Search Deals on
Round O Vacation Packages

Build your package with 2 more options

Round O Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

3.5 out of 5
Price was $644, price is now $509 per person
$509
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this B&B in Folly Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Folly Island Beaches and Folly River Park are located nearby.

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $884, price is now $578 per person
$578
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this hotel in Charleston. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.
Loved the aesthetic

Reviewed on Sep 27, 2026

The Charleston Place

The Charleston Place

5 out of 5
Save 100% on your flight
Price was $1,516, price is now $1,096 per person
$1,096
per person
Dec 3 - Dec 5
found 7 hours ago
Roundtrip flight included
Columbus (CMH) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

The Pinch Hotel

The Pinch Hotel

4 out of 5
Save 100% on your flight
Price was $1,184, price is now $918 per person
$918
per person
Dec 3 - Dec 6
found 7 hours ago
Roundtrip flight included
Columbus (CMH) to Charleston (CHS)
Book a stay at this spa hotel in Charleston. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Charleston City Market and South Carolina Aquarium are located nearby.

Club Wyndham Ocean Ridge

Club Wyndham Ocean Ridge

3.5 out of 5
Price was $739, price is now $574 per person
$574
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this golf hotel in Edisto Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Edisto Beach State Park and Botany Bay Plantation Heritage Preserve and Wildlife Management Area are located nearby.
The room was clean and spacious for 2 people. Loved renting bikes and riding the paths the island has. It's NICE & QUIET. If you're looking for alot of action you need to go somewhere else. It's a layed back family beach. Hope it can stay that way. FYI...... their is a sale pitch for the time share buy in. JUST SAY NO!

Reviewed on May 22, 2026

The Dewberry Charleston

The Dewberry Charleston

5 out of 5
Save 100% on your flight
Price was $1,591, price is now $1,257 per person
$1,257
per person
Dec 3 - Dec 6
found 7 hours ago
Roundtrip flight included
Columbus (CMH) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions South Carolina Aquarium and Charleston City Market are located nearby.
Nice hotel. Good location. They were renovating I assume a restaurant while there. Food was served in the bar area. Not the best circumstances I think the overall appearance is clean yet quite understated. I’m not a glitzy person but I’d almost call the atmosphere drab overall Staff was great and professional Didn’t have time to visit the spa

Reviewed on Sep 28, 2026

The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Price was $767, price is now $613 per person
$613
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charleston City Market and South Carolina Aquarium are located nearby.
Very clean room and nice view of the harbor

Reviewed on Sep 28, 2026

Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

4 out of 5
Price was $749, price is now $598 per person
$598
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Carolina Aquarium and Charleston City Market are located nearby.
Great location and lovely hotel. Friendly staff. Nice large room. Walkable to restaurants & shops

Reviewed on Sep 25, 2026

Round O Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Ocean Ridge

Club Wyndham Ocean Ridge

3.5 out of 5
Edisto Beach
Price was $739, price is now $574 per person
$574
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $884, price is now $578 per person
$578
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Charleston Place

The Charleston Place

5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $2,143, price is now $1,469 per person
$1,469
per person
Dec 3 - Dec 6
found 7 hours ago
Roundtrip flight included
Columbus (CMH) to Charleston (CHS)
The Pinch Hotel

The Pinch Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,184, price is now $918 per person
$918
per person
Dec 3 - Dec 6
found 7 hours ago
Roundtrip flight included
Columbus (CMH) to Charleston (CHS)

Round O Vacation Packages 5-7 Night Stays

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

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,884, price is now $1,097 per person
$1,097
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
Emeline

Emeline

4 out of 5
Charleston Historic District
Price was $2,072, price is now $1,473 per person
$1,473
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
The Ansonborough

The Ansonborough

4 out of 5
Charleston Historic District
Price was $2,983, price is now $2,249 per person
$2,249
per person
Nov 1 - Nov 8
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Charleston Place

The Charleston Place

5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $3,543, price is now $2,717 per person
$2,717
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Dec 4 - Mon, Dec 7
SWF
Stewart Intl.
CHS
Charleston Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Dec 4 from Stewart Intl. to Charleston Intl., returning Mon, Dec 7, priced at $127 found 2 days ago
Breeze Airways
Thu, Nov 12 - Sat, Nov 14
BDL
Bradley Intl.
CHS
Charleston Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 12 from Bradley Intl. to Charleston Intl., returning Sat, Nov 14, priced at $190 found 1 day ago
Delta
Tue, Oct 20 - Wed, Oct 28
JFK
John F. Kennedy Intl.
CHS
Charleston Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 20 from John F. Kennedy Intl. to Charleston Intl., returning Wed, Oct 28, priced at $199 found 2 days ago
Delta
Sat, Oct 31 - Tue, Nov 10
BOS
Logan Intl.
CHS
Charleston Intl.
$199 Roundtrip, found 3 hours ago
$199
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Oct 31 from Logan Intl. to Charleston Intl., returning Tue, Nov 10, priced at $199 found 3 hours ago