Theodosia Vacations from $368

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The Latest Theodosia vacation packages

Price found within the past 48 hours. Click for updated prices.
Still Waters Resort

Still Waters Resort

4 out of 5
Save 100% on your flight
Price was $597, price is now $368 per person
$368
per person
Jan 15 - Jan 20
found 15 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (SGF)
8.8/10 Excellent! (4,371 reviews)
Christmas decorations were cute and the Christmas activities were great

Reviewed on Nov 5, 2025

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Save 100% on your flight
Price was $730, price is now $434 per person
$434
per person
Jan 15 - Jan 20
found 15 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (SGF)
8.2/10 Very Good! (827 reviews)
The suite was great. Our only problem was we could hear every step people took both inside and on the stairs and walkway.

Reviewed on Nov 5, 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
Save 100% on your flight
Price was $623, price is now $395 per person
$395
per person
Jan 15 - Jan 20
found 15 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (SGF)
9.2/10 Wonderful! (2,093 reviews)
The Villa was clean, including new, unused cookware to accommodate in-villa meals, which we prepared and enjoyed during our 1st Anniversary Celebration. The Staff was quite accommodating and courteous, sharing information and directions as needed. Most of all, we enjoyed our autonomy; no one came around haggling or performing maintenance, leaving us to enjoy our time there. I especially appreciated the staff locating a Villa on the main floor, as a person with physical limitations, before requesting as much; they were very insightful. We are looking forward to returning in the future, ever grateful for the opportunity to share our anniversary and my birthday in an amazing facility.

Reviewed on Nov 2, 2025

Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Shepherd of the Hills
Price was $760, price is now $488 per person
$488
per person
Dec 13 - Dec 16
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (SGF)
7.8/10 Good! (1,029 reviews)
Kind staff, clean and spotless room, and well maintained facilities etc.

Reviewed on Nov 3, 2025

Angler's Lodge Hollister

Angler's Lodge Hollister

2.5 out of 5
Save 100% on your flight
Price was $823, price is now $554 per person
$554
per person
Jan 15 - Jan 20
found 15 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (SGF)
9.2/10 Wonderful! (1,002 reviews)
Courteous Check-in clerk, process went smoothly Room spotless

Reviewed on Nov 8, 2025

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Theodosia Hotel Deals

Days Inn by Wyndham Mountain Home

Days Inn by Wyndham Mountain Home

2 out of 5
1746 Highway 62 B, Mountain Home, AR
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $77 total per night from Nov 23 to Nov 24
$77 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (894 reviews)
Everything was good

Reviewed on Nov 5, 2025

Days Inn by Wyndham Mountain Home
Americinn By Wyndham Mountain Home

Americinn By Wyndham Mountain Home

2.5 out of 5
290 Drillers Road, Mountain Home, AR
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $123 total per night from Nov 16 to Nov 17
$123 total
Nov 16 - Nov 17
Total with taxes and fees
9.6/10 Exceptional! (396 reviews)
This is the 3rd time for us to stay at this hotel. Each time our room is immaculate. The hotel is fairly new and is well maintained. The bed is comfortable and the room is spacious. Plenty of counter space in the bathroom. There are cookies at check-in and the breakfast is ready promptly and supplies ...

Reviewed on Nov 6, 2025

Americinn By Wyndham Mountain Home
Cedar house

Cedar house

2 out of 5
156 Lake Ridge Rd, Rockaway Beach, MO
$185 nightly
The price is $200 total per night from Nov 9 to Nov 10
$200 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (5 reviews)
Cedar house review Spacious and nice layout craftsman ship good. Cedar smell very strong upon arrival, diminished after time . Kitchen was nice but did not have necessary items to prepare a meal. Iron provided but no ironing board. No soap or shampoo in bathroom Queen size bed in a very large room ...

Reviewed on Aug 17, 2025

Cedar house
See all 541 properties in Theodosia
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 Theodosia Vacation Packages

Theodosia Essential Information

Language
English
Currency
U.S dollars
Population
240
Max Temp Winter
45ºF
Max Temp Summer
90ºF

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Frequently asked questions

How much does a Theodosia vacation package cost?
You can snap up a vacation package to this popular destination from $368 on Expedia. However, how much your vacation to Theodosia costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Theodosia?
If you'd like to book a cheap Theodosia vacation package, consider traveling in January, October and December. You'll typically find better rates on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Theodosia?
With a well-planned itinerary, you can easily visit the most popular Theodosia attractions in a few days. But if you want to discover hidden gems or take day trips, think about booking your Theodosia vacation for longer.
How to find the best Theodosia package deals?
Begin your search for a Theodosia package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Theodosia package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Theodosia escape off to a flying start.
Is it cheaper to book a Theodosia vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations individually. Better still, you can personalize your Theodosia escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Theodosia?
Land fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Theodosia getaway.
Does Expedia offer Book Now, Pay Later Theodosia vacation packages?
Your Theodosia trip should be a relaxing escape from your daily routine, not a source of money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs 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.