Deals on vacations and trips to Highland

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Highland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Price was $379, price is now $289 per person
$289
per person
Jun 24 - Jun 26
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. A snack bar/deli and a safe deposit box are also provided.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,133, price is now $629 per person
$629
per person
May 26 - May 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $1,169, price is now $851 per person
$851
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $494, price is now $371 per person
$371
per person
May 6 - May 10
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like a free area shuttle.
Marriott St. Louis Airport

Marriott St. Louis Airport

4 out of 5
Edmundson
Price was $633, price is now $492 per person
$492
per person
May 6 - May 10
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, express check-in, and free airport shuttle. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Top Highland hotels deals

Seasons Inn & Suites Highland

Seasons Inn & Suites Highland

2.5 out of 5
20 Central Blvd Highland IL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $104 total per night
$104 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Craftsman styled home in the heart of downtown Highland

Craftsman styled home in the heart of downtown Highland

Highland IL
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
The Loft on the Square

The Loft on the Square

Highland IL
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A gym is featured at this apartment, along with laundry facilities.
Kitchen
Washer
The Swiss Post Apartment A

The Swiss Post Apartment A

Highland IL
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This apartment features laundry facilities.
Washer
Dryer
The Swiss Post Apartment B

The Swiss Post Apartment B

Highland IL
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This apartment features laundry facilities.
Washer
Dryer
Drury Inn & Suites St. Louis Fairview Heights

Drury Inn & Suites St. Louis Fairview Heights

3 out of 5
12 Ludwig Dr Fairview Heights IL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $106 total per night
$106 total
Apr 8 - Apr 9
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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See all available properties in Highland
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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.

Popular places to visit

Sunny morning on a Silver lake in Wisconsin

Silver Lake Park

Explore the great outdoors at Silver Lake Park, a lovely green space in Highland. Stroll along the lakeside or experience the area's festivals.

Silver Lake Park

Korte Recreation Center

Catch an event at Korte Recreation Center during your trip to Highland. Stroll along the lakeside or experience the area's festivals.

Korte Recreation Center

Frequently asked questions

How much are vacation packages to Highland?
Packages, which include hotels and flights in Highland, are priced from as little as $289. Make your travel dreams a reality and begin your booking with Travelocity today.
How long should my Highland vacation be?
Many people secure their hotel for 2 nights in Highland. But that doesn't necessarily mean you have to. How long you choose to stay comes down to what you hope to do on your vacation. If you intend to familiarize yourself with every nook and cranny of this fantastic destination, consider booking another night or so (or even longer!).
Where can I get the best vacation package deals for Highland?
Check out Travelocity. With access to 400 airlines and a whopping 1,000,000 properties across the globe, finding the perfect Highland package deal couldn't be easier.
Why should I book my Highland vacation package with Travelocity?
By booking your flights, hotel, activities and car rental all in the one place, you'll save both time and money. All our bookings come with a professional customer service support team available round-the-clock, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book the getaway of your dreams today and get packing!
Can I save money on my Highland car rental if I bundle it with my hotel or flight?
With a Highland vacation package, you can bundle your flight, car and hotel bookings and save a ton. If you're in the mood to explore the best of this impressive location, why not make a beeline for Missouri Botanical Gardens and Arboretum? This famous attraction is 35 mi from Highland. With your own set of wheels, you'll be there in a jiffy.
Which airport is best for Highland?
Lambert-St. Louis Intl. Airport (STL) is located approximately 40 mi west of central Highland.
What is there to do in Highland?
While hopping off the tourist trail is no doubt rewarding, you shouldn't miss the well-known sights that make a destination famous. Silver Lake Park and Korte Recreation Center are a couple of them in Highland.
Where should I stay when visiting Highland?
If you're searching for somewhere to lay your head, consider the Seasons Inn & Suites Highland. It's the top choice for many travelers.

Photos of local treasures

Browse Highland vacation photos for more inspiration

City Hall in Highland, Illinois

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