Overland Vacation Packages

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Your Overland Vacation

When a fun city getaway is calling, answer it with a Overland vacation package. The neighborhood of Soulard, which is great for distilleries and craft breweries, bars and pubs and markets, makes an excellent base for your adventures. Fill your itinerary with tours of St. Louis Zoo, St. Louis Art Museum and Washington University in St. Louis, some of the top attractions you really should see during your trip to Overland. Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your Overland vacation plans into action!

Top Overland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
The Cheshire
The Westin St. Louis
Ameristar Casino Resort and Spa
Landing Furnished Apartments - Central West End

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Overland Hotel Deals

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jun 19 to Jun 20
CA $208
CA $246 total
Jun 19 - Jun 20
includes taxes & fees
8.6/10 Excellent! (4,124 reviews)
"Had a wonderful stay at the Hyatt. The staff was extremely friendly and the service was great. They were able to upgrade my room to a higher floor with a perfect view of the Arch! Only one complaint, only 2 elevators were working on our side of the building and it took a long time to come downstairs ..."

Reviewed on Jun 14, 2026

Hyatt Regency St. Louis at The Arch
Pear Tree Inn St. Louis Near Union Station

Pear Tree Inn St. Louis Near Union Station

3 out of 5
2211 Market Street St. Louis MO
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Jun 21 to Jun 22
CA $172
CA $201 total
Jun 21 - Jun 22
includes taxes & fees
8.8/10 Excellent! (2,032 reviews)
"The pool was sooo dirty couldn't see the bottom. Sooo many kids in the hot tub it wasn't usable. The bathroom in the room was really small."

Reviewed on Jun 15, 2026

Pear Tree Inn St. Louis Near Union Station
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

3.5 out of 5
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Jun 21 to Jun 22
CA $140
CA $164 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (3,270 reviews)
"The breakfast buffet and omelet station was excellent, however, the one thing that I would suggest is that you try to keep the floors in the restaurant cleaner. They were quite sticky both mornings and I came down to breakfast at the beginning of each service."

Reviewed on Jun 15, 2026

Clayton Plaza Hotel & Extended Stay
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 Overland attractions

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.