Seymour Vacations from $289

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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
Shepherd of the Hills
Price was $412, price is now $289 per person
$289
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
8/10 Very Good! (1,007 reviews)
Clean and very comfortable.

Reviewed on Dec 15, 2025

Whispering Hills Inn

Whispering Hills Inn

2.5 out of 5
Branson Theater District
Price was $786, price is now $598 per person
$598
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
7.8/10 Good! (1,002 reviews)
Have stayed at this property a number of times over the past 10+ years. The day before check out, after arriving back at the room later in the evening, my friend was missing a new pair of shoes she had worn the day before. She had left them on the floor near the table & chairs by the door. We eventually found them,placed heel to toe, against the edge of the wood platform hidden by the bed skirt of the bed farthest away from where she left the shoes. They had to have been placed there by housekeeping intentionally. I can only suspect that they had plans to get the shoes after we checked out had we forgotten about them or not found them. Will not be staying at this property for future trips.

Reviewed on Nov 24, 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
Skyview
Price was $505, price is now $384 per person
$384
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
9.2/10 Wonderful! (2,133 reviews)
Room clean. Staff responsive to needs.

Reviewed on Dec 17, 2025

Still Waters Resort

Still Waters Resort

4 out of 5
Price was $404, price is now $311 per person
$311
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
8.8/10 Excellent! (4,446 reviews)
Clean room, and friendly staff.

Reviewed on Dec 16, 2025

Branson's Best Motel

Branson's Best Motel

2.5 out of 5
Foggy River Woods
Price was $1,116, price is now $867 per person
$867
per person
Jan 27 - Jan 30
found 6 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (SGF)
9.4/10 Exceptional! (1,050 reviews)
The room was very clean and they did housekeeping everyday. The staff was very nice and helpful!!

Reviewed on Dec 15, 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
$88 nightly
The price is $96 total per night from Dec 19 to Dec 20
$96 total
Dec 19 - Dec 20
Total with taxes and fees
7.4/10 Good! (254 reviews)
The room was clean, they had trailer parking since we were traveling with a trailer & 2 SXSs.

Reviewed on Nov 23, 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 MO
$428 nightly
The price is $458 total per night from Jan 3 to Jan 4
$458 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
10/10 Exceptional! (6 reviews)
Very pretty Vrbo. Well built, decorated, and clean. Enjoyed the outdoor gazebo and hot tub.

Reviewed on Aug 8, 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
$76 nightly
The price is $86 total per night from Dec 28 to Dec 29
$86 total
Dec 28 - Dec 29
Total with taxes and fees
8/10 Very Good! (1,441 reviews)
Clean room, comfy bed, friendly staff.

Reviewed on Dec 11, 2025

Baymont by Wyndham Springfield South Hwy 65
See all 150 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.

Find the Best Seymour Vacation Packages

Seymour Essential Information

Language
English
Currency
U.S dollars
Population
1,950
Max Temp Winter
45ºF
Max Temp Summer
85ºF

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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 $289 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.