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Cross Vacation Packages

Build your package with 2 more options

Cross Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wild Dunes Resort – Sweetgrass Inn and Boardwalk Inn

Wild Dunes Resort – Sweetgrass Inn and Boardwalk Inn

4 out of 5
Price was $525, price is now $396 per person
$396
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this 4-star beach resort in Isle of Palms. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Front Beach and Wild Dunes Resort Golf Course are located nearby.
Emeline

Emeline

4 out of 5
Save 100% on your flight
Price was $1,173, price is now $735 per person
$735
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Charleston (CHS)
Stay at this 4-star luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Port of Charleston and Charleston City Market are located nearby.
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Save 100% on your flight
Price was $670, price is now $422 per person
$422
per person
Dec 11 - Dec 14
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 Port of Charleston and Charleston City Market are located nearby.
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Price was $984, price is now $680 per person
$680
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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 Port of Charleston and Charleston City Market are located nearby.
The Pinch Hotel

The Pinch Hotel

4 out of 5
Save 100% on your flight
Price was $890, price is now $646 per person
$646
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this 4-star 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 Port of Charleston and Charleston City Market are located nearby.
Planters Inn

Planters Inn

4.5 out of 5
Save 100% on your flight
Price was $1,444, price is now $1,061 per person
$1,061
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Charleston (CHS)
Stay at this 4.5-star luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of Charleston and Charleston City Market are located nearby.
Sawyer by Avantstay Stunning Isle Of Palms Home w/ Pool!

Sawyer by Avantstay Stunning Isle Of Palms Home w/ Pool!

4 out of 5
Save 100% on your flight
Price was $1,254, price is now $971 per person
$971
per person
Dec 4 - Dec 8
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
Stay at this 4-star villa in Isle of Palms. Enjoy free parking, private pools, and concierge services. Popular attractions Front Beach and Wild Dunes Resort Golf Course 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 $571, price is now $444 per person
$444
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this 4.5-star luxury resort in Mount Pleasant. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of Charleston and Patriots Point are located nearby.

Cross 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 $670, price is now $422 per person
$422
per person
Dec 11 - Dec 14
found 1 day 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 $1,173, price is now $735 per person
$735
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Charleston (CHS)
Planters Inn

Planters Inn

4.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,167, price is now $783 per person
$783
per person
Dec 11 - Dec 14
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 $721, price is now $486 per person
$486
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)

Cross Vacation Packages 5-7 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 $772, price is now $521 per person
$521
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,749, price is now $1,141 per person
$1,141
per person
Dec 20 - Dec 27
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
The Restoration

The Restoration

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,284, price is now $899 per person
$899
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
The Vendue

The Vendue

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $945, price is now $674 per person
$674
per person
Nov 28 - Dec 3
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.

Spirit Airlines
Mon, Nov 3 - Fri, Nov 7
EWR
Newark Liberty Intl. Airport
CHS
Charleston Intl.
$58 Roundtrip, found 11 hours ago
$58
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Mon, Nov 3 from Newark Liberty Intl. Airport to Charleston Intl., returning Fri, Nov 7, priced at $58 found 11 hours ago
Frontier Airlines
Mon, Oct 27 - Mon, Nov 3
PHL
Philadelphia Intl.
CHS
Charleston Intl.
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Oct 27 from Philadelphia Intl. to Charleston Intl., returning Mon, Nov 3, priced at $110 found 3 days ago
Frontier Airlines
Mon, Nov 3 - Thu, Nov 6
ORD
O'Hare Intl.
CHS
Charleston Intl.
$120 Roundtrip, found 5 days ago
$120
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Nov 3 from O'Hare Intl. to Charleston Intl., returning Thu, Nov 6, priced at $120 found 5 days ago
Delta
Tue, Dec 2 - Sat, Dec 6
BOS
Logan Intl.
CHS
Charleston Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Dec 2 from Logan Intl. to Charleston Intl., returning Sat, Dec 6, priced at $127 found 2 days ago