Gerald Vacations from $483

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The Latest Gerald vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Price was $584, price is now $483 per person
$483
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to St. Louis (STL)
8.6/10 Excellent! (1,005 reviews)
The hotel was nice staff was excellent The room I had could use an upgrade it was a bit tiered. Would stay again Paul

Reviewed on May 14, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,145, price is now $700 per person
$700
per person
Jun 15 - Jun 20
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
9.2/10 Wonderful! (1,634 reviews)
The staff was wonderful!

Reviewed on May 14, 2026

The Principal Hotel

The Principal Hotel

3.5 out of 5
Price was $629, price is now $507 per person
$507
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
9.8/10 Exceptional! (256 reviews)
We loved this hotel! Definitely where we will stay next trip to St. Louis.

Reviewed on May 13, 2026

Spacious 3-Bedroom with King Bed

Spacious 3-Bedroom with King Bed

4 out of 5
Central West End
Price was $793, price is now $656 per person
$656
per person
Jul 27 - Jul 29
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
8.8/10 Excellent! (11 reviews)
Clean room nice area

Reviewed on Feb 1, 2026

Hilton Pennywell St. Louis at the Arch

Hilton Pennywell St. Louis at the Arch

4 out of 5
Downtown St. Louis
Price was $834, price is now $691 per person
$691
per person
Jul 15 - Jul 21
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to St. Louis (STL)
8.8/10 Excellent! (1,048 reviews)
Clean rooms and comfortable lounge with friendly staff

Reviewed on May 14, 2026

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Gerald Hotel Deals

Best Western Plus Washington Hotel

Best Western Plus Washington Hotel

2.5 out of 5
2621 E 5th St Washington MO
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from May 26 to May 27
$145 total
May 26 - May 27
Total with taxes and fees
9.2/10 Wonderful! (683 reviews)
Really nice breakfast selection. I think they were having an issue with some of the AC units. Some areas a little musty. Staff was very professional.

Reviewed on May 12, 2026

Best Western Plus Washington Hotel
Hermann Crown Suites

Hermann Crown Suites

3.5 out of 5
403 South Market Street Hermann MO
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $185 total per night from May 21 to May 22
$185 total
May 21 - May 22
Total with taxes and fees
9.4/10 Exceptional! (801 reviews)
Clean rooms comfortable beds easy walking to everything

Reviewed on May 10, 2026

Hermann Crown Suites
Comfort Inn Sullivan

Comfort Inn Sullivan

2.5 out of 5
736 S Service Rd W Sullivan MO
Fully refundable
$128 nightly
The price is $139 total per night from Jun 7 to Jun 8
$139 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (862 reviews)
Great place to stay everything was good

Reviewed on May 12, 2026

Comfort Inn Sullivan
See all 392 properties in Gerald
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.

Find the Best Gerald Vacation Packages

Gerald Essential Information

Language
English
Currency
U.S dollars
Population
1,300

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Frequently asked questions

How much does a Gerald vacation package cost?
You'll find cheap prices from $483 on Expedia for your Gerald escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Gerald costs.
What are the cheapest months to go to Gerald?
If you're looking to snag a cheap Gerald vacation package, consider visiting in November, December and January. You're likely to find lower prices on airfares and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Gerald?
The ideal length for your Gerald vacation depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to tick off all the leading attractions and explore some hidden treasures along the way.
How to find the best Gerald package deals?
Finding a cheap Gerald package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Gerald package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Gerald vacation as a package?
You can enjoy significant savings on your next Gerald getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. 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 Gerald?
If you've got your Gerald travel dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Gerald vacation packages?
Your Gerald break should be an escape from your busy life, not a reason for money-related stress. So to give you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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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.