Pearl Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Pearl Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
Hilton Garden Inn Chesterfield
The Cheshire
Ameristar Casino Resort and Spa
Courtyard by Marriott St. Louis Downtown/Convention Center

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Pearl Hotel Deals

River's Edge Motel

River's Edge Motel

2 out of 5
201 Mansion St, Louisiana, MO
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Aug 23 to Aug 24
CA $111
CA $126 total
Aug 23 - Aug 24
includes taxes & fees
8.8/10 Excellent! (335 reviews)
"The front desk placed us in a room with a beautiful room of the river. As expected, the place is defi"

Reviewed on Aug. 17, 2025

River's Edge Motel
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is CA $116 per night from Aug 22 to Aug 23
CA $116
CA $128 total
Aug 22 - Aug 23
includes taxes & fees
9.2/10 Wonderful! (237 reviews)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"

Reviewed on Aug. 6, 2025

William Watson Hotel
Rodeway Inn

Rodeway Inn

2 out of 5
1238 W Washington St, Pittsfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Sep 4 to Sep 5
CA $84
CA $92 total
Sep 4 - Sep 5
includes taxes & fees
6.8/10 (118 reviews)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, ..."

Reviewed on Jul. 7, 2025

Rodeway Inn
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.

Frequently asked questions

How much does a Pearl vacation package cost?
Offering great value package deals from CA $595 on Expedia, you'll be thrilled with how little a vacation to Pearl costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pearl?
The off-season is the best time to travel to Pearl if you're hoping to keep costs down. Another tip for finding cheap Pearl vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Pearl?
Usually, a handful of days is enough to explore the major sights during your Pearl vacation. But if you'd like to have time to kick back or take day trips, think about extending your itinerary.
How to find the best Pearl package deals?
Start your search for a Pearl package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Pearl package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pearl adventure off to a flying start.
Is it cheaper to book a Pearl vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can customize your Pearl trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Pearl?
If you're planning a spur-of-the-moment Pearl trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Pearl?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Pearl.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your hotel will likely be the largest expense during your trip to Pearl.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to experience in Pearl. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Pearl vacation package that brings all your bookings together.

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