Westside Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Jul 23 - Jul 26

    The Ryder Hotel + Flight

    Charleston Historic District
    3 nights
    3.5 star property
    8.8/10 - Excellent (1,009 reviews)
    "Convenient location"
    Reviewed May 18, 2026
    Roundtrip • Toronto (YYZ) - Charleston (CHS)
    YYZ - CHS • Nonstop CHS - YYZ • Nonstop
    CA $1,671
    CA $1,161
    per traveller
    found 1 day ago
    The Ryder Hotel
  • Interior
    Jul 11 - Jul 16

    Emeline + Flight

    Charleston Historic District
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,691 reviews)
    "Nice central and well kept hotel on the higher end. Quick and friendly valet parking though pricey ($58/night) - we got free valet however through an Expedia benefit. Restaurant and front desk staff are friendly and helpful."
    Reviewed May 14, 2026
    Roundtrip • Montreal (YUL) - Charleston (CHS)
    YUL - CHS • 1 stop CHS - YUL • 1 stop
    CA $2,005
    CA $1,408
    per traveller
    found 1 day ago
    Emeline
  • House (5 Bedrooms) | Interior
    Jul 11 - Jul 16

    Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge + Flight

    Isle of Palms
    5 nights
    3.0 star property
    Roundtrip • Montreal (YUL) - Charleston (CHS)
    YUL - CHS • 1 stop CHS - YUL • 1 stop
    CA $12,134
    CA $9,062
    per traveller
    found 1 day ago
    Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge
  • Premium Room
    Jul 25 - Jul 31

    Barksdale House Inn + Flight

    Charleston Historic District
    6 nights
    3.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "Great B& B, walking g to the attra lions very easy.o Ed the courtyard, breakfast etc. Excellent staff ! Will stay again!"
    Reviewed May 19, 2026
    Roundtrip • Toronto (YYZ) - Charleston (CHS)
    YYZ - CHS • 1 stop CHS - YYZ • 1 stop
    CA $1,848
    CA $1,381
    per traveller
    found 1 day ago
    Barksdale House Inn
  • Lobby
    Jun 27 - Jul 1

    The Francis Marion Hotel + Flight

    Charleston Historic District
    4 nights
    4.0 star property
    9.0/10 - Wonderful (2,254 reviews)
    "Nice breakfast. Good location to city sites."
    Reviewed May 14, 2026
    Roundtrip • Calgary (YYC) - Charleston (CHS)
    YYC - CHS • 1 stop CHS - YYC • 1 stop
    CA $1,662
    CA $1,248
    per traveller
    found 1 day ago
    The Francis Marion Hotel

Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most. Learn more about Westside
Charleston Historic District

Charleston Historic District

4 out of top 10 points of interest in this area
4.5/5(86 area reviews)

Explore this National Historic Landmark District, boasting an unparalleled collection of 18th and 19th-century architecture, including Charleston "single houses." Nearby Ansonborough features fine Greek Revival houses and historic civic buildings.

Find hotels in Charleston Historic District

Westside Hotel Deals

Charleston Marriott

Charleston Marriott

3.5 out of 5
170 Lockwood Blvd Charleston SC
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from Jun 7 to Jun 8
CA $327
CA $376 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Clean, good location. Enjoyed the restaurant."

Reviewed on May 17, 2026

Charleston Marriott
Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

2.5 out of 5
250 Spring Street Charleston SC
Fully refundable
The price is CA $187 per night from Jun 8 to Jun 9
CA $187
CA $229 total
Jun 8 - Jun 9
includes taxes & fees
8/10 Very Good! (1,404 reviews)
"Clean room. Very basic hotel. Good selection of marketplace items for sale."

Reviewed on May 18, 2026

Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG
Emeline

Emeline

4 out of 5
181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
The price is CA $370 per night from Jun 14 to Jun 15
CA $370
CA $494 total
Jun 14 - Jun 15
includes taxes & fees
9.4/10 Exceptional! (1,691 reviews)
"Hotel is in a great location and easy to walk to local attractions. Upon arrival we were notified of a wedding being held below our window and that the music would stop @ 10 pm. While it did stop at the promised time, it was not the peaceful and relaxing overnight stay we would have preferred."

Reviewed on May 16, 2026

Emeline
See all 6,675 properties in Westside
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.
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Frequently asked questions

How much does a Westside vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Westside from just . And the more you bundle, the more money you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Westside?
Our Westside vacation packages mean plenty of savings for the savvy wanderer. For the best deal, simply combine your flights, hotels and activities into a convenient package. But bargain prices are only the start of your next epic adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 hotels all over the world to choose from. Whatever your budget, there's a vacation package to suit you.
Where should I stay in Westside?
With fascinating attractions like Port of Charleston Cruise Terminal and Charleston City Market in this area, look for a hotel located near either one. College of Charleston is another sight in Westside that people flock to.
What are the top hotels in Westside?
Book a room at Spacious Apartment Downtown. It's one of this neighborhood's most popular properties. Another top option in Westside is The Condon Carriage House By Stayduvet.
How far in advance should I book my Westside vacation?
It's difficult to pick the best time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you're booking at the last minute, fear not. Budget prices appear from time to time just weeks before departure dates.
What does an Expedia Westside travel package include?
That mostly depends on you. You can pick from a range of Westside bundles, such as a hotel, flight and rental car. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your ideal Westside escape looks like, get set to save!
What should I know before booking a Westside travel package?
Tailor deals that suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save loads just by combining your bookings. Whether you're taking off on a ski trip or drinking cocktails on a beach, your ideal vacation is just a few clicks away.
Can I choose my airline with a Westside Expedia vacation package?
Most definitely. Expedia has more than 550 airline partners to pick from all over the world. With all that choice at your fingertips, finding the perfect carrier to fly you to Westside will be a cinch.
If I'm not able to travel, can I cancel my Westside vacation package?
Whether it's your hotel or flight, you can cancel or change it. Locked in your Westside vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We're here to help you every step of the way.

Things to do

Boone Hall Plantation All-Access Admission Ticket

Boone Hall Plantation All-Access Admission Ticket

CA $50
per adult
96% of travellers recommend
Boone Hall Plantation All-Access Admission Ticket
Old Town Trolley Tour of Charleston

Old Town Trolley Tour of Charleston

CA $61
per adult
76% of travellers recommend
Old Town Trolley Tour of Charleston
Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry

Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry

CA $59
per adult
94% of travellers recommend
Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry
See all activities in Charleston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.