Round O Vacations from $758

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The Latest Round O vacation packages

Price found within the past 48 hours. Click for updated prices.
The Vendue

The Vendue

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,069, price is now $758 per person
$758
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (905 reviews)
Property is convenient to all the activities, restaurants and shopping in the area

Reviewed on Apr 11, 2026

The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,301, price is now $822 per person
$822
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (2,206 reviews)
We stayed here for a bachelorette party. It was in a great location as there are many bars, restaurants, and things to do within walking distance.

Reviewed on Apr 14, 2026

Embassy Suites by Hilton Charleston Historic District

Embassy Suites by Hilton Charleston Historic District

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,637, price is now $1,071 per person
$1,071
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8/10 Very Good! (1,001 reviews)
Fresh Breakfast. Tristin at the desk was extremely efficient and pleasant. Needs new carpet along walkway to rooms.

Reviewed on Apr 13, 2026

The Nicholas

The Nicholas

3 out of 5
Downtown Charleston
Save 100% on your flight
Price was $2,796, price is now $1,952 per person
$1,952
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (36 reviews)
Mattress firm to the extreme and not level. No on-site baggage storage. No on-site management (which meant management was not aware the smoke detectors were wired in and were being tested by a technician on on property rather than ringing due to batteries needing to be replaced). Not a true b&b in that there were only boxed meals to go.

Reviewed on Dec 13, 2025

Hampton Inn Charleston-Historic District

Hampton Inn Charleston-Historic District

2.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,574, price is now $1,100 per person
$1,100
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,085 reviews)
Friendly staff, great location, clean facilities and breached something for everyone. Would recommend for your stay in Charleston.

Reviewed on Apr 15, 2026

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Discover the most popular places to visit in Round O

Pon Pon Chapel of Ease

Learn about the local history of Round O with a stop at Pon Pon Chapel of Ease. Make time to visit the churches and monuments while you're in the area.

Pon Pon Chapel of Ease

Round O Hotel Deals

The Inn At Middleton Place

The Inn At Middleton Place

3 out of 5
4290 Ashley River Rd Charleston SC
$226 nightly
The price is $244 total per night from Apr 29 to Apr 30
$244 total
Apr 29 - Apr 30
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Nice peaceful in the Middleton plantation property

Reviewed on Apr 13, 2026

The Inn At Middleton Place
Comfort Inn & Suites Walterboro I-95

Comfort Inn & Suites Walterboro I-95

2.5 out of 5
97 Downs Ln Walterboro SC
Fully refundable
$115 nightly
The price is $129 total per night from May 10 to May 11
$129 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (1,021 reviews)
I would skip this hotel if you have a choice. It was quiet but not clean. There were stains all over the mattress cover. It wasn’t an option to leave or I would have. Not sure how it received a good rating.

Reviewed on Apr 13, 2026

Comfort Inn & Suites Walterboro I-95
Microtel Inn & Suites by Wyndham Walterboro

Microtel Inn & Suites by Wyndham Walterboro

2 out of 5
130 Cane Branch Rd Walterboro SC
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Apr 19 to Apr 20
$106 total
Apr 19 - Apr 20
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
The rest room is terrible as the door inside already damaged and hard to close properly. Oh god the coffee machine and the side table of beds are so dirty and felt very bad to use them. The staffs are amazing.

Reviewed on Apr 15, 2026

Microtel Inn & Suites by Wyndham Walterboro
See all 311 properties in Round O
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 Round O Vacation Packages

Round O Essential Information

Language
English
Currency
U.S dollars
Top Sights
Givhans Ferry State Park, Colleton State Park and Dogwood Hills Golf Club

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Frequently asked questions

How much does a Round O vacation package cost?
You'll find cheap prices from $758 on Expedia for your Round O getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Round O costs.
What are the cheapest months to go to Round O?
If you'd like to score a cheap Round O vacation package, consider planning a trip in January, September and October. You're likely to find lower rates on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Round O?
Usually, a handful of days is enough to explore the main sights during your Round O vacation. However, if you prefer to have more time to unwind or take day tours, think about extending your itinerary.
How to find the best Round O package deals?
Finding a cheap Round O package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Round O package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Round O 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 you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Round O vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Round O?
If you've got your Round O vacation dates confirmed, book early to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Round O vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Round O break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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