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

Highland Hotels from S$115

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25 Aug - 26 Aug
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26 Aug - 27 Aug
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28 Aug - 30 Aug
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4 Sept - 6 Sept

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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
Michael
S$127
includes taxes & fees
31 Aug - 1 Sept
SureStay Plus Hotel by Best Western Highland Poughkeepsie

2. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
Downtown Poughkeepsie
United States
Jennifer
S$182
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Poughkeepsie Convention Center

3. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
Poughkeepsie
United States
Stephen
S$143
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Poughkeepsie by IHG

4. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
Hyde Park
United States
Joshua
S$123
includes taxes & fees
14 Sept - 15 Sept
Quality Inn Hyde Park Poughkeepsie North

5. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights
United States
Katlin
S$149
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Poughkeepsie / Hudson Valley

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

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Hyde Park
United States
Antoun
S$243
includes taxes & fees
7 Sept - 8 Sept
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

7. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
Crown Heights
United States
Quincy
S$168
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Poughkeepsie

8. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
United States
Juan Carlos
S$143
includes taxes & fees
23 Sept - 24 Sept
Quality Inn Poughkeepsie

9. Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
New Paltz
United States
Marisa
S$166
includes taxes & fees
31 Aug - 1 Sept
Americas Best Value Inn New Paltz

10. Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
Poughkeepsie
United States
Valerie
S$169
includes taxes & fees
21 Sept - 22 Sept
Courtyard by Marriott Poughkeepsie

11. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
Poughkeepsie
United States
Sandra
S$192
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites By Hilton Poughkeepsie

12. Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
Poughkeepsie
United States
Adrienne
S$162
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Poughkeepsie by IHG

13. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
Poughkeepsie
United States
Audie
S$204
includes taxes & fees
13 Sept - 14 Sept
Homewood Suites by Hilton Poughkeepsie

14. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
New Paltz
United States
Sara
S$197
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn by Hilton New Paltz

15. Red Roof Inn PLUS+ Poughkeepsie

Red Roof Inn PLUS+ Poughkeepsie
Crown Heights
United States
Lee
S$125
includes taxes & fees
1 Sept - 2 Sept
Red Roof Inn PLUS+ Poughkeepsie

16. Roosevelt Inn of Hyde Park

Roosevelt Inn of Hyde Park
Hyde Park
United States
Lewis
S$193
includes taxes & fees
21 Sept - 22 Sept
Roosevelt Inn of Hyde Park

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

Best Western Plus The Inn & Suites At The Falls
Red Oaks Mill
United States
Jacqueline
S$190
includes taxes & fees
21 Sept - 22 Sept
Best Western Plus The Inn & Suites At The Falls

18. The Heartwood

The Heartwood
Arlington
United States
Nathaniel
S$264
includes taxes & fees
7 Sept - 8 Sept
The Heartwood

19. Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
Poughkeepsie
United States
Chandra
S$211
includes taxes & fees
20 Sept - 21 Sept
Residence Inn by Marriott Poughkeepsie

20. Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
New Paltz
United States
Anthony
S$322
includes taxes & fees
27 Aug - 28 Aug
Moondance Ridge Bed & Breakfast
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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

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"The room 333 have a musty smell. Triggering allergy."
Santos 4-night trip
Posted 1 hour ago
Hampton Inn by Hilton New Paltz
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Convenient location, breakfast a plus, clean rooms. Unfortunately the WiFi was not working, but it was being fixed while we were there"
Richard 1-night trip
Posted 7 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

8/10 Good
"restaurant food and service there was outstanding. the room was clean and fine the front desk staff was okay"
Laurie 1-night trip
Posted 8 hours ago
Beekman Arms and Delamater Inn
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good
"First-class hotel, except for the breakfast. My spouse and child waited for 40 minutes to be fed until they gave up and left. They observed other patrons not getting any breakfast, either. Probably just as well, as the prices were outrageously high (even if the service had been even remotely competent). The drive-thru window at Dunkin' Donuts provided better service and at much more reasonable prices. I would stay at the Doubletree again, but I would plan to avoid their restaurant at all costs."
Robert 1-night trip
Posted 21 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent
"Everything was great...fun bar, very nice rooms with kitchen small living room area. But the reason we stayed was the Culinary Institute. The staff told us it was a 5 min walk, Please be advised it is not 5 min more like 10-15 min. The hill from the hotel is step and it's also steep to go up to the Culinary Institute. If your young its fine. But people who don't walk to well should expect to take and Uber maybe 7-10.00$ We took and Uber home because it was dark out after we had our dinner. You can pick up and Uber very easy by the students dorms."
Robin 1-night trip
Posted 23 hours ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Miguel at the front desk was lovely. Very friendly, helpful, thorough, and fast. The bed was the best at any hotel we’ve ever been to…we are looking into buying one for our home! Only disappointment was the broken hot tub but oh well."
Ashley 1-night trip
Posted 1 day ago
Hampton Inn & Suites Poughkeepsie
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

8/10 Good
"Clean room. Good price"
Tracy 1-night trip
Posted 1 day ago
Americas Best Value Inn New Paltz
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Everyone that works there is so amazing so professional thank you so much"
Ryan 6-night trip
Posted 1 day ago
Hyatt Place Poughkeepsie / Hudson Valley
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

8/10 Good
"Not fancy, but very clean and it looks like it was updated recently. The location is good, as the many hotels in the area show. This is a budget friendly place, but nicer than most in that category. The staff was great, and Mike at the front desk was especially helpful. I wasn’t thrilled with the $10 fee for staying less than a week, and the $2 housekeeping fee is strange (especially since there wasn’t any during my four night stay… I didn’t need it or miss it but if you go out the way to charge for it… ). Anyway if you want a clean and safe budget stay, it’s a great option."
Armand 4-night trip
Posted 2 days ago
Studio 6 Extended Stay Fishkill Route 9 NY

More cheap stays in Highland

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
S$115
31 Aug - 1 Sept
includes taxes & fees
Ramada by Wyndham Newburgh/West Point
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
S$127
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (1,029 reviews)
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

915 Union Ave New Windsor NY
S$134
13 Sept - 14 Sept
includes taxes & fees
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
S$143
20 Sept - 21 Sept
includes taxes & fees
Holiday Inn Express Poughkeepsie by IHG
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

7 Terwilliger Ln New Paltz NY
S$166
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,024 reviews)
Americas Best Value Inn New Paltz
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY
S$168
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,014 reviews)
Hampton Inn & Suites Poughkeepsie

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 beautiful recreational areas.
  • Cultural Experiences: Visitors can immerse themselves in history by exploring historic sites and local attractions, including modern colleges and picturesque bridges.
  • Family-Friendly Activities: The region caters to families with a range of engaging activities, ensuring fun for all ages.
  • Charming Local Shops: Enjoy a delightful shopping experience in Highland’s quaint local shops.
  • Diverse Accommodation: Highland boasts a variety of lodging options, from pet-friendly hotels to unique agritourism properties.

Find great hotels near Highland

Discover a variety of accommodation options in Highland, New York, catering to every type of traveller. Whether you seek a pet-friendly hotel for a family adventure or a business-themed stay for work-related visits, Highland offers diverse lodging, including unique agritourism properties. Explore top hotels that promise memorable experiences amidst the scenic beauty of the region, ensuring a delightful getaway.

  • HYATT house Fishkill/Poughkeepsie: Nestled 22.5km from Highland, HYATT house Fishkill/Poughkeepsie offers a unique blend of business and family-friendly accommodations. This 3-star property is ideal for those seeking a comfortable yet functional stay. The hotel features multiple meeting rooms, conference spaces, and a fully-equipped business centre, making it perfect for business travellers. Families will appreciate amenities such as free cribs, child safety features, and a pet-friendly policy that welcomes dogs and cats. With a focus on both convenience and comfort, this hotel ensures a pleasant experience for all guests.
  • Hampton Inn by Hilton New Paltz: Located a mere 9.7km from Highland, the Hampton Inn by Hilton New Paltz stands out as an LGBTQIA welcoming accommodation option. This hotel is well-suited for business travellers, offering accessible business amenities, including a 24-hour business centre and multiple meeting rooms. With a friendly atmosphere and a commitment to inclusivity, guests can enjoy their stay with the added benefit of a pet-friendly policy, which includes provisions for dogs and cats. This hotel is a perfect choice for those looking for a supportive and professional environment.
  • Extended Stay America Suites Fishkill Route 9: Situated 22.5km from Highland, Extended Stay America Suites Fishkill Route 9 is an excellent choice for adventurous travellers. This property combines business amenities with opportunities for outdoor activities, including surfing, mountain biking, and snowboarding nearby. The hotel is also pet-friendly, welcoming dogs and cats, ensuring that your furry companions can join in the fun. With a focus on both business and recreation, this hotel is ideal for those seeking a balanced experience during their stay.

Where to stay near Highland

Highland, New York, offers a delightful blend of outdoor adventure and family-friendly experiences. Enjoy the fresh air and scenic beauty while exploring nearby hill resorts and picturesque landscapes. Venture into charming local shops for a delightful shopping haven or relax in the friendly atmosphere that surrounds you. Whether you seek thrilling activities or a peaceful getaway, Highland promises a memorable vacation filled with natural wonders and warm hospitality.

  • Poughkeepsie: Located a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a delightful mix of outdoor, family-friendly, and city-themed experiences. The city sees a steady stream of visitors year-round, with peak times in July, August, and October. Here, you can explore a range of activities including shopping at local centres and educational venues. Notable landmarks include a modern college university, scenic lakes, and picturesque mountains, making it an ideal spot for those looking to immerse themselves in both culture and nature.
  • New Paltz: Just 11.3km from Highland, New Paltz is a haven for outdoor enthusiasts and adventure seekers. This charming city witnesses an influx of visitors primarily in April and from August to September. With access to ski fields and recreational areas, it’s perfect for those who crave scenic landscapes and thrilling activities. The nearby lakes, nature reserves, and majestic mountains add to its allure, making a visit to New Paltz a refreshing escape into the great outdoors.
  • Hyde Park: Situated 6.4km from Highland, Hyde Park is a culturally rich city that attracts families and culture enthusiasts alike. With steady visitor numbers peaking from June to July and in September, Hyde Park offers a range of activities including educational experiences, shopping, and skiing. The area is home to historic and modern colleges, as well as serene lakes, providing an excellent backdrop for exploration and relaxation. Whether you’re keen on history or outdoor activities, Hyde Park has something for everyone.

Things to do near Highland

Highland, New York, is an ideal destination for outdoor and adventure enthusiasts, as well as families seeking memorable vacations. Visitors can enjoy a range of activities, including skiing, exploring recreational areas, and embarking on day trips. Wellness retreats and various attractions enhance the experience, while glens holidays offer unique opportunities for outdoor adventures. Highland promises a delightful blend of education and recreation for all ages.

Shopping

The Poughkeepsie Galleria, located 11.3km from Highland, offers a vibrant shopping atmosphere with various entertainment options. If you're up for a drive, the Hudson Valley Mall, 111.3km away, features a mix of family-friendly activities and diverse shops, making it a worthwhile excursion.

Recreation

At McCann Golf Course, enjoy a round of golf surrounded by nature's beauty, just 6.4km from Highland. For relaxation, visit Richard L. Skimin Memorial Baseball Field, 4.8km away, where you can unwind in a serene setting. For a family-friendly evening, laugh together at Bananas Comedy Club, located 9.7km from Highland.

Adventure

Explore North Landing Beach, a campground located 11.3km from Highland, where you can enjoy outdoor activities and family-friendly vibes. Engage in an exhilarating paintball experience, also 11.3km away, before hiking the scenic Labyrinth Trailhead, situated 17.7km from Highland, for breathtaking views and adventure.

Nightlife

Experience the vibrant nightlife of Highland by catching a show at the Chance Theater, just 3.2km away, or enjoy a romantic film at the Overlook Drive-In Theater, 8.0km from the town. For a thrilling adventure, head to Fun Central Arcade, located 14.5km away.

*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 accommodation prices are lower, particularly on Tuesdays, the most affordable day to stay. Use Expedia's search tool to filter for budget-friendly hotels and eco-certified options. Additionally, booking a package that includes flights and activities can yield significant savings. Keep an eye out for amazing deals and discounts to ensure you find the best prices for your stay.

  • 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 May, August and 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 offers you the flexibility to specify your budget, desired location, and additional preferences. You can easily arrange your search results to display prices from lowest to highest, making it simple to find the most affordable hotels first. Additionally, you have the option to refine your selections by hotel type; for instance, by selecting the Eco-certified filter, you'll be presented with sustainable and environmentally-friendly accommodation options available for booking.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel in the Highlands with your flights and activities.

Find the best attractions near Highland

Highland, New York, offers a delightful blend of outdoor adventures and cultural experiences, making it an ideal destination for families and thrill-seekers alike. Visitors can explore historic sites, modern colleges, and picturesque bridges, while also enjoying local attractions like gondola lifts and stunning views. Whether seeking relaxation at resorts or engaging in family-friendly activities, Highland promises a memorable getaway filled with diverse experiences.

  • Vassar College: Located 6.4km from Highland, Vassar College offers a blend of modern architecture and vibrant city life. Stroll through its beautiful campus to appreciate its artistic installations and lush gardens, providing a serene escape in an urban setting.
  • Hyde Park Station: A mere 8.0km from Highland, Hyde Park Station is steeped in history and cultural significance. This historic building serves as a reminder of the region's past, and its quaint surroundings invite visitors to delve into local heritage while enjoying picturesque views.
  • Marist College: Just 1.6km away, Marist College combines contemporary design with lively city vibes. Its scenic riverside location offers stunning views, making it an excellent spot for a leisurely walk or a quiet afternoon by the water.

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 SunnyAverageSlightly High
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 SunnyAverageAverage
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

When visiting Highland, New York, you have several airport options. Stewart International Airport (SWF) is situated 27.4km away and offers nearby hotels such as The Dutchess Inn and Spa at Beacon, 9.7km from the airport, and The Crossroads Hotel, 3.2km away. White Plains Airport (HPN) is 75.6km from Highland, with excellent hotels like The Opus Westchester, 6.4km away, and Hyatt Regency Greenwich, 11.3km away, providing convenient airport shuttle services. Danbury Municipal Airport (DXR) is 36.4km from Highland, featuring hotels like Hotel Zero Degrees, 3.2km away, ensuring easy accessibility from the airport. Each airport offers various transportation services to enhance your travel experience.

Frequently asked questions

What's the best place for a stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Other good options for your trip to the area are Hyatt Place Poughkeepsie / Hudson Valley and Beekman Arms and Delamater Inn. See all available top hotels, or vacation rentals in Highland.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
What's the best dog-friendly hotel 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.
What are some accommodation options with pools in Highland?
Hyatt Place Poughkeepsie / Hudson Valley: Offers a snack bar/deli, an indoor pool and free self parking. Wildflower Farms, Auberge Collection and Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point are a couple of other choices that feature an on-site pool. View all hotels with pools in Highland.
What's it like to stay in Highland?
Families enjoy visiting Highland, although all visitors will definitely find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 41 hotels and other accommodation options to choose from. Find out more about Highland.
What should I do while I'm visiting 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 itinerary are Franny Reese State Park and Apple Greens Golf Course. Take a look at what more there is 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 temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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