Highland Vacation Packages 2026 from $457

Highland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Lodge Of Four Seasons Golf Resort, Marina & Spa

Save 100% on your flight

$457

per person

Aug 4 - Aug 10

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to St. Louis (STL)

This resort features a golf course, a full-service spa, and a marina. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. You'll find 2 restaurants and 5 bars/lounges for dining and drinks, and an indoor pool is also on site.

Alhonna Resort LLC

Save 100% on your flight

$641

per person

Aug 4 - Aug 10

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to St. Louis (STL)

This resort features a private beach, a marina, and a restaurant. Enjoy the indoor pool and perks like free self parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.

The Wildwood Hotel

Save 100% on your flight

$554

per person

Sep 3 - Sep 6

found 2 days ago

Roundtrip flight included

Minneapolis (MSP) 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.

WorldMark Lake of the Ozarks

Save 100% on your flight

$722

per person

Aug 4 - Aug 10

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) 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.

The Cheshire

Save 100% on your flight

$710

per person

Aug 6 - Aug 11

found 18 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) 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.

Top Highland hotels deals

Seasons Inn & Suites Highland

20 Central Blvd Highland IL

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$135 total

Jul 6 - Jul 7

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.

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.

The Loft on the Square

Highland IL

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A gym is featured at this apartment, along with laundry facilities.

The Swiss Post Apartment B

Highland IL

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This apartment features laundry facilities.

The Swiss Post Apartment A

Highland IL

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This apartment features laundry facilities.

Drury Inn & Suites St. Louis Fairview Heights

12 Ludwig Dr Fairview Heights IL

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$106 total

Jul 26 - Jul 27

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.

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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.

Stay near popular Highland attractions

Silver Lake Park

8.8/10 (5 reviews)

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

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Frequently asked questions

How much are vacation packages to Highland?

Packages, which include hotels and flights in Highland, are priced from as little as $457. 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.