie and Beekman Arms and Delamater Inn. See all available top hotels, or vacation rentals in Highland.
What are some of the best vacation home rentals that Highland has to offer?
Private 37 Acre Lake Estate on 164 Acres - 11 BR: This highly rated vacation home rental in Highland is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Highland.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
Where can I learn more about changing or cancelling my trip to Highland?
For more details about updating your trip to Highland or cancelling it, click here.
What's the best pet-friendly accommodation in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is a top dog-friendly hotel, and offers laundry facilities along with WiFi for its human guests. See more pet-friendly hotel accommodations in Highland.
Where is the best hotel to stay with easy access to West Park Winery?
Journey Inn Bed & Breakfast is one of the top choices for your stay based on our traveler data, and this 4-star B&B offers free breakfast and free parking. It's located 1.8 mi (2.9 km) from West Park Winery. Other good choices within a few miles include Inn the Woods B&B and Roosevelt Inn of Hyde Park.
What about the best place to stay close to Apple Greens Golf Course?
One of the top choices for your stay is Hampton Inn by Hilton New Paltz, located 1.8 mi (3 km) from Apple Greens Golf Course, and this hotel offers free breakfast and an indoor pool. Rodeway Inn & Suites New Paltz - Hudson Valley and Americas Best Value Inn New Paltz are a couple of other good options within a few miles.
What are some accommodations with pools in Highland?
Quality Inn Poughkeepsie: Hotel, 7-minute walk from Vassar College. Offers daily, an indoor pool, and free self parking. Hyatt Place Poughkeepsie / Hudson Valley and Wildflower Farms, Auberge Collection are a couple of other choices with an onsite pool. View all hotels with pools in Highland.
What's the best hotel for staying near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
How is it to stay in Highland?
Families enjoy visiting Highland though all visitors are sure to find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 49 hotels and other accommodations to choose from. Find out more about Highland.
What should I see while I'm in Highland?
The picturesque setting of Walkway Over the Hudson State Historic Park and Berean Park Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Franny Reese State Park and Apple Greens Golf Course. Check out what more to see and do in Expedia's Highland guide.
What's the seasonal weather like in Highland?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.