Great River Road Vacation Packages 2026 from $271

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The Latest Great River Road Vacation Packages

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

Sep 17 - Sep 20
The Wildwood Hotel + Flight
Wildwood
3 nights
3.5 star property
9.2/10 - Wonderful (1,654 reviews)
Roundtrip • Atlanta (ATL) - St. Louis (STL)
ATL - STL • Nonstop STL - ATL • Nonstop
~~$600~~
$271
per traveler
found 1 day ago
The Wildwood Hotel
Sep 3 - Sep 7
Remodeled and Inviting Free EV + Flight
Fenton
4 nights
2.0 star property
10/10 - Exceptional (1 review)
"The property was excellent, and the home was very warm and welcoming."
Reviewed June 25, 2026
Roundtrip • Atlanta (ATL) - St. Louis (STL)
ATL - STL • Nonstop STL - ATL • Nonstop
~~$702~~
$368
per traveler
found 1 day ago
Remodeled and Inviting Free EV
Sep 17 - Sep 20
The Cheshire + Flight
Richmond Heights
3 nights
4.0 star property
8.8/10 - Excellent (1,000 reviews)
"Pretty location. Direct access to the park. Cycled everywhere. Private secure car park."
Reviewed July 15, 2026
Roundtrip • Atlanta (ATL) - St. Louis (STL)
ATL - STL • Nonstop STL - ATL • Nonstop
Save 100% on your flight
~~$562~~
$332
per traveler
found 1 day ago
The Cheshire
Sep 29 - Oct 3
Level Chicago Fulton Market + Flight
Downtown Chicago
4 nights
4.0 star property
9.2/10 - Wonderful (525 reviews)
"Room was clean area was fines. Staff was mediocre at best. Last night person seem disinterested and didn’t seem to want to speak. For the price we paid it was honestly not work it too me. Felt that they nickeled and dined you too death. No housekeeping for the entire 5 night. Crazy expensive for parking we had to make other arrangements which was a hassle since i was on crutches but we made it work. Even if we had parties on garage not elevator access. Will not be staying here again. Not worth..."
Reviewed July 13, 2026
Roundtrip • Atlanta (ATL) - Chicago (ORD)
ATL - ORD • Nonstop ORD - ATL • Nonstop
Save 100% on your flight
~~$1,306~~
$781
per traveler
found 1 day ago
Level Chicago Fulton Market
Oct 9 - Oct 11
Best Western Plus The Normandy Inn & Suites + Flight
Downtown Minneapolis
2 nights
3.0 star property
9.2/10 - Wonderful (1,245 reviews)
"Nice pool in the center of the hotel that our kids had fun in. Our family really enjoyed the warm cookies and milk at night in the lobby that were free. Also a great location and could walk to several areas in the city that we wanted to see. Staff was very helpful with directions on getting places also."
Reviewed July 15, 2026
Roundtrip • Atlanta (ATL) - Minneapolis (MSP)
ATL - MSP • Nonstop MSP - ATL • Nonstop
~~$496~~
$319
per traveler
found 1 day ago
Best Western Plus The Normandy Inn & Suites