Vacations Close To Windjammer

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Windjammer 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 $686, price is now $553 per person
$553
per person
Dec 8 - Dec 12
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 $1,063, price is now $786 per person
$786
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
This property is unbelievable.

Reviewed on Oct 12, 2026

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $911, price is now $681 per person
$681
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Rooms were clean, food was good, close to everything

Reviewed on Oct 12, 2026

The Ansonborough

The Ansonborough

4 out of 5
Charleston Historic District
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Price was $1,089, price is now $844 per person
$844
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Very clean, 3 lightbulbs total were out in the room and bathroom.

Reviewed on Oct 12, 2026

The Charleston Place

The Charleston Place

5 out of 5
Charleston Historic District
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Price was $1,540, price is now $1,248 per person
$1,248
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)

Elliott House Inn

Elliott House Inn

4 out of 5
Charleston Historic District
Price was $894, price is now $746 per person
$746
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Everything was great except there is a bar behind that plays music. Be prepared

Reviewed on Oct 11, 2026

Shem Creek Inn

Shem Creek Inn

3 out of 5
Price was $651, price is now $554 per person
$554
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)

The Vendue

The Vendue

4 out of 5
Charleston Historic District
Price was $946, price is now $808 per person
$808
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)

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Best Lodging Options Near Windjammer

The Palms Oceanfront Hotel

The Palms Oceanfront Hotel

3.5 out of 5
1126 Ocean Blvd Isle of Palms SC
0.15 km from Windjammer
Book a stay at this beach hotel in Isle of Palms. Enjoy a beach locale, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the ...
Seaside Inn Oceanfront

Seaside Inn Oceanfront

2.5 out of 5
1004 Ocean Blvd Isle of Palms SC
0.06 km from Windjammer
Book a stay at this beach hotel in Isle of Palms. Enjoy free WiFi, a beach locale, and parking (surcharge). Our guests praise the helpful staff and the clean ...
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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.