Highlandville Vacations from $587

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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.
Holiday Inn Club Vacations Holiday Hills Resort Branson by IHG

Holiday Inn Club Vacations Holiday Hills Resort Branson by IHG

4 out of 5
Price was $728, price is now $587 per person
$587
per person
Jul 11 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SGF)
8.8/10 Excellent! (942 reviews)
Property is very nice, but directions were not good

Reviewed on Jun 7, 2026

Roark Creek Resort

Roark Creek Resort

4.5 out of 5
Downtown Branson
Price was $1,512, price is now $1,145 per person
$1,145
per person
Jul 11 - Jul 16
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SGF)
9/10 Wonderful! (2 reviews)
Club Wyndham Mountain Vista

Club Wyndham Mountain Vista

3.5 out of 5
Skyview
Price was $1,019, price is now $831 per person
$831
per person
Jul 11 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SGF)
9/10 Wonderful! (408 reviews)
Room was very clean and well stocked. the only complaint I have is that the shower was dangerously slippery when I got in. My feet almost came out from under me. This would not stop me from renting again. The check in staff was super friendly and helpful

Reviewed on Apr 6, 2026

Grand Crowne Resort

Grand Crowne Resort

3 out of 5
Foggy River Woods
Price was $818, price is now $671 per person
$671
per person
Jul 11 - Jul 15
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SGF)
8.6/10 Excellent! (948 reviews)
The condo was a nicely equipped place to stay. Had everything we needed for cooking and laundry. Would recommend staying there.

Reviewed on Mar 30, 2026

Rock Lane Resort & Marina

Rock Lane Resort & Marina

4 out of 5
Price was $932, price is now $767 per person
$767
per person
Jul 11 - Jul 16
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SGF)
7.2/10 Good! (72 reviews)
Clean room, amazing staff and bar/pool

Reviewed on Jun 7, 2026

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Discover the most popular places to visit in Highlandville

Mountain Springs Trout Park

Explore the great outdoors at Mountain Springs Trout Park, a lovely green space in Highlandville. Experience the theater scene and entertainment venues in this family-friendly area.

Mountain Springs Trout Park

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
$74 nightly
The price is $84 total per night from Jun 21 to Jun 22
$84 total
Jun 21 - Jun 22
Total with taxes and fees
8/10 Very Good! (6,017 reviews)
"Love the stay"

Reviewed on Jun 7, 2026

Thousand Hills Resort Hotel
Hotel Grand Victorian

Hotel Grand Victorian

3.5 out of 5
2325 W Highway 76 Branson MO
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $143 total per night from Jun 14 to Jun 15
$143 total
Jun 14 - Jun 15
Total with taxes and fees
9.2/10 Wonderful! (1,875 reviews)
"This has become our go to hotel for our Branson stays. The staff is always pleasant and helpful, breakfast buffet is fresh, plenty of areas for gathering with others, indoor and outdoor pools, small gift shop with necessities and fresh cookies every afternoon. The rooms are always clean and these ..."

Reviewed on Jun 7, 2026

Hotel Grand Victorian
Lodge Of The Ozarks

Lodge Of The Ozarks

3 out of 5
3431 W 76 Country Blvd. Branson MO
$100 nightly
The price is $113 total per night from Jun 21 to Jun 22
$113 total
Jun 21 - Jun 22
Total with taxes and fees
9.8/10 Exceptional! (3,026 reviews)
"Would absolutely stay again! But I’d probably bring my own pillows next time."

Reviewed on Jun 7, 2026

Lodge Of The Ozarks
See all 5,166 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 $587 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.