Highland Flight + Hotel Packages

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

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

per person

Sep 5 - Sep 8

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to St. Louis (STL)

Stay at this 3-star business-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Jorkerst Memorial Park and Sunset Park are located nearby.

Capitol Plaza Hotel Jefferson City

Save 100% on your flight

per person

Oct 3 - Oct 8

found 1 day ago

Roundtrip flight included

Chicago (ORD) to St. Louis (STL)

Book a stay at this business-friendly hotel in Jefferson City. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Carnahan Memorial Garden and Rotary Centennial Park are located nearby.

Baymont by Wyndham Jefferson City

per person

Oct 3 - Oct 8

found 1 day ago

Roundtrip flight included

Chicago (ORD) to St. Louis (STL)

Book a stay at this business-friendly hotel in Jefferson City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Miller Performing Arts Center and Carnahan Memorial Garden are located nearby.

Ballpark Apartments by Barsala

Save 100% on your flight

per person

Aug 15 - Aug 17

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to St. Louis (STL)

Stay at this 4-star aparthotel in St. Louis. Enjoy free WiFi, a fitness center, and in-room washers/dryers. Popular attractions Busch Stadium and Gateway Arch are located nearby.

Days Inn by Wyndham Jefferson City

per person

Oct 3 - Oct 8

found 1 day ago

Roundtrip flight included

Chicago (ORD) to St. Louis (STL)

Book a stay at this business-friendly hotel in Jefferson City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions McKay Park and Rolling Hills Neighborhood Park are located nearby.

Ameristar Casino Resort and Spa

Save 100% on your flight

per person

Sep 24 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to St. Louis (STL)

Stay at this 4.5-star luxury hotel in St. Charles. Enjoy an outdoor pool, a full-service spa, and 6 restaurants. Our guests praise the clean rooms and the property condition in our reviews. Popular attractions Ameristar Casino St. Charles and Hollywood Casino Amphitheatre are located nearby.

Travelodge by Wyndham Jefferson City

Save 100% on your flight

per person

Oct 3 - Oct 8

found 1 day ago

Roundtrip flight included

Chicago (ORD) to St. Louis (STL)

Book a stay at this business-friendly motel in Jefferson City. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions McKay Park and Oak Hills Golf Center are located nearby.

Camden on the Lake Resort & Spa

Save 100% on your flight

per person

Aug 29 - Sep 2

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to St. Louis (STL)

Stay at this 4-star spa resort in Lake Ozark. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Lake of the Ozarks and Possum Hollow Cove are located nearby.

Highland Vacation Packages 3-4 Night Stays

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

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

per person

Sep 5 - Sep 8

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to St. Louis (STL)

Ballpark Apartments by Barsala

Downtown St. Louis

per person

Aug 11 - Aug 14

found 11 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to St. Louis (STL)

Camden on the Lake Resort & Spa

Save 100% on your flight

per person

Aug 29 - Sep 2

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to St. Louis (STL)

The Principal Hotel

per person

Sep 5 - Sep 8

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to St. Louis (STL)

Highland Vacation Packages 5-7 Night Stays

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