Stuart Vacations from $387

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.
Days Inn by Wyndham Roanoke/Hollins Near I-81

Days Inn by Wyndham Roanoke/Hollins Near I-81

2 out of 5
Price was $458, price is now $387 per person
$387
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
7.4/10 Good! (905 reviews)
Stayed in same room as last visit. Same filthy yellow chair at desk. I told them about it last time. Need new carpet n sitting on toilet is like sitting on the ground.

Reviewed on Sep 12, 2025

The Liberty Trust

The Liberty Trust

4 out of 5
Downtown Roanoke
Price was $911, price is now $694 per person
$694
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
9.2/10 Wonderful! (1,226 reviews)
Great hotel in a great location.

Reviewed on Sep 11, 2025

Fire Station One Boutique Hotel

Fire Station One Boutique Hotel

2 out of 5
Downtown Roanoke
Price was $871, price is now $717 per person
$717
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
9.8/10 Exceptional! (97 reviews)
Cleanest and most comfortable hotel we’ve stayed in. Great history preservation with a comfy home feel. Definitely our new destination.

Reviewed on Aug 31, 2025

Affordable Corporate Suites of Overland Drive

Affordable Corporate Suites of Overland Drive

2.5 out of 5
Price was $548, price is now $473 per person
$473
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
9.4/10 Exceptional! (303 reviews)
Was very clean and quiet. Staff was extremely helpful. Not a new place but everything worked and there was no road noise.

Reviewed on Mar 7, 2025

Comfort Suites Inn at Ridgewood Farm

Comfort Suites Inn at Ridgewood Farm

2.5 out of 5
Price was $629, price is now $556 per person
$556
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
8/10 Very Good! (1,020 reviews)
Ice machine did not work. Room was not updated or clean. Limited choices for breakfast.

Reviewed on Sep 6, 2025

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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

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

Virginian Motel

Virginian Motel

2 out of 5
105 W. Blue Ridge Street, Stuart, VA
$80 nightly
The price is $89 total per night from Sep 18 to Sep 19
$89 total
Sep 18 - Sep 19
Total with taxes and fees
6/10 (48 reviews)
"Excellent location for a golf weekend. Convenient to restaurants and gas stations. The staff was appreciative of our stay and offered to help in any way."

Reviewed on Aug 27, 2025

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

Secluded Romantic Escape near Fairy Stone State Park, Virginia

Stuart
9.8/10 Exceptional! (38 reviews)
"Beautiful natural landscape!! Peaceful, quiet, and tranquil. Wonderful cabin and communication with host was timely- Very much appreciated. Overall happy experience!"

Reviewed on Sep 2, 2025

Get rates
Secluded Romantic Escape near Fairy Stone State Park, Virginia
Quality Inn Mount Airy Mayberry

Quality Inn Mount Airy Mayberry

2.5 out of 5
2136 Rockford St, Mount Airy, NC
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Sep 29 to Sep 30
$86 total
Sep 29 - Sep 30
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
"This property was sufficient for our one night stay. Close to downtown Mount Airy. The room was clean and the beds were comfortable. The price was great. They had a decent breakfast with waffles, eggs, gravy & biscuits, fresh fruit, yogurt, etc. I wish they would have had orange juice. They had free ..."

Reviewed on Sep 7, 2025

Quality Inn Mount Airy Mayberry
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.

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Frequently asked questions

How much does a Stuart vacation package cost?
You'll find cheap prices from $387 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.