Highlandville Vacations from $419

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Your Highlandville Vacation

Our Highlandville vacation packages offer countless opportunities to discover new sights, sounds and experiences. And with all the finer details worked out, you can relax and enjoy your city getaway just like you deserve. Like some inspiration on what to do or see first during your trip to Highlandville? Check off well-known attractions such as Mountain Springs Trout Park. Expedia is here to help you escape your daily routine. Tailor your vacation to Highlandville to suit your style of travel, whatever that may be.

The Latest Highlandville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Fall Creek

The Suites at Fall Creek

3 out of 5
Fall Creek
Price was $556, price is now $419 per person
$419
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Springfield (SGF)
8.6/10 Excellent! (1,740 reviews)

Comfort Inn at Thousand Hills

Comfort Inn at Thousand Hills

2.5 out of 5
Foggy River Woods
Price was $949, price is now $683 per person
$683
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
9/10 Wonderful! (830 reviews)
Good location. Nice pool.

Reviewed on Jul 25, 2026

Chateau On The Lake Resort Spa and Convention Center

Chateau On The Lake Resort Spa and Convention Center

4 out of 5
Skyview
Save 100% on your flight
Price was $1,296, price is now $972 per person
$972
per person
Sep 19 - Sep 26
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Springfield (SGF)
8.4/10 Very Good! (1,398 reviews)
.

Reviewed on Jul 26, 2026

All American Inn and Suites

All American Inn and Suites

2 out of 5
Foggy River Woods
Price was $636, price is now $481 per person
$481
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
8.6/10 Excellent! (816 reviews)
The staff were very friendly and helped when asked. Breakfast was nice. Even the staircases were incredibly clean

Reviewed on Jul 26, 2026

Homestead Motel

Homestead Motel

2 out of 5
Hiawatha Heights
Price was $772, price is now $588 per person
$588
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to Springfield (SGF)
9.2/10 Wonderful! (367 reviews)
Listen, it's a older motel, so understand that much (shower wasn't the best), but we were very happy with the outstanding service and we loved the pool with an actual deep end (9ft, never see that any more!) and it's close to everything. Would recommend!

Reviewed on Jul 26, 2026

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Stay near popular Highlandville attractions

Mountain Springs Trout Park

Catch rainbow trout without a fishing license at this serene Ozark park. Staff clean your catch while you sample their renowned smoked trout—a local delicacy worth taking home.
See properties

Highlandville Hotel Deals

Thousand Hills Resort Hotel

Thousand Hills Resort Hotel

3 out of 5
120 Wildwood Dr S Branson MO
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $76 total per night from Aug 10 to Aug 11
$76 total
Aug 10 - Aug 11
Total with taxes and fees
8/10 Very Good! (6,208 reviews)
"Breakfast was disgusting, the shower had mold, the bathroom looked like it hadn’t been clean in months, the whole hotel smelled the beds were not comfortable and you were wakened by music every morning."

Reviewed on Jul 26, 2026

Thousand Hills Resort Hotel
University Plaza Hotel and Convention Center Springfield

University Plaza Hotel and Convention Center Springfield

3.5 out of 5
333 S John Q Hammons Pkwy Springfield MO
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $103 total per night from Aug 3 to Aug 4
$103 total
Aug 3 - Aug 4
Total with taxes and fees
7.8/10 Good! (1,598 reviews)
"Very poor service. No ac in the hotel on 90 degree plus days. Not a good look for an internatiinal confrence."

Reviewed on Jul 26, 2026

University Plaza Hotel and Convention Center Springfield
Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
2201 Roark Valley Drive Branson MO
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Aug 3 to Aug 4
$98 total
Aug 3 - Aug 4
Total with taxes and fees
8.6/10 Excellent! (1,050 reviews)
"The rooms are very noisy. We could hear conversations in the next room and when they used their shower, we had to turn the TV up... It was that loud! Maintenance was done right outside our room at 8a, which was loud enough to wake us up. The room itself was clean but had a very squeaky fridge door ..."

Reviewed on Jul 26, 2026

Westgate Branson Woods Resort and Cabins
See all 5,215 properties in Highlandville
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 Highlandville Vacation Packages

Highlandville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Springfield-Branson National Airport (SGF)
Population
960
Top Sights
Smallin Civil War Cave, Stained Glass Theatre and National Tiger Sanctuary

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Frequently asked questions

How much does a Highlandville vacation package cost?
You can pick up a vacation package to this destination from $419 on Expedia. However, how much your vacation to Highlandville costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Highlandville?
January, April and December are great times to look for cheap Highlandville vacation packages. Choosing to travel in less busy periods means you'll typically find lower prices on accommodations and flights.
How many days is enough for Highlandville?
The ideal length for your Highlandville vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to go to all the main sights and explore some hidden spots along the way.
How to find the best Highlandville package deals?
Start your search for a Highlandville package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Highlandville package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Highlandville getaway off to a flying start.
Is it cheaper to book a Highlandville vacation as a package?
You can enjoy significant savings on your next Highlandville break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Highlandville?
Land amazing discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Highlandville escape.
Does Expedia offer Book Now, Pay Later Highlandville vacation packages?
Your Highlandville break should be an escape from your daily routine, not a reason for money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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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.