Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Highland Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond : 7720 Corinne Dr.
+1-888-389-4121
7720 Corinne Dr., Hammond, IN 46323 ~1.68 miles northwest of Highland
  • Pool available: Indoor Heated Pool
  • Midscale Highway property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Highland" Get Alexa Skill →
Comfort Inn : 7813 Indianapolis Blvd.
+1-888-675-2083
7813 Indianapolis Blvd., Hammond, IN 46324 ~2.00 miles northwest of Highland
  • Pool details: Our indoor pool is open beginning at 10 am until 10 pm.
  • Mid-scale Highway hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Schererville : 1904 Us Highway 41
+1-800-716-8490
1904 Us Highway 41, Schererville, IN 46375 ~4.54 miles south of Highland
  • Pool in hotel: 6am to 10pm
  • Three Star Suburban property
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Chicago South Lansing - Lansing
+1-800-805-5223
2323 172nd St., Lansing, IL 60438 ~6.12 miles west of Highland
  • Includes a pool: Indoor Heated Pool 10AM-10PM No Food or Drinks Allowed No Pool Parties
  • Midscale Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Suites near I-80 and I-94
+1-888-965-1860
2235 West 173rd St., Lansing, IL 60438 ~6.13 miles west of Highland
  • Pool in hotel: Pool is open from 10am to 10pm. Indoor
  • 3-star Highway hotel
From$76
Average 3.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Hammond Hotel & Conference Center in Hammond
+1-888-788-5576
4141 South Calumet Ave., Hammond, IN 46320 ~6.71 miles northwest of Highland
  • Pool available: Our hotel is implementing additional process to help the safety of our guest. Will Be Closed in 2020
  • Midscale Suburban property
From$85
Average 3.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Hammond In : 4000 South Calumet Ave.
+1-888-897-9207
4000 South Calumet Ave., Hammond, IN 46320 ~6.93 miles northwest of Highland
  • Has swimming pool: 10:00 am to 10:00pm
  • Inexpensive Suburban hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion
+1-888-311-4278
Forest Hill Park 7850, Merrillville, IN 46410 ~8.27 miles southeast of Highland
  • Pool available: Indoor and outdoor pool
  • Mid-scale Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus South Holland/Chicago Southland
+1-888-469-4795
17345 Halsted St., South Holland, IL 60473 ~9.69 miles west of Highland
  • Includes a pool: Indoor Pool
  • 3-star hotel
From$64
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Portage Indiana Dunes in Portage
+1-888-734-9421
2323 Willowcreek Rd., Portage, IN 46368 ~13.94 miles east of Highland
  • Pool details: Indoor Pool open 9am-10pm
  • Cheap Beach hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Chicago Oak Forest - Oak Forest
+1-888-841-5292
4365 Frontage Rd., Oak Forest, IL 60452 ~14.33 miles west of Highland
  • Pool details: Indoor pool.
  • Affordable Highway property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chicago Southland Hotel : 4375 Frontage Rd.
+1-888-455-5160
4375 Frontage Rd., Oak Forest, IL 60452 ~14.34 miles west of Highland
  • Pool details: 7 am - 11 pm
  • Three Star Suburban hotel
From$65
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Portage Hotel & Suites in Portage
+1-888-965-8297
6200 Melton Rd., Portage, IN 46368 ~14.53 miles east of Highland
  • Pool available: We have an indoor pool with kids Aquatic Zone. We also have a hot tub. It is open until 9pm for children and 11pm for adults.
  • 3-star Lake property
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Portage
+1-888-906-6358
6295 Melton Rd., Portage, IN 46368 ~14.71 miles east of Highland
  • Has swimming pool: Indoor Heated pool open from 10am-11pm
  • Low priced Lake property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Portage in Portage
+1-888-749-6785
6353 Melton Rd., Portage, IN 46368 ~14.78 miles east of Highland
  • Includes a swimming pool
  • 3-star Suburban hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Highland" Get Alexa Skill →
Country Inn & Suites Portage
+1-888-878-9982
1630 Olmsted Dr., Portage, IN 46368 ~14.81 miles east of Highland
  • Includes a pool: We feature our Family Aquatic Center with a pool, kiddie pool w/frog slide and hot tub.
  • Mid-scale Rural hotel
From$55
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Crestwood An Ihg Hotel in Crestwood
+1-888-389-4485
13330 South Cicero Ave., Crestwood, IL 60418 ~16.38 miles west of Highland
  • Pool available: Indoor pool. Open from 6am until 10pm daily.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Chicago Alsip - Alsip
+1-888-389-4121
5000 West 127th St., Alsip, IL 60803 ~16.99 miles west of Highland
  • Pool in hotel: Our heated, indoor pool is open daily from 6am-11pm.
  • 3-star Suburban hotel
From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicago / Tinley Park - Tinley Park
+1-888-675-2083
18501 North Creek Dr., Tinley Park, IL 60477 ~17.82 miles west of Highland
  • Pool in hotel: Complimentary 7am - 10pm Indoor
  • Mid-scale Suburban property
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wingate by Wyndham - Tinley Park
+1-800-716-8490
18421 North Creek Dr., Tinley Park, IL 60477 ~17.85 miles west of Highland
  • Pool available: -Our pool is open from 5:30am - 11:30pm. We have adult only hours from 5:30am-7:30am and 9:30pm-11:30pm. -It is 3 feet in the shallow end and 5 feet in the deep end. -Our pool is indoors.
  • 3 star Suburban hotel
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Chicago Tinley Park - Tinley Park
+1-800-805-5223
18320 North Creek Dr., Tinley Park, IL 60477 ~17.93 miles west of Highland
  • Pool in hotel
  • 3-star property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Porter near Indiana Dunes
+1-888-965-1860
1800 West Us Highway 20, Porter, IN 46304 ~18.25 miles east of Highland
  • Has swimming pool: Indoor heated pool and spa
  • Economy Beach hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Chicago / Oak Lawn : 9333 South Cicero Ave.
+1-888-788-5576
9333 South Cicero Ave., Oak Lawn, IL 60453 ~19.03 miles northwest of Highland
  • Pool details: Indoor Pool open from 6:30am to 10:30pm
  • Affordable Airport hotel
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhouse Inn - Porter
+1-888-897-9207
303 North Mineral Springs Rd., Porter, IN 46304 ~19.31 miles east of Highland
  • Includes a pool: Indoor Heated , 400sq ft pool , 5ft deep open 8am to 11;30pm
  • 3-star Beach property
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Tinley Park
+1-888-311-4278
18315 South La Grange Rd., Tinley Park, IL 60487 ~20.75 miles west of Highland
  • Pool details: Indoor pool open 6 am to 10 pm. Last hour is Adult Swim.
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Chicago/Tinley Park : 18335 Lagrange Rd.
+1-888-469-4795
18335 Lagrange Rd., Tinley Park, IL 60487 ~20.75 miles west of Highland
  • Includes a pool: Indoor Pool and Hot tub - Open 6AM-10PM
  • Three Star Suburban hotel
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Orland Park in Orland Park
+1-888-734-9421
16245 Lagrange Rd., Orland Park, IL 60467 ~20.92 miles west of Highland
  • Has swimming pool: Indoor heated pool and whirlpool. Hours 6:00 AM to 11:00 PM
  • 3 star Suburban hotel
From$114
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Chesterton in Chesterton
+1-888-841-5292
501 Gateway Blvd., Chesterton, IN 46304 ~21.01 miles east of Highland
  • Pool details: Indoor pool 24-hour fitness facilities
  • Three Star Suburban hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicago Orland Park in Orland Park
+1-888-455-5160
16176 South La Grange Rd., Orland Park, IL 60467 ~21.05 miles west of Highland
  • Has swimming pool: Indoor Pool
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Chicago Midway Airport : 6610 South Cicero Ave.
+1-888-965-8297
6610 South Cicero Ave., Chicago, IL 60638 ~21.43 miles northwest of Highland
  • Pool available: Our indoor pool is open 6am-11pm daily.
  • Mid-scale Airport hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Indian Oak in Chesterton
+1-888-906-6358
558 Indian Boundary Rd., Chesterton, IN 46304 ~21.48 miles east of Highland
  • Has a pool!
  • 3 star Lake hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Chicago Marriott Midway
+1-888-749-6785
6520 South Cicero Ave., Chicago, IL 60638 ~21.61 miles northwest of Highland
  • Includes a pool: Indoor Pool
  • 4 star Airport hotel
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Chicago / Midway Airport
+1-888-878-9982
6530 South Cicero Ave., Bedford Park, IL 60638 ~21.66 miles northwest of Highland
  • We have a pool
  • 3-star Airport property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Valparaiso An Ihg Hotel
+1-888-389-4485
1251 Silhavy Rd., Valparaiso, IN 46385 ~22.39 miles east of Highland
  • Pool details: Indoor Heated Pool with Whirlpool 9am-10pm
  • 3-star Rural hotel
From$105
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Mccormick Place
+1-888-389-4121
2233 South Martin Luther King Dr., Chicago, IL 60616 ~22.47 miles northwest of Highland
  • Pool in hotel
  • Four-star Downtown property
From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Chicago Mccormick Place : 123 a East Cermak Rd. Suite 200
+1-888-675-2083
123 a East Cermak Rd. Suite 200, Chicago, IL 60616 ~22.61 miles northwest of Highland
  • Pool details: Indoor Heated Pool
  • 3 star Convention Center property
From$79
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Chicago Mccormick Place : 123 B East Cermak Rd. Suite 100
+1-800-716-8490
123 B East Cermak Rd. Suite 100, Chicago, IL 60616 ~22.61 miles northwest of Highland
  • Pool in hotel: Indoor Heated Pool
  • Three Star Convention Center hotel
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Chicago Mccormick Place - Chicago
+1-800-805-5223
123 C East Cermak Rd. Suite 300, Chicago, IL 60616 ~22.61 miles northwest of Highland
  • Pool details: Indoor Heated Pool
  • Mid-scale Convention Center property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Valparaiso
+1-888-965-1860
3005 John Howell Dr., Valparaiso, IN 46383 ~22.69 miles east of Highland
  • Pool details: Indoor pool Open Weekdays 7am to 10pm and Weekends 7am to 11pm
  • Cheap Highway hotel
From$30
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Bridgeview Chicago in Bridgeview
+1-888-788-5576
7010 South Harlem Ave., Bridgeview, IL 60455 ~23.31 miles northwest of Highland
  • Pool details: BRAND NEW Saline Pool- Open 8am-10pm
  • Midscale Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Chicago Downtown South Loop : 55 East 11th St.
+1-888-897-9207
55 East 11th St., Chicago, IL 60605 ~23.69 miles northwest of Highland
  • Pool available: 9 AM - 10 PM
  • Three Star Downtown property
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Chicago Downtown South Loop
+1-888-311-4278
59 East 11th St., Chicago, IL 60605 ~23.69 miles northwest of Highland
  • Includes a pool: 9 AM-10 PM
  • 3-star Downtown property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Chicago - Downtown, an IHG Hotel : 506 West Harrison St.
+1-888-469-4795
506 West Harrison St., Chicago, IL 60607 ~24.35 miles northwest of Highland
  • Pool details: Outdoor Pool weather permitting maximum occupancy 41 people 8am-8pm *only registered guests staying at hotel can use pool*
  • Three Star Downtown property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Union League Club of Chicago : 65 West Jackson Blvd.
+1-888-734-9421
65 West Jackson Blvd., Chicago, IL 60604 ~24.36 miles northwest of Highland
  • Pool available: Monday - Friday - 6am- 8pm Saturday - 8am - 5pm Sunday - 8am - 4pm
  • Affordable Downtown hotel
From$150
Average 3.0 /5 Read Reviews Call BookMore Details
Swissotel Chicago : 323 East Wacker
+1-888-841-5292
323 East Wacker, Chicago, IL 60601 ~24.71 miles north of Highland
  • Our hotel comes with a pool
  • Four-star Downtown hotel
From$179
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Trump International Hotel & Tower Chicago in Chicago
+1-888-455-5160
401 North Wabash, Chicago, IL 60611 ~24.97 miles north of Highland
  • Includes a pool: Hours: 5:30 AM - 10:00 PM - 7 days a week Size: 75 feet (just about 25 meters) in length, 3 lanes each about 8 feet wide, 3''3" deep at both ends and 4''3" deep in the center. Our pool is located indoors and is heated.
  • Luxury Five Star Downtown property
From$195
Very Good 4.0 /5 Read Reviews Call BookMore Details
Intercontinental Chicago Magnificent Mile An Ihg Hotel in Chicago
+1-888-965-8297
505 North Michigan Ave., Chicago, IL 60611 ~25.07 miles north of Highland
  • Includes a pool: Amazing indoor Jr. Olympic Size Pool
  • High-end Downtown hotel
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Chicago Medical District Uic Opens June 2024 - Chicago
+1-888-906-6358
710 South Seeley Ave., Chicago, IL 60612 ~25.08 miles northwest of Highland
  • Includes a pool: Indoor swimming pool is available during hours of 7am-10pm
  • Affordable Downtown property
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Chicago Downtown / River North
+1-888-749-6785
410 B North Dearborn St., Chicago, IL 60654 ~25.08 miles northwest of Highland
  • Includes a pool
  • Four-star Downtown hotel
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Royal Sonesta Chicago River North
+1-888-878-9982
505 North State St., Chicago, IL 60654 ~25.13 miles north of Highland
  • Pool details: Our indoor heated pool is open daily from 6am until 10pm and is perched on the 17th floor, so you get refreshing downtown Chicago views with your swim. Our pool is perfect for laps at a length of 25 feet, 12 feet in width and a depth of 3.5 feet.
  • Four-star Downtown property
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details

Next: Show All Available Highland Hotels with Pricing
Back to Top