Pilot Grove Vacations from $599

Book a Hotel + Flight or Car together to unlock savings

Your Pilot Grove Vacation

When you choose a Pilot Grove vacation package, it's all about letting go and enjoying your adventure to the fullest. Discover the sights and sounds of this unique city knowing that all the travel planning has been organized in advance. Not sure what to see or do first during your trip to Pilot Grove? Head for well-known attractions like Ravenswood. Expedia will help you escape your daily routine. Tailor your vacation to Pilot Grove to suit your style of travel, whatever that may be.

The Latest Pilot Grove vacation packages

Price found within the past 48 hours. Click for updated prices.
Dockside Dream w/ Kayak & Dock

Dockside Dream w/ Kayak & Dock

4 out of 5
Price was $605, price is now $599 per person
$599
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Houston (HOU) to Versailles (VRS)
No reviews
Coconuts RV Resort

Coconuts RV Resort

2 out of 5
Price was $658, price is now $619 per person
$619
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Houston (HOU) to Versailles (VRS)
8/10 Very Good! (3 reviews)
Had a blast! The pool staff were all amazing and friendly. We stayed at one of the villas with my family of five. It was perfect for our annual family vacation.

Reviewed on Jul 19, 2025

Lake It Easy - Waterfront Getaway With 7 Bedrooms!

Lake It Easy - Waterfront Getaway With 7 Bedrooms!

4 out of 5
Price was $1,195, price is now $1,169 per person
$1,169
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Houston (HOU) to Versailles (VRS)
No reviews
For the View Lakeside Launchpad! Great Location

For the View Lakeside Launchpad! Great Location

3.5 out of 5
Price was $641, price is now $633 per person
$633
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Houston (HOU) to Versailles (VRS)
No reviews
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Discover the most popular places to visit in Pilot Grove

Ravenswood

You can spend an afternoon studying the exhibits at Ravenswood in Pilot Grove. While in the area, you can find time to visit its casinos.

Ravenswood

Pilot Grove Hotel Deals

Isle of Capri Casino Hotel Boonville

Isle of Capri Casino Hotel Boonville

3 out of 5
100 Isle of Capri Blvd, Boonville, MO
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $98 total per night from Oct 29 to Oct 30
$98 total
Oct 29 - Oct 30
Total with taxes and fees
8.2/10 Very Good! (881 reviews)
"Nice location, best kept secret!"

Reviewed on Sep 24, 2025

Isle of Capri Casino Hotel Boonville
Super 8 by Wyndham Boonville

Super 8 by Wyndham Boonville

2.5 out of 5
420 Americana, Boonville, MO
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Oct 12 to Oct 13
$81 total
Oct 12 - Oct 13
Total with taxes and fees
6.4/10 (629 reviews)
"Great stay"

Reviewed on Sep 1, 2025

Super 8 by Wyndham Boonville
Econo Lodge Truman Inn

Econo Lodge Truman Inn

2 out of 5
3501 W Broadway Blvd, Sedalia, MO
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $86 total per night from Sep 30 to Oct 1
$86 total
Sep 30 - Oct 1
Total with taxes and fees
5.6/10 (727 reviews)
"Quiet, convenient"

Reviewed on Sep 16, 2025

Econo Lodge Truman Inn
See all 91 properties in Pilot Grove
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 Pilot Grove vacation package cost?
You can pick up a vacation package to this top destination from $599 on Expedia. However, how much your vacation to Pilot Grove costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Pilot Grove?
If you're hoping to book a cheap Pilot Grove vacation package, consider traveling in December, January and February. You'll generally find lower prices on flights and accommodations during these months — perfect for travelers wishing to save money.
How many days is enough for Pilot Grove?
The ideal length of your Pilot Grove vacation depends on what you'd like to do. Usually, a few days to a week will give you time to tick off all the leading attractions and discover some hidden gems along the way.
How to find the best Pilot Grove package deals?
Use Expedia's filters to help you find some of the best Pilot Grove package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Pilot Grove package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Pilot Grove vacation as a package?
You can enjoy significant savings on your next Pilot Grove break by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pilot Grove?
If you've got your Pilot Grove travel dates locked in, book early to bag some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Pilot Grove vacation packages?
Your Pilot Grove trip should be a relaxing escape from your daily routine, not a source of money-related stress. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.