Seymour Vacations from $427

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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.
Still Waters Resort

Still Waters Resort

4 out of 5
Price was $641, price is now $427 per person
$427
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (SGF)
8.8/10 Excellent! (4,446 reviews)
It was nice, outdated some.

Reviewed on Feb 25, 2026

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
Save 100% on your flight
Price was $977, price is now $657 per person
$657
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (SGF)
9.2/10 Wonderful! (2,133 reviews)
It was amazing. I was very impressed w our stay. My husband and I travel all over the country and have stayed at hundreds of hotels...this is one of the best. 💯 recommended.

Reviewed on Feb 23, 2026

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 $659, price is now $491 per person
$491
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (SGF)
8.8/10 Excellent! (777 reviews)
The resort was clean, well lit, well stocked, and the staff was abosolutley outstanding! Would recommend for a family, or couple.

Reviewed on Feb 26, 2026

The Townhouses

The Townhouses

3 out of 5
Green Mountain
Price was $603, price is now $464 per person
$464
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Springfield (SGF)
8.2/10 Very Good! (320 reviews)
Easy clean modern convenience to main strip quick response to requests

Reviewed on Oct 31, 2025

Branson Falls Lodge

Branson Falls Lodge

2 out of 5
Foggy River Woods
Price was $676, price is now $529 per person
$529
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (SGF)
7.8/10 Good! (7 reviews)
A gentleman at the front desk was extremely helpful and polite. We were sent texts asking if we needed anything.

Reviewed on Jan 2, 2026

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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
$85 nightly
The price is $92 total per night from Feb 28 to Mar 1
$92 total
Feb 28 - Mar 1
Total with taxes and fees
7.4/10 Good! (256 reviews)
The hotel was about 25 yards from a train track with trains coming through about every hour and something that sounded like a lawn mower running all night. I got maybe three hours sleep. I was the worst experience I have ever had at a hotel. This hotel needs to be removed from listing on any ...

Reviewed on Feb 21, 2026

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
$429 nightly
The price is $459 total per night from Mar 3 to Mar 4
$459 total
Mar 3 - Mar 4
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
Greenstay Hotel & Suites

Greenstay Hotel & Suites

2.5 out of 5
222 N Ingram Mill RAve Springfield MO
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $122 total per night from Mar 23 to Mar 24
$122 total
Mar 23 - Mar 24
Total with taxes and fees
8.6/10 Excellent! (1,623 reviews)
Room was clean, love the hot breakfast

Reviewed on Feb 23, 2026

Greenstay Hotel & Suites
See all 145 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 $427 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.