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Accommodations in Highland You’ll Love

Affordable, Top-Rated Places to Stay in Highland – For Every Budget

Looking for accommodation in Highland (Florida)? Discover a wide range of places to stay starting at just $53.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Highland accommodation today!

We found 34 Accommodations in Highland and the surrounding area (within 20 miles)

Hampton Inn & Suites Poughkeepsie in Spackenkill, USA

Hampton Inn & Suites Poughkeepsie

Hotel in Spackenkill near Highland, Florida , 2361 South Road
Hampton Inn & Suites Poughkeepsie has accommodations in Spackenkill.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Allergy-free room

Fabulous 231 Reviews 8.7

from $117.97 Show details »

Courtyard by Marriott Poughkeepsie in Poughkeepsie, USA

Courtyard by Marriott Poughkeepsie

Hotel in Poughkeepsie near Highland, Florida , 2641 South Road/ Route 9
The newly renovated guest rooms at Courtyard Poughkeepsie offer thoughtful amenities such as plush new bedding, 42" and 55" smart TVs with web-based f...
  • Parking
  • Fitness centre

Very good 203 Reviews 8.3

from $108.16 Show details »

Residence Inn Poughkeepsie in Poughkeepsie, USA

Residence Inn Poughkeepsie

Hotel in Poughkeepsie near Highland, Florida , 2525 South Road
Residence Inn Poughkeepsie features free bikes, fitness center, a shared lounge and terrace in Poughkeepsie.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Allergy-free room

Good 67 Reviews 7.5

from $140.50 Show details »

Holiday Inn Poughkeepsie, an IHG Hotel in Poughkeepsie, USA

Holiday Inn Poughkeepsie, an IHG Hotel

Hotel in Poughkeepsie near Highland, Florida , 2170 South Road
Holiday Inn Poughkeepsie, an IHG Hotel features a fitness center, garden, a shared lounge and terrace in Poughkeepsie.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Good 340 Reviews 7.2

from $105.56 Show details »

Holiday Inn Express Poughkeepsie, an IHG Hotel in Poughkeepsie, USA

Holiday Inn Express Poughkeepsie, an IHG...

Hotel in Poughkeepsie near Highland, Florida , 2750 South Road
Metro North Poughkeepsie Amtrak is 2.2 miles from this Holiday Inn in New York.
  • Parking
  • Fitness centre
  • Allergy-free room
  • Kid meals
  • Kid-friendly buffet

Very good 488 Reviews 8.5

from $101.87 Show details »

Quality Inn Hyde Park - Poughkeepsie North in Hyde Park, USA

Quality Inn Hyde Park - Poughkeepsie Nor...

Inn in Hyde Park near Highland, Florida , 4142 Albany Post Road
The Quality Inn hotel is in the heart of the Hudson Valley.
  • Parking

Good 375 Reviews 7.7

from $76.36 Show details »

Rodeway Inn & Suites New Paltz - Hudson Valley in New Paltz, USA

Rodeway Inn & Suites New Paltz - Hudson...

Hotel in New Paltz near Highland, Florida , 601 Main Street
Located in New Paltz, 3 miles from Historic Huguenot Street, Rodeway Inn & Suites New Paltz - Hudson Valley has accommodations with free WiFi and free...
  • Parking

Pleasant 163 Reviews 6.4

from $89.60 Show details »

SureStay Plus Hotel by Best Western Highland Poughkeepsie in Highland, USA

SureStay Plus Hotel by Best Western High...

Hotel in Highland, Florida , 3423 Route 9 W
Featuring barbecue facilities, SureStay Plus Hotel by Best Western Highland Poughkeepsie is located in Highland in the New York region, 3.5 miles from...
  • Parking
  • Pets allowed
  • Family rooms

Good 237 Reviews 7.9

from $73.91 Show details »

Red Roof Inn PLUS+ Poughkeepsie in Poughkeepsie, USA

Red Roof Inn PLUS+ Poughkeepsie

Hotel in Poughkeepsie near Highland, Florida , 2349 South Road, Rt. 9
Offering free WiFi access, Red Roof PLUS+ Poughkeepsie is located in Poughkeepsie.
  • Parking
  • Pets allowed
  • Fitness centre

Passable 78 Reviews 5.3

from $95.23 Show details »

Americas Best Value Inn New Paltz in New Paltz, USA

Americas Best Value Inn New Paltz

Motel in New Paltz near Highland, Florida , 7 Terwilliger Lane
Located in New Paltz, 1.4 mi from Historic Huguenot Street, Americas Best Value Inn New Paltz provides accommodations with a fitness center, free priv...
  • Parking
  • Fitness centre

Fabulous 850 Reviews 8.6

from $90.25 Show details »

DoubleTree by Hilton Poughkeepsie in Poughkeepsie, USA

DoubleTree by Hilton Poughkeepsie

Hotel in Poughkeepsie near Highland, Florida , 40 Civic Center Plaza
Offering a full-service restaurant, The DoubleTree by Hilton Poughkeepsie is located in Poughkeepsie.
  • Parking
  • Restaurant
  • Bar

Very good 572 Reviews 8.2

from $114.01 Show details »

Hampton Inn by Hilton New Paltz, NY in New Paltz, USA

Hampton Inn by Hilton New Paltz, NY

Hotel in New Paltz near Highland, Florida , 4 South Putt Corners Road
Hampton Inn by Hilton New Paltz, NY is located in New Paltz, within 1.4 miles of Historic Huguenot Street and 1.6 miles of The State University of New...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Superb 534 Reviews 9.3

from $124.54 Show details »

Homewood Suites By Hilton Poughkeepsie in Poughkeepsie, USA

Homewood Suites By Hilton Poughkeepsie

Hotel in Poughkeepsie near Highland, Florida , 900 Thomas Watson Dr
Located in Poughkeepsie, 3.2 miles from Mid Hudson Childrens Museum, Homewood Suites By Hilton Poughkeepsie has accommodations with a fitness center, ...
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Fabulous 283 Reviews 8.8

from $117.45 Show details »

Hyatt Place Poughkeepsie - Hudson Valley in Poughkeepsie, USA

Hyatt Place Poughkeepsie - Hudson Valley

Hotel in Poughkeepsie near Highland, Florida , 2165 South Road
Located in Poughkeepsie, 1.3 miles from Mid Hudson Childrens Museum, Hyatt Place Poughkeepsie - Hudson Valley has accommodations with a fitness center...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Fabulous 934 Reviews 8.6

from $117.29 Show details »

Quality Inn Poughkeepsie in Poughkeepsie, USA

Quality Inn Poughkeepsie

Inn in Poughkeepsie near Highland, Florida , 536 Haight Ave, Building A
Located in Poughkeepsie, within a 15-minute walk of Vassar College and 2.4 miles of Bardavon Opera House, Quality Inn Poughkeepsie has accommodations ...
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 265 Reviews 6.5

from $97.72 Show details »

Rodeway Inn Poughkeepsie in Poughkeepsie, USA

Rodeway Inn Poughkeepsie

Hotel in Poughkeepsie near Highland, Florida , 536 Haight Ave, Building B
Rodeway Inn Poughkeepsie is offering accommodations in Poughkeepsie.
  • Fitness centre
  • Indoor pool
  • Swimming Pool

Poor 5 Reviews 3.6

from $51.00 Show details »

Pet-Friendly Apt in 1850s Victorian Mansion! in Poughkeepsie, USA

Pet-Friendly Apt in 1850s Victorian Mans...

Apartment in Poughkeepsie near Highland, Florida
Pet-Friendly Apt in 1850s Victorian Mansion! is located in Poughkeepsie, just a 17-minute walk from Bardavon Opera House and 2.1 miles from Vassar Col...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 9.5

from $61.00 Show details »

Historic Poughkeepsie Apt - Walkable Location in Poughkeepsie, USA

Historic Poughkeepsie Apt - Walkable Loc...

Apartment in Poughkeepsie near Highland, Florida
Historic Poughkeepsie Apt - Walkable Location offers accommodations in Poughkeepsie, 3.5 miles from Marist College and 5.9 miles from Mid Hudson Child...
  • Parking
  • Pets allowed

Superb 5 Reviews 9.4

from $66.00 Show details »

Centrally Located Apt in Victorian Mansion! in Poughkeepsie, USA

Centrally Located Apt in Victorian Mansi...

Apartment in Poughkeepsie near Highland, Florida
Centrally Located Apt in Victorian Mansion! offers accommodations in Poughkeepsie, 3.5 miles from Marist College and 5.9 miles from Mid Hudson Childre...
  • Parking
  • Pets allowed

Superb 3 Reviews 9.3

from $50.00 Show details »

New Paltz Apt - 11 Mi to Poughkeepsie! in New Paltz, USA

New Paltz Apt - 11 Mi to Poughkeepsie!

Apartment in New Paltz near Highland, Florida
New Paltz Apt - 11 Mi to Poughkeepsie! is located in New Paltz, just 2.4 miles from The State University of New York at New Paltz and 2.5 miles from L...
  • Parking

Pleasant 2 Reviews 6.5

from $213.55 Show details »

1 Br Private Victorian Apt in convenient City location on 5 acre, sleeps 4 in Poughkeepsie, USA

1 Br Private Victorian Apt in convenient...

Apartment in Poughkeepsie near Highland, Florida , 83 South Hamilton Street
1 Br Private Victorian Apt in convenient City location on 5 acre, sleeps 4 is located in Poughkeepsie, just a 12-minute walk from Bardavon Opera House...
  • Parking

Fabulous 39 Reviews 8.9

from $188.19 Show details »

Private Victorian Apartment in convenient City location on 5 acre, Sleeps 5 in Poughkeepsie, USA

Private Victorian Apartment in convenien...

Apartment in Poughkeepsie near Highland, Florida , 83 South Hamilton Street
Private Victorian Apartment in convenient City location on 5 acre, Sleeps 5 is located in Poughkeepsie, just a 12-minute walk from Bardavon Opera Hous...
  • Parking

Superb 19 Reviews 9.1

from $225.82 Show details »

Inn at Bellefield Residence Inn by Marriott in Hyde Park, USA

Inn at Bellefield Residence Inn by Marri...

Hotel in Hyde Park near Highland, Florida , 25 Old Vineyard Place
Located in Hyde Park, 2.3 miles from Marist College, Inn at Bellefield Residence Inn by Marriott provides accommodations with a fitness center, free p...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Superb 207 Reviews 9.2

from $161.47 Show details »

The Juniper House near Poughkeepsie & New Paltz in Highland, USA

The Juniper House near Poughkeepsie & Ne...

Holiday home in Highland, Florida , 14 Tina Drive
Offering a garden, The Juniper House near Poughkeepsie & New Paltz features accommodations in Highland.
  • Parking
  • Pets allowed
  • Family rooms

Superb 10 Reviews 9.1

from $369.70 Show details »

Home2 Suites By Hilton Poughkeepsie in Poughkeepsie, USA

Home2 Suites By Hilton Poughkeepsie

Hotel in Poughkeepsie near Highland, Florida , 2619 South Road
Featuring barbecue facilities, Home2 Suites By Hilton Poughkeepsie is located in Poughkeepsie in the New York region, 3.3 miles from Bardavon Opera Ho...
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming Pool

Fabulous 334 Reviews 8.9

from $119.85 Show details »

Number of Accommodations in Highland 34
Number of guest ratings 254
Average price per night $394.00
Lowest price per night $53,00
Highest price per night $4.006,36

Top 10 Most Popular Accommodations in Highland

Explore the Most Popular Accommodations in Highland – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Highland

Discover the Cheapest Accommodations in Highland – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Highland

Check out the Most Booked Accommodations in Highland – Based on Guest Popularity.

Discover Highland – Your Guide to the Best Places to Stay

Planning a trip to Highland? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Highland offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Highland, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Highland, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Highland

To find the perfect place to stay in Highland, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com