Pleasant Hill Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Pleasant Hill Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield
Price was CA $1,094, price is now CA $885 per person
CA $885
per person
Jun 19 - Jun 21
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.4/10 Very Good! (813 reviews)
The staff is very nice but the blow dryer was broken (open blades 😳), the shade was broken and the light next to the bed was broken. But the proximity to things is great.
Reviewed on Apr 11, 2026
The Royal Sonesta Chase Park Plaza St. Louis
Central West End
Price was CA $1,010, price is now CA $865 per person
CA $865
per person
Jun 19 - Jun 21
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9/10 Wonderful! (1,019 reviews)
Nice clean and smooth walk to see other stuff
Reviewed on Apr 19, 2026
Pleasant Hill Hotel Deals
Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area
Pleasant Hill IL
The price is CA $176 per night from Apr 24 to Apr 25
CA $176
CA $253 total
Apr 24 - Apr 25
includes taxes & fees
William Watson Hotel
105 East Washington Street Pittsfield IL
The price is CA $108 per night from May 8 to May 9
CA $108
CA $119 total
May 8 - May 9
includes taxes & fees
9.2/10 Wonderful! (351 reviews)
The wall above the bed was torn up and had a lot of plaster falling off. A very large bug, looked to be a mud dauber, flew on me while on the bed. No refrigerator in the room. The carpeting was torn near the wall. There looked to be a gap in the brick wall near the window. Men were working on a new ...
Reviewed on Apr 16, 2026
River's Edge Motel
201 Mansion St Louisiana MO
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Apr 27 to Apr 28
CA $109
CA $124 total
Apr 27 - Apr 28
includes taxes & fees
9/10 Wonderful! (363 reviews)
Nice small town. Really stunning view from the hotel parking lot! The staff was friendly, helpful and happy to help.
Reviewed on Apr 6, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
