Highland, IN

Travel Guide

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

The Cardinal Hotel

3 out of 5
2205 Main St Highland IN
$227 nightly
The price is $254 total per night from Nov 16 to Nov 17
$254 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this hotel in Highland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hard Rock Casino Northern Indiana and Hoosier Prairie ...
The Cardinal Hotel
Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
$179 nightly
The price is $200 total per night from Dec 1 to Dec 2
$200 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this luxury resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Ravisloe Country Club and Oak Hill ...
9.4/10 Exceptional! (858 reviews)
"The property was nice."

Reviewed on Nov 6, 2026

Wind Creek Chicago Southland Casino and Hotel
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $129 total per night from Nov 22 to Nov 23
$129 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,311 reviews)
"Clean parking staff plus"

Reviewed on Nov 6, 2026

DoubleTree by Hilton Chicago - Alsip
See all 936 properties in Highland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
High-end 2Bdrm Garden Apt. Where Comfort Meets Style

High-end 2Bdrm Garden Apt. Where Comfort Meets Style

Chicago IL
Stay at this apartment in Chicago. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Soldier Field and Grant Park are located ...
9/10 Wonderful! (16 reviews)
"The overall stay was good but we were without internet and didn’t get a response for a resolution throughout the stay other than that very nice property"

Reviewed on Nov 1, 2026

High-end 2Bdrm Garden Apt. Where Comfort Meets Style
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Blue Island IL
Stay at this apartment in Blue Island. Enjoy a garden, patios, and air conditioning. Popular attractions Beverly Arts Center and Pullman Historic District are ...
6.4/10 (11 reviews)
"Dry, warm, reasonably clean place to sleep, and that’s about it. Super basic no-frills. If you keep the bar low as far as your expectations, you’ll be ok. No snacks, no coffee, no extras. Pretty beat up outside and in. For what I paid, I would expect something nicer. But I needed a place to stay ..."

Reviewed on Oct 12, 2026

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
LakeHouse with rooftop and views of lake.

LakeHouse with rooftop and views of lake.

Chicago IL
Book a stay at this golf vacation home in Chicago. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Rainbow Beach and Jackson Park ...
9.4/10 Exceptional! (37 reviews)
"Our family stayed at this home while our son had a competition in downtown Chicago. It’s a very spacious place—plenty of room for our crew of 5 AND my parents. The host was very clear with communication, so we knew exactly what to expect. The home is clean, welcoming and beautiful with full amenities, ..."

Reviewed on Oct 27, 2026

LakeHouse with rooftop and views of lake.
See all properties in Highland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

When is the best time to visit Highland?
The best time to visit Highland is from May through September, when the climate is most favorable for travelers. For fewer crowds and better value, the quieter months of December through March are a good option, offering a cooler experience during the winter season.
What cuisines can you find in Highland?
In Highland you can find German cuisine, with dishes like bratwurst, schnitzel, and sauerkraut. Travelers can also enjoy Italian, North American, and Latin American options, including Mexican food like tacos. Asian choices such as Chinese, Japanese, and Vietnamese are available, along with Mediterranean dishes.
Can I book a refundable hotel in Highland?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Highland by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Highland with Expedia?
Expedia makes it easier to plan your Highland trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Highland?
The best choice depends on your travel style. Hotels in Highland can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Highland trip on Expedia?
Once you've booked your Highland trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Highland trip?
Expedia offers customer support before, during, and after your Highland trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Highland?
If it's your first trip to Highland, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Highland hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Highland hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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