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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.
Home2 Suites by Hilton Summerville

Home2 Suites by Hilton Summerville

3 out of 5
Price was $558, price is now $426 per person
$426
per person
May 3 - May 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this business-friendly hotel in Summerville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions North Main Market and Brown Family Park are located nearby.
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,479, price is now $875 per person
$875
per person
May 2 - May 6
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 Port of Charleston are located nearby.
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Save 100% on your flight
Price was $803, price is now $523 per person
$523
per person
May 2 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this spa 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.
The Vendue

The Vendue

4 out of 5
Save 100% on your flight
Price was $1,182, price is now $850 per person
$850
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this boutique hotel in Charleston. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Waterfront Park and Charleston City Market are located nearby.
Andrew Pinckney Inn

Andrew Pinckney Inn

4 out of 5
Price was $1,135, price is now $851 per person
$851
per person
May 3 - May 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Port of Charleston are located nearby.
Harborside at Charleston Harbor Resort and Marina

Harborside at Charleston Harbor Resort and Marina

4 out of 5
Save 100% on your flight
Price was $1,336, price is now $1,016 per person
$1,016
per person
May 22 - May 27
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 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Patriots Point and Port of Charleston are located nearby.
Hotel Richemont

Hotel Richemont

4 out of 5
Save 100% on your flight
Price was $1,646, price is now $1,254 per person
$1,254
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this hotel in Charleston. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Popular attractions Charleston City Market and Port of Charleston are located nearby.
Mills House Charleston, Curio Collection by Hilton

Mills House Charleston, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,455, price is now $1,113 per person
$1,113
per person
May 3 - May 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this business-friendly hotel in Charleston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

Round O Vacation Packages 3-4 Night Stays

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

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $803, price is now $523 per person
$523
per person
May 2 - May 5
found 1 day ago
Roundtrip 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 $1,479, price is now $875 per person
$875
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Vendue

The Vendue

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,182, price is now $850 per person
$850
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Andrew Pinckney Inn

Andrew Pinckney Inn

4 out of 5
Charleston Historic District
Price was $1,135, price is now $851 per person
$851
per person
May 3 - May 7
found 1 day 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.
The Vendue

The Vendue

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,319, price is now $953 per person
$953
per person
May 3 - May 8
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $2,112, price is now $1,148 per person
$1,148
per person
May 3 - May 8
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,444, price is now $973 per person
$973
per person
Apr 22 - Apr 28
found 20 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 $1,892, price is now $1,282 per person
$1,282
per person
May 22 - May 27
found 1 day ago
Roundtrip non-stop 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.

Spirit Airlines
Tue, Apr 21 - Wed, May 6
EWR
Newark Liberty Intl. Airport
CHS
Charleston Intl.
$67 Roundtrip, found 9 hours ago
$67
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Newark Liberty Intl. Airport to Charleston Intl., returning Wed, May 6, priced at $67 found 9 hours ago
JetBlue Airways
Tue, Jun 9 - Tue, Jun 16
JFK
John F. Kennedy Intl.
CHS
Charleston Intl.
$137 Roundtrip, found 16 hours ago
$137
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Jun 9 from John F. Kennedy Intl. to Charleston Intl., returning Tue, Jun 16, priced at $137 found 16 hours ago
United
Tue, Apr 7 - Tue, Apr 14
LGA
LaGuardia
CHS
Charleston Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Apr 7 from LaGuardia to Charleston Intl., returning Tue, Apr 14, priced at $157 found 1 hour ago
Breeze Airways
Wed, Aug 19 - Mon, Aug 24
BDL
Bradley Intl.
CHS
Charleston Intl.
$166 Roundtrip, found 3 days ago
$166
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 19 from Bradley Intl. to Charleston Intl., returning Mon, Aug 24, priced at $166 found 3 days ago