Search Deals onSt. Stephen Vacation Packages
St. Stephen Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Pinch Hotel
Save 100% on your flight
Price was $1,508, price is now $1,076 per person
$1,076
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this 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 Charleston City Market and Port of Charleston are located nearby.
The Ryder Hotel
Price was $1,838, price is now $1,250 per person
$1,250
per person
Sep 16 - Sep 20
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.
Summerset by Avantstay Resort Pool + Outdoor Lounge + Firepit + Movie Room IOP Beach Retreat
Save 100% on your flight
Price was $6,201, price is now $4,359 per person
$4,359
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
Stay at this cottage in Isle of Palms. Enjoy free parking, a pool table, and balconies. Popular attractions Isle of Palms Beach and Front Beach are located nearby.
Haven by Avantstay Luxury Beachfront Home w/ Pool & Gorgeous Patios
Save 100% on your flight
Price was $8,985, price is now $6,339 per person
$6,339
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach vacation home in Sullivan's Island. Enjoy free parking, a beach locale, and concierge services. Popular attractions Isle of Palms Beach and Sullivan's Island Beach are located nearby.
The Charleston Place
Save 100% on your flight
Price was $2,509, price is now $1,800 per person
$1,800
per person
Oct 8 - Oct 11
found 1 day 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 Port of Charleston are located nearby.
We got married at the Charleston Place 22 years ago! We have been back there about 17+ times since. The hotel, staff and amenities only get better each year; from personal, hand-written notes, to room service (breakfast) by to pool, to champagne waiting in our room at night!!! It is wonderful to see many of the same beautiful, cheerful faces year after year. The staff is AMAZING. I would definitely recommend making The Charleston Place a tradition for any couple ❤️
Reviewed on Aug 1, 2026
913 Carolina Boulevard by Avantstay Private Pool, Ocean View, Rooftop
Save 100% on your flight
Price was $8,269, price is now $5,972 per person
$5,972
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this cottage in Isle of Palms. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Isle of Palms Beach and Front Beach are located nearby.
The Cooper
Save 100% on your flight
Price was $3,458, price is now $2,509 per person
$2,509
per person
Oct 1 - Oct 4
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, a full-service spa, and 3 restaurants. Popular attractions Waterfront Park and Charleston City Market are located nearby.
Southern Oasis by Avantstay 0.5mi Walk to the Beach, Pool, Patio, Large Yard
Save 100% on your flight
Price was $5,730, price is now $4,162 per person
$4,162
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this cottage in Isle of Palms. Enjoy free parking, a beach locale, and patios. Popular attractions Isle of Palms Beach and Front Beach are located nearby.
St. Stephen Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
St. Stephen Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Sep 11 - Fri, Sep 11
BDL
Bradley Intl.
CHS
Charleston Intl.
$98 Roundtrip, found 8 hours ago
$98
Roundtrip
found 8 hours ago
Thu, Oct 1 - Sun, Oct 4
TTN
Mercer
CHS
Charleston Intl.
$189 Roundtrip, found 8 hours ago
$189
Roundtrip
found 8 hours ago
Wed, Aug 19 - Tue, Aug 25
DCA
Ronald Reagan Washington National
CHS
Charleston Intl.
$202 Roundtrip, found 1 hour ago
$202
Roundtrip
found 1 hour ago
Mon, Sep 7 - Fri, Sep 11
SWF
Stewart Intl.
CHS
Charleston Intl.
$205 Roundtrip, found 5 days ago
$205
Roundtrip
found 5 days ago
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