Stuart Vacations from $303

Book a Hotel + Flight or Car together to unlock savings

Your Stuart Vacation

There's no better way to escape than with one of our vacation packages to Stuart. The rich history and spectacular views are two of the many reasons to stay in this captivating city. There's plenty to add to your must-see list during a trip to Stuart, beginning with leading sights such as Wood Brothers Racing Museum and Stanburn Winery. Expedia is here to help you escape your routine. Tailor your vacation to Stuart to suit your travel style, whatever that may be!

The Latest Stuart vacation packages

Price found within the past 48 hours. Click for updated prices.
Relax Inn By OYO Natural Bridge I-81

Relax Inn By OYO Natural Bridge I-81

2 out of 5
Price was $353, price is now $303 per person
$303
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Roanoke (ROA)
5.6/10 (160 reviews)
The place is very close to the natural bridge, (4mi) and close enough to Lexington as well. The rooms are a bit dated, the bed had a burn mark (non smoking room...?) and it allows pets. The room next door had a dog that kept barking every time I moved around my room. There are probably better options out there.

Reviewed on Sep 7, 2025

Hillcrest Mansion Inn

Hillcrest Mansion Inn

3 out of 5
Price was $586, price is now $417 per person
$417
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Roanoke (ROA)
10/10 Exceptional! (36 reviews)
Our stay at the Hillcrest Mansion was exceptional . Very nice owner. We thoroughly enjoyed our stay. The breakfast was amazing. Highly recommend it. Beautiful mansion and great experience.

Reviewed on May 16, 2026

Mountain Lake Lodge

Mountain Lake Lodge

3.5 out of 5
Price was $560, price is now $447 per person
$447
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Roanoke (ROA)
8.8/10 Excellent! (537 reviews)
Everything was nice.we arrived early and wasn't allowed to check in till 4. So don't arrive early. Food was good and the bar was nice.

Reviewed on Apr 25, 2026

Natural Bridge Hotel, Trademark Collection by Wyndham

Natural Bridge Hotel, Trademark Collection by Wyndham

3 out of 5
Price was $368, price is now $332 per person
$332
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Roanoke (ROA)
7.8/10 Good! (1,007 reviews)
Fun to stay at this historic hotel

Reviewed on May 20, 2026

The Oaks Victorian Inn

The Oaks Victorian Inn

3 out of 5
Price was $550, price is now $498 per person
$498
per person
Jun 27 - Jun 29
found 16 hours ago
Roundtrip flight included
New York (NYC) to Roanoke (ROA)
10/10 Exceptional! (108 reviews)
Delicious breakfast! Quiet and tastefully decorated room. Everything you would expect in a well run B&B!

Reviewed on May 18, 2026

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

Discover the most popular places to visit in Stuart

Fairy Stone State Park

4.5/5(12 reviews)

You can take time to visit Fairy Stone State Park during your travels to Reserve at Fairystone. Amble around the area's parks or visit its churches.

Fairy Stone State Park

Lovers Leap Scenic Overlook

Explore the great outdoors at Lovers Leap Scenic Overlook, a lovely green space in Stuart. Discover the mountain views in this relaxing area.

Lovers Leap Scenic Overlook

Wood Brothers Racing Museum

You can spend an afternoon exploring the galleries in Wood Brothers Racing Museum during your trip to Smith River. Discover the mountain views while you're in the area.

Wood Brothers Racing Museum

Stuart Hotel Deals

Virginian Motel

Virginian Motel

2 out of 5
105 W. Blue Ridge Street Stuart VA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $65 total per night from May 21 to May 22
$65 total
May 21 - May 22
Total with taxes and fees
6.6/10 (70 reviews)
"Cecilia was very helpful! The place had a retro feel that we lived! Everything in the room worked. I would stay there again in a heartbeat!"

Reviewed on May 17, 2026

Virginian Motel
Secluded Romantic Escape near Fairy Stone State Park, Virginia

Secluded Romantic Escape near Fairy Stone State Park, Virginia

Stuart VA
9.8/10 Exceptional! (52 reviews)
"Communication was excellent. The cabin was clean, well-stocked, and had everything we needed for a comfortable stay. The setting was absolutely beautiful and incredibly peaceful… perfect for relaxing and unwinding. We especially loved spending our mornings on the deck enjoying the quiet surroundings ..."

Reviewed on May 18, 2026

Get rates
Secluded Romantic Escape near Fairy Stone State Park, Virginia
Cozy Cabin at The Reserve near Fairystone State Park

Cozy Cabin at The Reserve near Fairystone State Park

Stuart VA
$314 nightly
The price is $352 total per night from Jun 11 to Jun 12
$352 total
Jun 11 - Jun 12
Total with taxes and fees
9.8/10 Exceptional! (49 reviews)
"Property was neat, clean and well stocked. Appreciated the stay."

Reviewed on Mar 30, 2026

Cozy Cabin at The Reserve near Fairystone State Park
See all 457 properties in Stuart
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 Stuart Vacation Packages

Stuart Essential Information

Language
English
Currency
U.S dollars
Population
1,450
Max Temp Winter
45ºF
Max Temp Summer
90ºF
Top Sights
Lovers Leap Scenic Overlook, Wood Brothers Racing Museum and Stanburn Winery

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 Stuart vacation package cost?
You'll find cheap prices from $303 on Expedia for your Stuart getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Stuart costs.
What are the cheapest months to go to Stuart?
If you're hoping to snag a cheap Stuart vacation package, consider traveling in March, August and December. You'll typically find lower prices on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Stuart?
The ideal length of your Stuart vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to tick off all the main attractions and explore some hidden gems along the way.
How to find the best Stuart package deals?
Start your search for a Stuart package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Stuart package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Stuart getaway off to a flying start.
Is it cheaper to book a Stuart vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the freedom to create a tailored Stuart vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Stuart?
Land incredible bargains by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Stuart vacation.
Does Expedia offer Book Now, Pay Later Stuart vacation packages?
Set off on your ideal getaway to Stuart with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.