Pilot Grove Vacations from $1,110

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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.
Pet Friendly A Frame w/ Private Dock, Kayak & Great Lake Views

Pet Friendly A Frame w/ Private Dock, Kayak & Great Lake Views

2 out of 5
Price was $1,209, price is now $1,110 per person
$1,110
per person
Dec 22 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Versailles (VRS)
No reviews
Lake Cabin & Dock - A True Ozarks Experience!

Lake Cabin & Dock - A True Ozarks Experience!

2 out of 5
Price was $1,421, price is now $1,284 per person
$1,284
per person
Dec 22 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Versailles (VRS)
No reviews
Breathtaking Views, Private Dock, Pure Relaxation

Breathtaking Views, Private Dock, Pure Relaxation

2 out of 5
Price was $1,404, price is now $1,271 per person
$1,271
per person
Dec 22 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Versailles (VRS)
No reviews
Island Life! Pool, Grilling Patio & Amazing Views!

Island Life! Pool, Grilling Patio & Amazing Views!

2 out of 5
Price was $1,342, price is now $1,223 per person
$1,223
per person
Dec 22 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Versailles (VRS)
No reviews
Coconuts RV Resort

Coconuts RV Resort

2 out of 5
Price was $1,462, price is now $1,343 per person
$1,343
per person
Dec 22 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Versailles (VRS)
8.8/10 Excellent! (5 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

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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

Days Inn by Wyndham Boonville

Days Inn by Wyndham Boonville

2 out of 5
2401 Pioneer St Boonville MO
Fully refundableReserve now, pay when you stay
$42 nightly
The price is $47 total per night from Nov 18 to Nov 19
$47 total
Nov 18 - Nov 19
Total with taxes and fees
6/10 (1,007 reviews)
Staff is very friendly and helpful!

Reviewed on Nov 11, 2025

Days Inn by Wyndham Boonville
Isle of Capri Casino Hotel Boonville - A Caesars Rewards Destination

Isle of Capri Casino Hotel Boonville - A Caesars Rewards Destination

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 Dec 15 to Dec 16
$98 total
Dec 15 - Dec 16
Total with taxes and fees
8.2/10 Very Good! (917 reviews)
Room was clean, comfortable, and affordable!

Reviewed on Nov 12, 2025

Isle of Capri Casino Hotel Boonville - A Caesars Rewards Destination
Quality Inn & Suites Boonville - Columbia

Quality Inn & Suites Boonville - Columbia

2.5 out of 5
2427 Mid America Industrial Dr, Boonville, MO
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $87 total per night from Dec 1 to Dec 2
$87 total
Dec 1 - Dec 2
Total with taxes and fees
7.2/10 Good! (571 reviews)
The staff member was amazing, I made a booking error and the young lady at the front desk helped me out right away. I would rate 4/5 stars because the hotel needs updates the rooms looked old the restrooms as well was not the cleanest. When we entered the room the door that leads to the outside was ...

Reviewed on Nov 7, 2025

Quality Inn & Suites Boonville - Columbia
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.

Find the Best Pilot Grove Vacation Packages

Pilot Grove Essential Information

Language
English
Currency
U.S dollars
Population
760
Top Sights
Isle of Capri Casino, Lions Park Aquatic Center and Ravenswood

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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 $1,110 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.