Stuart Vacations from $1,865

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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.
Lake Harmony - Lakefront Home w/ Private Dock, & Fire Pit

Lake Harmony - Lakefront Home w/ Private Dock, & Fire Pit

2 out of 5
Save 100% on your flight
Price was $2,102, price is now $1,865 per person
$1,865
per person
May 21 - May 26
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)
No reviews
Sunrise Retreat - Sleeps 12, Lakefront Home With Hot Tub

Sunrise Retreat - Sleeps 12, Lakefront Home With Hot Tub

2 out of 5
Save 100% on your flight
Price was $4,933, price is now $4,320 per person
$4,320
per person
May 21 - May 26
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)
No reviews
Paradise Point - Lakefront Home With Private Dock!

Paradise Point - Lakefront Home With Private Dock!

2 out of 5
Save 100% on your flight
Price was $3,489, price is now $3,097 per person
$3,097
per person
May 21 - May 26
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)
No reviews
Pappy's Place - Lakefront Home With Private Dock

Pappy's Place - Lakefront Home With Private Dock

2 out of 5
Save 100% on your flight
Price was $4,339, price is now $3,852 per person
$3,852
per person
May 21 - May 26
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)
No reviews
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Discover the most popular places to visit in Stuart

Fairy Stone State Park

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 family-friendly 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
$70 nightly
The price is $79 total per night from Mar 22 to Mar 23
$79 total
Mar 22 - Mar 23
Total with taxes and fees
6.2/10 (59 reviews)
The staff is nice. Virginian Motel is under new management. The staff knows me because I was here for 4 days before, and I was here one more time before then, and that was since my birthday in November of last year. The staff is kind, the property is good, the cleanliness and fantastic, the amenities ...

Reviewed on Mar 10, 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! (48 reviews)
Everything that you needed to stay comfortably at a cabin! Stunning views and Fairy Stone State Park was less than 10 minutes away. Property bed could have improvements but overall everything was impeccable! The dishes were very cabin decor which made the vibe cool!

Reviewed on Mar 20, 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
$296 nightly
The price is $333 total per night from Mar 24 to Mar 25
$333 total
Mar 24 - Mar 25
Total with taxes and fees
9.8/10 Exceptional! (48 reviews)
Great location, clean, & spacious!

Reviewed on Mar 17, 2026

Cozy Cabin at The Reserve near Fairystone State Park
See all 449 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

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Frequently asked questions

How much does a Stuart vacation package cost?
You'll find cheap prices from $1,865 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.