High Hill Vacations from $279

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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.
Staybridge Suites O'Fallon Chesterfield by IHG

Staybridge Suites O'Fallon Chesterfield by IHG

3 out of 5
Price was $380, price is now $279 per person
$279
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.4/10 Very Good! (371 reviews)
Very nice and helpful staff all the time

Reviewed on Aug 7, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $425, price is now $280 per person
$280
per person
Nov 15 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,562 reviews)
We loved this hotel and our room…. The staff was awesome Hot tub in our room was fantastic If in area, would definitely stay here again

Reviewed on Aug 29, 2025

The Principal Hotel

The Principal Hotel

3.5 out of 5
Price was $608, price is now $429 per person
$429
per person
Oct 30 - Nov 3
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
9.8/10 Exceptional! (120 reviews)
Overall was the best stay we have had with any one. The only downside would be no hot breakfast unless you went to the restaurant on location. Staff was great and so helpful when we needed anything for the room.

Reviewed on Aug 18, 2025

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Price was $642, price is now $477 per person
$477
per person
Oct 30 - Nov 3
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8.6/10 Excellent! (116 reviews)
It was very clean and nicely decorated. The house is a cool old building. The AC worked great (important, as it was super muggy outside.) I was only there for a couple nights but I think it would have worked well for a longer stay.

Reviewed on Jul 9, 2025

Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Price was $530, price is now $404 per person
$404
per person
Oct 30 - Nov 3
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8/10 Very Good! (498 reviews)
Loved the historical property and surrounding historical activities.

Reviewed on Aug 23, 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
$78 nightly
The price is $84 total per night from Sep 2 to Sep 3
$84 total
Sep 2 - Sep 3
Total with taxes and fees
Motel 70
Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill
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
$90 nightly
The price is $103 total per night from Aug 31 to Sep 1
$103 total
Aug 31 - Sep 1
Total with taxes and fees
Baymont by Wyndham Warrenton
See all 401 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.

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Frequently asked questions

How much does a High Hill vacation package cost?
You'll find cheap prices from $279 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.