Westside Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Westside

Price found within the past 48 hours. Click for updated prices.
King 583

King 583

2 out of 5
Downtown Charleston
Price was CA $1,554, price is now CA $1,059 per person
CA $1,059
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Charleston (CHS)
9/10 Wonderful! (177 reviews)
The staff was so lovely and accommodating! Rooms were very spacious and rates were affordable given location and size of room.

Reviewed on Dec 26, 2025

Emeline

Emeline

4 out of 5
Charleston Historic District
Price was CA $2,288, price is now CA $1,426 per person
CA $1,426
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Charleston (CHS)
9.4/10 Exceptional! (1,661 reviews)
Resort fees were ridiculous. No amenities to call it a resort.

Reviewed on Feb 3, 2026

Hotel Richemont

Hotel Richemont

4 out of 5
Charleston Historic District
Price was CA $3,837, price is now CA $2,602 per person
CA $2,602
per person
Mar 31 - Apr 5
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (46 reviews)
Staff is phenomenal from valet to front desk to Two Bit Club to managers and general manager. Rooms are beautifully appointed and immaculate.

Reviewed on Jan 31, 2026

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Price was CA $1,679, price is now CA $1,152 per person
CA $1,152
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Charleston (CHS)
8.6/10 Excellent! (1,002 reviews)
Staff wasn’t responsive to calls to the front desk, not great room service or housekeeping. A bit overhyped and overpriced

Reviewed on Feb 4, 2026

Harborside at Charleston Harbor Resort and Marina

Harborside at Charleston Harbor Resort and Marina

4 out of 5
Price was CA $8,146, price is now CA $6,220 per person
CA $6,220
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charleston (CHS)
8.6/10 Excellent! (2,006 reviews)
Great service, great hotel!

Reviewed on Feb 4, 2026

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 showing heritage architecture

Charleston Historic District

4 out of top 10 points of interest in this area
4.5/5(82 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

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 $161 per night from Feb 8 to Feb 9
CA $161
CA $200 total
Feb 8 - Feb 9
includes taxes & fees
8/10 Very Good! (1,464 reviews)
The ladies at the front desk were absolutely fantastic!!

Reviewed on Jan 28, 2026

Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG
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 $276 per night from Feb 16 to Feb 17
CA $276
CA $317 total
Feb 16 - Feb 17
includes taxes & fees
8.6/10 Excellent! (999 reviews)
Had a wonderful stay at Marriott! The room was spotless and comfortable, and the staff were friendly and attentive. Everything made our stay relaxing and enjoyable!

Reviewed on Jan 21, 2026

Charleston Marriott
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
387 King St Charleston SC
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Feb 8 to Feb 9
CA $283
CA $322 total
Feb 8 - Feb 9
includes taxes & fees
8.8/10 Excellent! (2,115 reviews)
Great

Reviewed on Feb 4, 2026

The Francis Marion Hotel
See all 6,724 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.
All Inclusive Vacations
All Inclusive Vacations
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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 CA $1,059. 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 $51
per adult
96% of travellers recommend
Boone Hall Plantation All-Access Admission Ticket
Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry

Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry

CA $60
per adult
94% of travellers recommend
Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry
Charleston Horse-Drawn Carriage Tour: Explore Historic Charleston

Charleston Horse-Drawn Carriage Tour: Explore Historic Charleston

CA $69
per adult
96% of travellers recommend
Charleston Horse-Drawn Carriage Tour: Explore Historic Charleston
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.