Pearl Vacations from $355

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The Latest Pearl vacation packages

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

The Principal Hotel

3.5 out of 5
Price was $528, price is now $355 per person
$355
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.8/10 Exceptional! (135 reviews)
Loved the history, clean rooms, excellent service, professional staff, Will be back.

Reviewed on Sep 23, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $712, price is now $378 per person
$378
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,581 reviews)
Very nice hotel. Loads of shops and restaurants within walking distance or a very short drive. Staff was very friendly and helpful. Rooms were nice and everything was clean. Nice little gym and pool. Pet friendly. Enjoyed our stay.

Reviewed on Sep 27, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Save 100% on your flight
Price was $582, price is now $376 per person
$376
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.2/10 Very Good! (763 reviews)
Great location! Super friendly staff!

Reviewed on Sep 27, 2025

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was $611, price is now $417 per person
$417
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)
The rooms are so beautiful and colorful! The rooftop bar was really fun and the DJ had the right groove going with the breeze and the view 10’s across the board. I will be back real soon!!

Reviewed on Sep 24, 2025

DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Save 100% on your flight
Price was $701, price is now $481 per person
$481
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (1,002 reviews)
Good hotel for suburban STL stays. Convenient to interstates and airport

Reviewed on Sep 14, 2025

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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
$80 nightly
The price is $91 total per night from Sep 29 to Sep 30
$91 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (343 reviews)
"Staff is very friendly"

Reviewed on Sep 20, 2025

River's Edge Motel
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
$81 nightly
The price is $90 total per night from Oct 7 to Oct 8
$90 total
Oct 7 - Oct 8
Total with taxes and fees
9.2/10 Wonderful! (240 reviews)
"Great place to stay off the beaten path!"

Reviewed on Sep 18, 2025

William Watson Hotel
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Sep 28 to Sep 29
$120 total
Sep 28 - Sep 29
Total with taxes and fees
8.6/10 Excellent! (137 reviews)
"Pittsfield is extremely limited in their housing options and Green Acres is probably the best option. It can’t live up to big city standards and I understand that!"

Reviewed on Sep 20, 2025

Green Acres Hotel
See all 36 properties in Pearl
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.

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Frequently asked questions

How much does a Pearl vacation package cost?
Offering excellent value package deals from $355 on Expedia, you'll be pleasantly surprised at how much a vacation to Pearl costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pearl?
You can typically find lower prices and better availability in January, February and April. Check out our cheap Pearl vacation packages and you could get some excellent off-season deals.
How many days is enough for Pearl?
Generally, a handful of days is enough to see the major attractions during your Pearl vacation. But if you prefer to have time to kick back or go on day trips, think about extending your trip.
How to find the best Pearl package deals?
Finding a cheap Pearl package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Pearl package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Pearl vacation as a package?
You can enjoy significant savings on your Pearl break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pearl?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Pearl trip.
Does Expedia offer Book Now, Pay Later Pearl vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Pearl trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.