High Hill Vacations from $258

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Your High Hill Vacation

When an adventure in the city is calling, answer it with a vacation package to High Hill. With all your travel needs in order before you go, all you need to do here is focus on having the time of your life. Stone Hill Winery and New Florence United Methodist Church are some of the must-see attractions to explore during your trip to High Hill. No matter your travel plans or budget, putting together the ultimate tailored High Hill vacation is easy with Expedia.

The Latest High Hill 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 $507, price is now $258 per person
$258
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Room was very fun layout. Grocery store and restaurants near by. Pool was very small but we didn't use the pool. Staff was great.

Reviewed on Jan 25, 2026

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
Price was $1,710, price is now $1,185 per person
$1,185
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
2/10 (1 review)
The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $515, price is now $359 per person
$359
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (1,002 reviews)
The Cheshire is in a class by itself. The halls and sitting areas are so full of history and there’s an ambiance that we just love. Our suite, Treasure Island, was amazing! Large, clean, luxurious and cozy with a beautiful fireplace and large jacuzzi. We had a delicious dinner at the Basso, relaxed in the very British, cozy Fox & Hound, enjoyed a coffee at the Tudor styled Starbucks and as always, enjoyed breakfast beside the fireplace. We loved our stay!

Reviewed on Jan 28, 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
Save 100% on your flight
Price was $471, price is now $343 per person
$343
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,022 reviews)
Clean room and great staff

Reviewed on Jan 27, 2026

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Save 100% on your flight
Price was $356, price is now $263 per person
$263
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (123 reviews)
Very clean and very friendly people

Reviewed on Nov 11, 2025

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High Hill Hotel Deals

Motel 70

Motel 70

2 out of 5
930 Tree Farm Road High Hill MO
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $80 total per night from Feb 1 to Feb 2
$80 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (505 reviews)
While the hotel is rather dated, this family owned establishment was clean and relatively well maintained. The linens seemed to be bamboo sheets - astonishingly soft and luxurious. The towels were snow white and soft. Check-in was quick and friendly. The heat had no problem keeping the room warm ...

Reviewed on Dec 29, 2025

Motel 70
Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill MO
9.8/10 Exceptional! (175 reviews)
We loved our stay at the cabin. The weather was too cold for many outdoor activities but that just gives us a reason to return!

Reviewed on Dec 14, 2025

Get rates
Cottage Properties - Country Log Cabin
Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 out of 5
425 E Veterans Memorial Pkwy Warrenton MO
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $84 total per night from Feb 1 to Feb 2
$84 total
Feb 1 - Feb 2
Total with taxes and fees
7.4/10 Good! (1,004 reviews)
Traveling home during snowmageddon and finally had to give in and get a hotel room. Easy booking, the young woman who checked me in was very friendly. I did not get the room I had booked (changed from a single king to a double queen) and the thermostat in the room was set at 78 degrees. I had to ...

Reviewed on Jan 25, 2026

Baymont by Wyndham Warrenton
See all 399 properties in High Hill
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 High Hill Vacation Packages

High Hill Essential Information

Language
English
Currency
U.S dollars
Population
200
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Graham Cave State Park, Stone Hill Winery and New Florence United Methodist Church

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Frequently asked questions

How much does a High Hill vacation package cost?
You'll find cheap prices from $258 on Expedia for your High Hill escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to High Hill costs.
What are the cheapest months to go to High Hill?
April, August and December are the best times to look for cheap High Hill vacation packages. Traveling in quieter periods means you can typically find better prices on flights and hotels.
How many days is enough for High Hill?
The ideal duration of your High Hill vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to tick off all the major attractions and discover some hidden spots along the way.
How to find the best High Hill package deals?
Landing a cheap High Hill package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly High Hill 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 often lower.
Is it cheaper to book a High Hill vacation as a package?
You can enjoy significant savings on your High Hill retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to High Hill?
If you've got your High Hill travel dates confirmed, book early to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later High Hill vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your High Hill trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.