Seymour Vacations from $457

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Your Seymour Vacation

Discover the rural city of Seymour with a customized Seymour vacation package and immerse yourself in all it has to offer. From its small-town feel and friendly locals to its spectacular views, prepare to fall for the charms of this fascinating destination. If seeing the sights is on the agenda during your trip to Seymour, head over to popular attractions like Whispering Oaks Winery. Expedia is here to help you escape your daily routine. Tailor your vacation to Seymour to suit your style of travel, whatever that may look like.

The Latest Seymour vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (SGF)
7.6/10 Good! (1,015 reviews)
Westgate Branson resort is a beautiful grounds, well kept, excellent service, clean, nice rooms and lots of activities to enjoy including two swimming pools and a spa.

Reviewed on Aug 14, 2025

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

4 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (SGF)
9.2/10 Wonderful! (2,033 reviews)
I just wish the pool was open is all

Reviewed on Aug 14, 2025

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
per person
Sep 25 - Sep 28
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Springfield (SGF)
8.2/10 Very Good! (744 reviews)
The only drawback was a noisy fridge that was annoying at night. We requested maintenance to fix it, but all they did was to turn off the freezer. I understand that it needed to be serviced and it was not an easy fix, but they could may have replaced it, or move us to a different room.

Reviewed on Aug 17, 2025

Paradise Point

Paradise Point

2.5 out of 5
Big Cedars
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (SGF)
9.2/10 Wonderful! (32 reviews)
The property is very secluded, secure and beautiful! So much to do onsite!! We enjoyed our stay. Can’t brag about this place enough. Just book!! You won’t be disappointed.

Reviewed on Aug 11, 2025

French Quarter Resort by Spinnaker Resorts

French Quarter Resort by Spinnaker Resorts

3.5 out of 5
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (SGF)
9.2/10 Wonderful! (238 reviews)
Always a great place to stay!

Reviewed on Aug 10, 2025

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Discover the most popular places to visit in Seymour

Whispering Oaks Winery

You can enjoy a tasting or tour at Whispering Oaks Winery during your travels to Seymour. Discover the area's countryside and sunrises.

Whispering Oaks Winery

Seymour Hotel Deals

Americas Best Value Inn Seymour

Americas Best Value Inn Seymour

2 out of 5
1000 East Clinton Avenue, Seymour, MO
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $98 total per night from Aug 18 to Aug 19
$98 total
Aug 18 - Aug 19
Total includes taxes and fees
7.4/10 Good! (242 reviews)
"Everything was nice and quiet to sleep and i was very relaxed"

Reviewed on May 31, 2025

Americas Best Value Inn Seymour
The Grainery is a cozy farm stay, nestled in the Ozark hills

The Grainery is a cozy farm stay, nestled in the Ozark hills

2 out of 5
Seymour
$429 nightly
The price is $459 total per night from Aug 19 to Aug 20
$459 total
Aug 19 - Aug 20
Total includes taxes and fees
10/10 Exceptional! (5 reviews)
Awesome little place.
"The owners thought of everything for a fantastic comfortable stay! It was amazing. We will be back"

Reviewed on Jun 29, 2025

The Grainery is a cozy farm stay, nestled in the Ozark hills
Baymont by Wyndham Springfield South Hwy 65

Baymont by Wyndham Springfield South Hwy 65

2.5 out of 5
3343 E Battlefield St, Springfield, MO
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Aug 18 to Aug 19
$101 total
Aug 18 - Aug 19
Total includes taxes and fees
8/10 Very Good! (1,360 reviews)
"Great bed"

Reviewed on Aug 12, 2025

Baymont by Wyndham Springfield South Hwy 65
See all 148 properties in Seymour
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 Seymour vacation package cost?
You can grab a vacation package to this popular destination from $457 on Expedia. But how much your vacation to Seymour costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Seymour?
You can typically find lower prices and greater availability in February, April and September. Browse our cheap Seymour vacation packages and you could land some excellent off-season deals.
How many days is enough for Seymour?
The ideal length of your Seymour vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to tick off all the top attractions and explore some hidden gems along the way.
How to find the best Seymour package deals?
Use Expedia's handy filters to find some unbeatable Seymour package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Seymour package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Seymour vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can customize your Seymour trip to fit your exact style. Choose 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 Seymour?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Seymour break.
Does Expedia offer Book Now, Pay Later Seymour vacation packages?
Set off on your dream escape to Seymour with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.