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Charleston Vacation Packages

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Charleston 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 $813, price is now $644 per person
$644
per person
Dec 18 - Dec 20
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.

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Price was $1,151, price is now $790 per person
$790
per person
Nov 20 - Nov 23
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.
Perfect location! Rooms were very comfortable. Short walk to shopping on King and just a couple of blocks from all of the historic sites. Staff was incredibly friendly! We will be back!

Reviewed on Oct 10, 2026

The Nicholas

The Nicholas

3 out of 5
Price was $1,221, price is now $979 per person
$979
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this B&B in Charleston. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Charleston City Market and Waterfront Park are located nearby.
Great location. Off site management company was a little different. Parking is minimal but the room was lovely and a short walk to the action on King Street. Recommend!

Reviewed on Sep 23, 2026

The Charleston Place

The Charleston Place

5 out of 5
Price was $1,171, price is now $952 per person
$952
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop 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.
We love Charleston Place! Our first time and will do it again and again! The lobby, the grand staircase, the staff, service, dining options, et al! Truly amazing all around!

Reviewed on Oct 7, 2026

The Ansonborough

The Ansonborough

4 out of 5
Price was $1,194, price is now $988 per person
$988
per person
Nov 20 - Nov 23
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 a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

Emeline

Emeline

4 out of 5
Price was $857, price is now $709 per person
$709
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

The Vendue

The Vendue

4 out of 5
Price was $862, price is now $722 per person
$722
per person
Dec 18 - Dec 20
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.
overall great stay

Reviewed on Oct 6, 2026

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 $1,094, price is now $920 per person
$920
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip 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.

Charleston 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
Price was $757, price is now $624 per person
$624
per person
Nov 22 - Nov 25
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
Price was $1,151, price is now $790 per person
$790
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Nicholas

The Nicholas

3 out of 5
Downtown Charleston
Price was $1,221, price is now $979 per person
$979
per person
Nov 20 - Nov 23
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
Price was $1,171, price is now $952 per person
$952
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)

Charleston 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
Price was $1,163, price is now $894 per person
$894
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Emeline

Emeline

4 out of 5
Charleston Historic District
Price was $1,823, price is now $1,410 per person
$1,410
per person
Nov 24 - Nov 29
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Cooper

The Cooper

5 out of 5
Charleston Historic District
Price was $2,764, price is now $2,170 per person
$2,170
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
The Restoration

The Restoration

4 out of 5
Charleston Historic District
Price was $2,561, price is now $2,085 per person
$2,085
per person
Dec 28 - Jan 4
found 1 hour 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, Jan 22 - Mon, Jan 25
BDL
Bradley Intl.
CHS
Charleston Intl.
$92 Roundtrip, found 23 hours ago
$92
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Fri, Jan 22 from Bradley Intl. to Charleston Intl., returning Mon, Jan 25, priced at $92 found 23 hours ago
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
Delta
Tue, Nov 10 - Sat, Nov 14
JFK
John F. Kennedy Intl.
CHS
Charleston Intl.
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Charleston Intl., returning Sat, Nov 14, priced at $199 found 2 hours ago
Delta
Tue, Nov 3 - Tue, Nov 17
LGA
LaGuardia
CHS
Charleston Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Nov 3 from LaGuardia to Charleston Intl., returning Tue, Nov 17, priced at $199 found 1 hour ago