Plan a trip to see Port of Charleston

Price found within the past 48 hours. Click for updated prices.

Emeline

Charleston Historic District

CA $1,385

per person

May 31 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Charleston (CHS)

9.4/10 Exceptional! (1,706 reviews)

The hotel is wonderful, it’s perfectly situated to everything, we had an amazing stay!! Will be back!

Reviewed on Mar 8, 2026

Planters Inn

Charleston Historic District

CA $3,334

per person

Apr 22 - Apr 29

found 12 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Charleston (CHS)

9.6/10 Exceptional! (1,006 reviews)

Very close to the shops, restaurant and market. The room was lovely, and the staff great. The one drawback was that our room had a fire alert over the bed which gave a bright green light as we were in bed. I believe the property will have some upgrades in the near future and hope the light will be somewhere else.

Reviewed on Mar 8, 2026

Hotel Richemont

Charleston Historic District

CA $1,721

per person

May 29 - Jun 1

just found

Roundtrip flight included

Toronto (YYZ) to Charleston (CHS)

9.6/10 Exceptional! (82 reviews)

The hotel is new and beautifully appointed. The staff were super friendly and helpful with local recommendations. Would definitely stay there again.

Reviewed on Feb 17, 2026

Tours & day trips

See all 163 activities

Charleston: Historical City centre Tour by Horse-drawn Carriage

Free cancellation available

Holiday & seasonal tours

See all 28 activities

Charleston: Wadmalaw Island Wine Tasting and Tea Garden Trip

Free cancellation available

Private & custom tours

See all 23 activities

Day Trips to Charleston#7 See Ft Sumter,CarriageTour,Lunch & more

Free cancellation available

Classes & workshops

See all 6 activities

Charleston: Schooner Sailing Experience & Dolphin Watch

Free cancellation available

Adventure & outdoor

See all 4 activities

Charleston: Film & OBX Locations E-Bike Tour

Free cancellation available

Popular places to visit

Charleston City Market

Purchase food, jewelry and handicrafts in the market and learn about local tradition, the Civil War and slavery at its museum.

Waterfront Park

Stroll the city’s waterfront esplanades at sunset, when the afternoon sun begins to dip and the harbor is lit with soft colors.

St. Philip's Church

Attend a service with the oldest religious congregation in South Carolina, dating back to the 17th century. George Washington worshipped with this congregation.

Old Slave Mart Museum

You can browse the exhibits at Old Slave Mart Museum, a museum with a storied past, during your travels to Charleston. Discover the area's stunning cathedral, or seek out its local tours.

The Dock Street Theatre is Charleston's last surviving hotel from the antebellum period. The silhouette of its wrought iron balcony against the spire of St. Philip's church may be the single most photographed spot in the city. The main portion of the building was constructed around 1809 as Planter's Hotel. The hotel was built by Alexander Calder and his wife, who did so by renovating several pre-existing buildings at the site. The main entrance may not have been built until 1855 by J.W. Gamble.

The hotel was used extensively by planters from the midlands of South Carolina, who traveled to Charleston during horse-racing season. It was noted for its wonderful food and drinks during this era, and the South's famous Planter's Punch may have originated here. Guests to the hotel passed through the recessed porch with brownstone columns, into the lobby, and up a grand staircase that ascended to a drawing room. While much of the interior has been altered, these elements of the antebellum hotel remain and were adapted in subsequent uses of the building. A series of additions to the hotel throughout the 19th and 20th centuries can be easily identified by differences in brick coloration.

This theater is said to have been the first building built specifically for theatrical performances in America. Planter's Hotel occasionally housed one of the city's theatrical troupes, which performed at the nearby New Theatre during the mid-19th century. The most notable actor of this troupe was Junius Brutus Booth. Booth was the patriarch of an outstanding family of actors, which included John Wilkes Booth, President Lincoln's assassin. Junius Booth, who stayed at the Planter's Hotel, allegedly tried to kill his manager here in 1838. Today the Dock Street Theatre is home to the Charleston Stage Company, South Carolina's largest professional theater production company, and houses the city's Cultural Affairs office as well as The City Gallery, an exhibition space for local artists.

Dock Street Theater

Enjoy a show at Dock Street Theater, a storied theater in Charleston. Discover the area's shops, or seek out its local tours.

Pink House Gallery

You can browse the exhibits at Pink House Gallery, a museum with a storied past, during your travels to Charleston. Add the area's stunning cathedral or shops to your travel plans.