TOP Hotels with Pool in Highland, IN for 2026

Q: What are some accommodation options with pools in Highland?

Econo Lodge South Holland - Chicago Southland : Features free self parking, an indoor pool and complimentary wireless Internet access. Motel 6 - Chicago, IL : Hotel located near Hard Rock Casino Northern Indiana. Features a snack bar/deli, an indoor pool and buffet. Wind Creek Southland Casino and Hotel : Offers daily, an indoor pool and free self parking. DoubleTree by Hilton Chicago - Alsip : Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG : Provides a snack bar/deli, a pool and buffet.

A two-story brick building with a balcony, a front door, and steps leading up to the entrance.

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Our top choices for Highland hotels with a pool

Spring House Inn

Chesterton

Relax in the heated indoor pool surrounded by forest views at this tranquil retreat.

฿5,360 total

includes taxes & fees

12 Jul - 13 Jul

Comfort Inn Hebron-Lowell Area

Hebron

Escape the summer heat with a dip in the hotel's seasonal outdoor pool in the heart of the city.

฿4,573 total

includes taxes & fees

30 Jul - 31 Jul

Country Inn & Suites by Radisson, Portage, IN

Portage

Dive into a refreshing escape with an indoor pool and children's splash area, perfect for family fun in any season.

฿5,406 total

includes taxes & fees

12 Jul - 13 Jul

Wingate by Wyndham Tinley Park

Tinley Park

Luxurious indoor pool and hot tub sanctuary creates a rejuvenating aquatic retreat in Tinley Park.

฿4,681 total

includes taxes & fees

12 Jul - 13 Jul

Hampton Inn Crown Point

Crown Point

Indoor pool sanctuary with 24-hour fitness centre offers year-round aquatic bliss.

฿6,098 total

includes taxes & fees

2 Aug - 3 Aug

Tru By Hilton Merrillville

Merrillville

Splash into aquatic bliss at this stylish hotel with an all-weather indoor pool getaway.

฿4,679 total

includes taxes & fees

20 Jul - 21 Jul

Hyatt Place Munster

Munster

Escape to the indoor oasis at this art deco hotel, where poolside relaxation meets modern comfort.

฿6,314 total

includes taxes & fees

5 Aug - 6 Aug

Hilton Garden Inn Merrillville

Green Acres

Dive into the hotel's serene indoor pool sanctuary for refreshing swims year-round.

฿5,465 total

includes taxes & fees

12 Jul - 13 Jul

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Choose what matters most at hotels with a pool in Highland

Breakfast included

Hot tub

Top Highland Hotel Reviews

Days Inn and Suites by Wyndham Hammond, IN

8/10 Good

"The cleanliness was great; you could smell how clean, when even walking into the room. The staff was very friendly and welcoming, understanding and accommodating. The air conditioning was nice and cold. The parking was perfect. The only concern were some of the little things to check in each room, to be sure everything is up to par for future guests. Just the bathtub plug needing some plumbers glue and the toilet seat needing tightened, as well as the mini fridge's seal needing to be checked. We also had an incident with a suspicious male late at night, not sure if they were a guest or not, but we alerted staff(front desk and security) and they addressed it, concerned, and were on top of it right away! We very much appreciate the staff and their attentiveness! They are amazing and you have a great crew, no matter what time of day or night!!"

Quality Inn & Suites Orland Park - Chicago

10/10 Excellent

"This place worked out perfectly for our rain filled Baseball Tournament trip. The breakfast had hot food options. The rooms were a decent size and when we brought in food there was a chair and table for each of us to eat at. It was close to food options, gas stations and other Hotels where the others on our team stayed. Air conditioning struggled a bit once we opened the curtains it was better. They might have been blocking the air flow a little."

DoubleTree by Hilton Chicago - Alsip

10/10 Excellent

"Jordan trainee was excellent. Very friendly and helpful. He recommended the restaurant at the hotel and noted that the burger was excellent. My family and I went to the restaurant and got the burger and Jordan was absolutely correct. The 2 gentlemen that served us at the restaurant were equally phenomenal. Both at dinner and at the breakfast buffet. The next day the room was clean, and. Roomy. The cookies were obviously wonderful as well. I had a great experience! My only negative critique was that one of the elevators was out of water. However, there wasn't a major delay in elevator usage. So, not a major issue"

Frequently asked questions

What are some accommodation options with pools in Highland?

Econo Lodge South Holland - Chicago Southland: Features free self parking, an indoor pool and complimentary wireless Internet access. Motel 6 - Chicago, IL: Hotel located near Hard Rock Casino Northern Indiana. Features a snack bar/deli, an indoor pool and buffet. Wind Creek Southland Casino and Hotel: Offers daily, an indoor pool and free self parking. DoubleTree by Hilton Chicago - Alsip: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG: Provides a snack bar/deli, a pool and buffet.

What is there to see and do in Highland?

Explore places such as Indiana Dunes National Park while you're in Highland. Surround yourself with nature at Hoosier Prairie.

When is the best time to book a hotel with a pool in Highland?

You may want to think about accommodation with an outdoor swimming pool if you plan to visit Highland in the hottest months of July, August or June, when the average temp is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

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