High Hill Vacation Packages

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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.

Top High Hill Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott St Louis Downtown

Residence Inn by Marriott St Louis Downtown

3 out of 5
Midtown
Price was CA $1,604, price is now CA $1,144 per person
CA $1,144
per person
Sep 23 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to St. Louis (STL)
7.8/10 Good! (1,001 reviews)
very dirty lobby and rooms. murky pool water and rude staff. very embarrassing choice to stay at this hotel.

Reviewed on Jul 9, 2026

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was CA $1,438, price is now CA $1,162 per person
CA $1,162
per person
Sep 23 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to St. Louis (STL)
9/10 Wonderful! (1,984 reviews)
Really unique, themed hotel. Rooftop area was amazing! I could have slept up there, lol. Very walkable part of town with tons of restaurants, vintage stores, shops. Some of the best food of our whole trip! Corner 17 and Ranoush were fabulous! I had Ben and Jerry's both days. Great hotel with free, gated parking. Would definitely stay again!

Reviewed on Jul 9, 2026

The Cheshire

The Cheshire

4 out of 5
Price was CA $1,532, price is now CA $1,246 per person
CA $1,246
per person
Sep 23 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
Disappointed. Stayed on a road trip from Texas to Illinois. Pool played a big part in choosing the property but was unavailable during our one night stay because they were working on the roof. Would have been nice if they offered a discounted rate because of that. Breakfast was not “English style”, just a buffet. Bathroom in room was smelly. The adjacent bar/restaurant and tavern in the hotel were enjoyable.

Reviewed on Jul 5, 2026

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was CA $1,466, price is now CA $1,251 per person
CA $1,251
per person
Sep 23 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to St. Louis (STL)
8/10 Very good! (1,006 reviews)
The place was AMAZING beyond my expectations. I will definitely stay there again when in the area!!!

Reviewed on Jul 7, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was CA $1,707, price is now CA $1,468 per person
CA $1,468
per person
Sep 23 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
For the price, this hotel was definitely not worth it. Staff was awesome but our room was dirty, AC didn't work and the bed was extremely uncomfortable. Do not recommend.

Reviewed on Jul 4, 2026

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High Hill Hotel Deals

Cottage Properties - Country Log Cabin

Cottage Properties - Country Log Cabin

High Hill MO
10/10 Exceptional! (188 reviews)
"The Cabin was perfect for our visit. Everything was clean and tidy. The horses were fun to interact with and the outside front deck had rocking chairs and an amazing view. Kitchen had everything we would need to cook meals and was well stocked with plenty of amenities. We will be back in the ..."

Reviewed on Jul 6, 2026

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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
The price is CA $116 per night from Jul 29 to Jul 30
CA $116
CA $132 total
Jul 29 - Jul 30
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"breakfast was great. fun in pool. and felt safe."

Reviewed on Jul 7, 2026

Baymont by Wyndham Warrenton
Hermann Crown Suites

Hermann Crown Suites

3.5 out of 5
403 South Market Street Hermann MO
The price is CA $206 per night from Jul 20 to Jul 21
CA $206
CA $236 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (820 reviews)
"Wonderful location. Right Downtown. Live music was amazing! Front desk was extra helpful and the breakfast was a great way to start the day."

Reviewed on Jul 6, 2026

Hermann Crown Suites
See all 434 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 CA $1,144 on Expedia for your High Hill break. However, 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?
January, February and November are the best times to look for cheap High Hill vacation packages. Travelling in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for High Hill?
Usually, a handful of days is enough to check out the main attractions during your High Hill vacation. However, if you want to have more time to rest or go on day tours, think about extending your trip.
How to find the best High Hill package deals?
Landing a cheap High Hill package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly High Hill package deals. Want a simple trick to score the biggest savings? Be flexible 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?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your High Hill getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to High Hill?
If you're considering an impromptu High Hill adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to High Hill?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit High Hill.
  2. Set a budget: Consider costs such as flights, transportation and food when calculating how much to set aside for your trip to High Hill. Then, select a hotel that matches your budget, whether that's an affordable option or a high-end retreat.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to experience in High Hill. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the ideal High Hill vacation package for you.

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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.