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Round O Vacation Packages

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Round O Flight + Hotel Packages

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

The Francis Marion Hotel

4 out of 5
Price was $719, price is now $586 per person
$586
per person
Nov 8 - Nov 11
found 11 hours 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.
Enjoyed our stay, location was very good, only a short walk to many restaurants, room clean and comfortable although bathroom was on the small side

Reviewed on Sep 24, 2026

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,312, price is now $924 per person
$924
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop 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.
IT WAS OK, A BIT OVERPRICED. $9 CROSSIANT. WAS GIVEN THE WRONG ROOM -" LUXERY" WITH A VIEW OF THE BUILDING NEXT DOOR.

Reviewed on Sep 24, 2026

Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

3.5 out of 5
Price was $1,002, price is now $779 per person
$779
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop 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 Charleston Place

The Charleston Place

5 out of 5
Price was $1,914, price is now $1,537 per person
$1,537
per person
Oct 29 - Nov 1
found 6 hours ago
Roundtrip flight included
Boston (BOS) 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.
Old school luxury in and updated atmosphere….nice to be back a place where, luxury in travel still exist

Reviewed on Sep 24, 2026

The Nickel Hotel

The Nickel Hotel

4 out of 5
Price was $1,214, price is now $977 per person
$977
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this hotel in Charleston. Enjoy free WiFi, free bicycles on site, and valet parking (surcharge). Popular attractions South Carolina Aquarium and Charleston City Market are located nearby.

The Beach Club at Charleston Harbor Resort and Marina

The Beach Club at Charleston Harbor Resort and Marina

4.5 out of 5
Price was $958, price is now $772 per person
$772
per person
Nov 27 - Dec 1
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this luxury resort in Mount Pleasant. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Patriots Point and South Carolina Aquarium are located nearby.
Great place. No microwave anywhere

Reviewed on Sep 24, 2026

Elliott House Inn

Elliott House Inn

4 out of 5
Price was $1,328, price is now $1,116 per person
$1,116
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Stay at this guesthouse in Charleston. Enjoy free WiFi, room service, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.
Elliott House was so cute and charming. Our room was perfect. Close to shops, restaurants and everything we wanted to do in Charleston. The staff was friendly and welcoming when we checked in. Wine and cheese daily was such a great way to start our evenings in Charleston. Would stay here again when we visit Charleston!

Reviewed on Sep 24, 2026

Harborside at Charleston Harbor Resort and Marina

Harborside at Charleston Harbor Resort and Marina

4 out of 5
Price was $949, price is now $798 per person
$798
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach resort in Mount Pleasant. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Patriots Point and South Carolina Aquarium are located nearby.

Round O Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Beach Club at Charleston Harbor Resort and Marina

The Beach Club at Charleston Harbor Resort and Marina

4.5 out of 5
Price was $958, price is now $772 per person
$772
per person
Nov 27 - Dec 1
found 13 hours 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 $1,312, price is now $924 per person
$924
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

3.5 out of 5
Price was $1,002, price is now $779 per person
$779
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
The Charleston Place

The Charleston Place

5 out of 5
Charleston Historic District
Price was $1,914, price is now $1,537 per person
$1,537
per person
Oct 29 - Nov 1
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)

Round O Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Tru by Hilton Charleston Ashley Phosphate

Tru by Hilton Charleston Ashley Phosphate

2.5 out of 5
Price was $709, price is now $565 per person
$565
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Beach Club at Charleston Harbor Resort and Marina

The Beach Club at Charleston Harbor Resort and Marina

4.5 out of 5
Save 100% on your flight
Price was $1,595, price is now $1,251 per person
$1,251
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Holiday Inn Express Charleston by IHG

Holiday Inn Express Charleston by IHG

3.5 out of 5
West Ashley
Price was $868, price is now $686 per person
$686
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
TownePlace Suites Charleston Airport/Convention Center

TownePlace Suites Charleston Airport/Convention Center

3 out of 5
Centre Pointe
Price was $927, price is now $748 per person
$748
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Dec 4 from Stewart Intl. to Charleston Intl., returning Mon, Dec 7, priced at $147 found 1 day ago
Breeze Airways
Thu, Nov 12 - Sat, Nov 14
BDL
Bradley Intl.
CHS
Charleston Intl.
$190 Roundtrip, found 2 hours ago
$190
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Bradley Intl. to Charleston Intl., returning Sat, Nov 14, priced at $190 found 2 hours ago
Delta
Tue, Oct 20 - Wed, Oct 28
JFK
John F. Kennedy Intl.
CHS
Charleston Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 20 from John F. Kennedy Intl. to Charleston Intl., returning Wed, Oct 28, priced at $199 found 1 day ago
Delta
Sat, Oct 31 - Sat, Nov 14
BOS
Logan Intl.
CHS
Charleston Intl.
$199 Roundtrip, found 11 hours ago
$199
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Oct 31 from Logan Intl. to Charleston Intl., returning Sat, Nov 14, priced at $199 found 11 hours ago