Theodosia Vacations from $476

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Theodosia vacation packages

Price found within the past 48 hours. Click for updated prices.
Gazebo Inn

Gazebo Inn

2 out of 5
Branson Theater District
Price was $619, price is now $476 per person
$476
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Springfield (SGF)
8.4/10 Very Good! (1,004 reviews)
The property itself is nice the pet friendly atmosphere isn't for me. I have allergies seemed my room had been. Used fir pets prior. For animal lovers with no allergies. This is the place to be.

Reviewed on May 3, 2026

Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Shepherd of the Hills
Save 100% on your flight
Price was $1,063, price is now $570 per person
$570
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Springfield (SGF)
8.4/10 Very Good! (1,019 reviews)
The room was clean and the amenities were amazing,especially for toddlers. We will definitely be back!

Reviewed on May 5, 2026

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Save 100% on your flight
Price was $1,613, price is now $868 per person
$868
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (SGF)
8.4/10 Very Good! (934 reviews)
Room was nice, everything looked to be well taken care of, a little out of the way but overall it was great.

Reviewed on May 3, 2026

Roark Creek Resort

Roark Creek Resort

4.5 out of 5
Downtown Branson
Price was $1,430, price is now $1,091 per person
$1,091
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
9/10 Wonderful! (2 reviews)
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 $924, price is now $712 per person
$712
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
8.8/10 Excellent! (921 reviews)
Clean, roomy, nice property grounds 8 min drive to Branson landing We really loved the place

Reviewed on May 6, 2026

Don't see what you're looking for?
See all available trips from Columbus to Theodosia
View all trips

Theodosia Hotel Deals

Secluded Luxury Retreat | Hot Tub, Lake Access, 37 Acres

Secluded Luxury Retreat | Hot Tub, Lake Access, 37 Acres

Peel AR
10/10 Exceptional! (11 reviews)
Kitchen had everything you could need

Reviewed on Mar 16, 2026

Get rates
Secluded Luxury Retreat | Hot Tub, Lake Access, 37 Acres
Cozy Cabin, Less than 1/2 mile to Marina, Boat Trailer Parking

Cozy Cabin, Less than 1/2 mile to Marina, Boat Trailer Parking

Theodosia MO
10/10 Exceptional! (18 reviews)
Cabin was great.

Reviewed on Apr 20, 2026

Get rates
Cozy Cabin, Less than 1/2 mile to Marina, Boat Trailer Parking
Lakefront Getaway | Dock, ATV Trails & Private Dock

Lakefront Getaway | Dock, ATV Trails & Private Dock

Theodosia AR
10/10 Exceptional! (1 review)
We had a great stay! The property was easy to find while still maintaining privacy. It was cute, clean, and the beds were super comfortable. As a coffee drinker it was nice to be able to have a complimentary coffee as I enjoyed the lake view from the toasty warmth of the house.

Reviewed on Dec 2, 2025

Get rates
Lakefront Getaway | Dock, ATV Trails & Private Dock
See all 556 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Theodosia vacation package cost?
You can snap up a vacation package to this popular destination from $476 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.