Deals on vacations and trips to Highland

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Highland flight + hotel vacation packages

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Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
per person
Oct 24 - Oct 26
found 1 day 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 business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Oct 24 - Oct 26
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.
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
per person
Oct 24 - Oct 26
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Enjoy the 2 hot tubs and 24-hour gym, and unwind with a drink at the poolside bar.
WorldMark Lake of the Ozarks

WorldMark Lake of the Ozarks

3 out of 5
per person
Oct 10 - Oct 12
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Express check-in, express check-out, and a computer station are also on offer.
DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
7 indoor tennis courts, an indoor pool, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

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
$99 nightly
The price is $110 total per night
$110 total
Sep 16 - Sep 17
Total includes 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

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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

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A gym is featured at this apartment, along with laundry facilities.
The Swiss Post Apartment B

The Swiss Post Apartment B

2 out of 5
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This apartment features laundry facilities.
Washer
Dryer
The Swiss Post Apartment A

The Swiss Post Apartment A

2 out of 5
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This apartment features laundry facilities.
Washer
Dryer
Baymont by Wyndham Highland

Baymont by Wyndham Highland

2 out of 5
20 Central Boulevard, Highland, IL
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Stay at this hotel in Highland. Popular attraction Silver Lake Park is located nearby.
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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

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 $277. 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

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