Gerald Vacations from $696

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The Latest Gerald vacation packages

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

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,232, price is now $696 per person
$696
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,663 reviews)
We were welcomed by a lovely person named Genna at the front desk who was so kind. The room was great - very clean and spacious. The grounds and building seem very well taken care of. This was a blind find on our way through the area. We sure lucked out with such a fantastic stay!

Reviewed on Jun 29, 2026

The Cheshire

The Cheshire

4 out of 5
Price was $1,130, price is now $824 per person
$824
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.8/10 Excellent! (1,000 reviews)
I appreciated the open coffee bar and snacks.

Reviewed on Jun 29, 2026

Landing Amazing 1bd, Yoga Studio, Gym

Landing Amazing 1bd, Yoga Studio, Gym

3 out of 5
DeBaliviere Place
Price was $1,317, price is now $1,021 per person
$1,021
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
No reviews
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $885, price is now $698 per person
$698
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.4/10 Very Good! (830 reviews)
Good all around place to stay nothing exceptional or wowing

Reviewed on Jun 19, 2026

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 $897, price is now $710 per person
$710
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.8/10 Excellent! (1,074 reviews)
Should have earlier check in

Reviewed on Jun 29, 2026

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Gerald Hotel Deals

Pinemark Inn & Suites

Pinemark Inn & Suites

2 out of 5
866 South Outer Road St. Clair MO
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $128 total per night from Jul 5 to Jul 6
$128 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (1,003 reviews)
"We had a very late (1:30 AM) check-in. We were greeted at the door. When the front desk was checking us in, we mentioned we hadn't had dinner due to delayed flights. She came out with a bag of bagels, yogurt, muffins and water. It was beyond appreciated! The hotel layout was unique. The room was ..."

Reviewed on Jun 26, 2026

Pinemark Inn & 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 Jul 26 to Jul 27
$139 total
Jul 26 - Jul 27
Total with taxes and fees
8.6/10 Excellent! (891 reviews)
"Parking lot was a little rough on arriving , but after that it was a great experience ."

Reviewed on Jun 25, 2026

Comfort Inn Sullivan
Baymont by Wyndham Sullivan

Baymont by Wyndham Sullivan

2.5 out of 5
275 North Service Road West Sullivan MO
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $120 total per night from Jul 5 to Jul 6
$120 total
Jul 5 - Jul 6
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
"Excellent location to sporting events. Helpful staff and hotel was kept in good condition"

Reviewed on Jun 25, 2026

Baymont by Wyndham Sullivan
See all 411 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 $696 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.