Stuart Vacations from $833

Book a Hotel + Flight or Car together to unlock savings

Photo by Jonathan Hylton

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.
Lakeinn

Lakeinn

2.5 out of 5
Price was $945, price is now $833 per person
$833
per person
Mar 15 - Mar 21
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Roanoke (ROA)
7.4/10 Good! (133 reviews)
Very old facility. Clean but we were the only tenants that night

Reviewed on Nov 18, 2025

The Liberty Trust

The Liberty Trust

4 out of 5
Downtown Roanoke
Price was $1,275, price is now $965 per person
$965
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Roanoke (ROA)
9.2/10 Wonderful! (1,275 reviews)
Always a favorite when passing through the area. Their cocktails were excellent.

Reviewed on Jan 9, 2026

The West End Flats

The West End Flats

4.5 out of 5
West End
Price was $1,092, price is now $846 per person
$846
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Roanoke (ROA)
9.6/10 Exceptional! (70 reviews)
Everything was perfect and actually more than what we expected. We had been in the area had booked a room at a hotel but then we heard about West End Flats, we checked it out and we were very impressed. On the other hand, we had booked a hotel online and not really satisfied with it. We are, ordinary people, but we still like a room that is clean and does not have a horrible smell.It's just we had booked it in already checked in. It was too late to get reimbursement. It was worth the one time loss. You cannot compare the two places.We decided to stay and plan to go back in the future. Since our stay was only one night they probably had way more than we actually needed. Full kitchen, bathroom, living room and bedroom. We hope that will be available for us in the future. Please don't take our spot.Thank you very much. I was only allowed a five star rating, but this place is 10+++.

Reviewed on Dec 31, 2025

Fire Station One Boutique Hotel

Fire Station One Boutique Hotel

2 out of 5
Downtown Roanoke
Price was $1,525, price is now $1,346 per person
$1,346
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Roanoke (ROA)
9.6/10 Exceptional! (105 reviews)
The room was immaculate, and I loved how the staff was patient and at the ready for whatever questions I had! They took such good care of us!

Reviewed on Jan 11, 2026

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Discover the most popular places to visit in Stuart

View from Lovers leap

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

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

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

Secluded Romantic Escape near Fairy Stone State Park, Virginia

Secluded Romantic Escape near Fairy Stone State Park, Virginia

Stuart VA
9.8/10 Exceptional! (45 reviews)
We were excited before we arrived, but upon arrival our excitement only grew! Greg's cabin was soooooo cozy and the decor was perfect for us nature lovers! We were a bit disappointed that the wildlife didn't visit us, nor did the Snow Meiser, but nontheless... our visit to this cabin did not disappoint!!! ...

Reviewed on Jan 7, 2026

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Secluded Romantic Escape near Fairy Stone State Park, Virginia
Cedar Run Cottage - secluded romantic getaway, by Buffalo Mountain Getaway

Cedar Run Cottage - secluded romantic getaway, by Buffalo Mountain Getaway

Stuart VA
10/10 Exceptional! (3 reviews)
Clean, cozy, comfortable cottage with well equipped kitchen. A great choice for a couple or small family. We will be back.

Reviewed on Dec 3, 2025

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Cedar Run Cottage - secluded romantic getaway, by Buffalo Mountain Getaway
Peaceful chalet with AC in charming Stuart in Bull mountain near Philpott Lake

Peaceful chalet with AC in charming Stuart in Bull mountain near Philpott Lake

Stuart VA
$297 nightly
The price is $334 total per night from Jan 13 to Jan 14
$334 total
Jan 13 - Jan 14
Total with taxes and fees
The cottage was very nice and the view is amazing! The driveway could be better marked, as it is quite steep and hard to see - especially at night. Zero cell service, which is understandable, but there is no wifi. The lack of wifi should be clearly stated on the listing. We had to leave early because ...

Reviewed on Oct 30, 2025

Peaceful chalet with AC in charming Stuart in Bull mountain near Philpott Lake
See all 445 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 $833 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.