Theodosia Vacations from $439

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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
Price was $654, price is now $439 per person
$439
per person
Mar 11 - Mar 15
found 8 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (SGF)
8.8/10 Excellent! (4,446 reviews)
Excellent stay as always!

Reviewed on Dec 18, 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 $831, price is now $545 per person
$545
per person
Mar 11 - Mar 15
found 8 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (SGF)
9.2/10 Wonderful! (2,133 reviews)
Room clean. Staff responsive to needs.

Reviewed on Dec 17, 2025

Stormy Point Village Resort

Stormy Point Village Resort

4 out of 5
Price was $827, price is now $590 per person
$590
per person
Mar 11 - Mar 15
found 8 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (SGF)
8.8/10 Excellent! (1,035 reviews)
Cottage was clean and warm for a short winter trip. Speedy check in and checkout as well

Reviewed on Dec 18, 2025

Rosebud Inn

Rosebud Inn

3 out of 5
Branson Theater District
Save 100% on your flight
Price was $1,602, price is now $1,209 per person
$1,209
per person
Feb 21 - Feb 25
found 2 days ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (SGF)
8.8/10 Excellent! (1,000 reviews)
Clean room, comfortable beds, good breakfast, and excellent hostess at the desk.

Reviewed on Dec 17, 2025

Angler's Lodge Hollister

Angler's Lodge Hollister

2.5 out of 5
Price was $636, price is now $484 per person
$484
per person
Mar 11 - Mar 15
found 8 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (SGF)
9.2/10 Wonderful! (1,003 reviews)
Rooms clean, breakfast was above average and the transportation to and from attractions were exceptional.

Reviewed on Dec 15, 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
$58 nightly
The price is $66 total per night from Jan 4 to Jan 5
$66 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.8/10 Good! (911 reviews)
Clen and well lit.

Reviewed on Nov 29, 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
$84 nightly
The price is $96 total per night from Jan 1 to Jan 2
$96 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.6/10 Exceptional! (410 reviews)
Very friendly staff. Our room was very clean and breakfast was very good. Overall appearance of the hotel and grounds show it is well kept.

Reviewed on Dec 7, 2025

Americinn By Wyndham Mountain Home
Quality Inn & Suites Mountain Home North

Quality Inn & Suites Mountain Home North

2.5 out of 5
1031 Highland Cir Mountain Home AR
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $86 total per night from Jan 4 to Jan 5
$86 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (513 reviews)
Good value, clean, friendly staff, quiet location

Reviewed on Dec 13, 2025

Quality Inn & Suites Mountain Home North
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 $439 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.