Westside Vacations from $218

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Your Westside Vacation

Booking a Westside vacation package is a superb way to get to know the ins and outs of this neighborhood. From its renowned sites to its lesser-known gems, you'll be sure to uncover something new. Some popular nearby attractions to check out during your trip to Westside include USS Yorktown, Charleston City Market and College of Charleston. Don't just wish for it — take action! Reserve your ideal Westside vacation with Expedia and travel your way.

The Latest Westside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Charleston-North Charleston

TownePlace Suites by Marriott Charleston-North Charleston

3 out of 5
Ashley Heights
Price was $310, price is now $218 per person
$218
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,008 reviews)
Very clean comfortable room. Staff was very friendly

Reviewed on Oct 30, 2025

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $651, price is now $440 per person
$440
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,017 reviews)
The music at the bar is loud and you can hear it in your room. Luckily it stops

Reviewed on Oct 29, 2025

Planters Inn

Planters Inn

4.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $929, price is now $629 per person
$629
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.6/10 Exceptional! (1,008 reviews)
The most comfortable bed ever! The hotel is old, but beautiful! There was a wedding, which made the music outside very loud pretty late into the evening.

Reviewed on Nov 1, 2025

The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $615, price is now $419 per person
$419
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (1,902 reviews)
Stay was great! Great location and walkable area

Reviewed on Oct 29, 2025

Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $749, price is now $513 per person
$513
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,672 reviews)
Rooms are super small, but well kept and the hotel had a wonderful atmosphere and was perfectly positioned for walking around the shopping and dining areas.

Reviewed on Oct 27, 2025

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(3,245 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
$108 nightly
The price is $123 total per night from Nov 23 to Nov 24
$123 total
Nov 23 - Nov 24
Total with taxes and fees
8/10 Very Good! (1,426 reviews)
Nice location, close to downtown but still quiet. Our room was clean, and the bed was comfortable. Would definitely stay here again.

Reviewed on Oct 30, 2025

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
$139 nightly
The price is $158 total per night from Nov 24 to Nov 25
$158 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Very friendly and helpful staff, the pool area is beautiful. The lobby has a nice view of the river. Parking is in the back of the hotel, the extra cost for valet is likely worth it.

Reviewed on Oct 6, 2025

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
$170 nightly
The price is $194 total per night from Dec 1 to Dec 2
$194 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,937 reviews)
Stay was great! Great location and walkable area

Reviewed on Oct 29, 2025

The Francis Marion Hotel
See all 6,779 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
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Westside

Joseph P. Riley, Jr. Park

Catch an event at Joseph P. Riley, Jr. Park during your trip to Charleston. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Joseph P. Riley, Jr. Park

Johnson Hagood Memorial Stadium

Explore the great outdoors at Johnson Hagood Memorial Stadium, a lovely green space in Charleston. Visit the area's stunning cathedral or amble around its beautiful beaches.

Johnson Hagood Memorial Stadium

Stoney Field

Explore the great outdoors at Stoney Field, a lovely green space in Charleston. Visit the area's shops or amble around its beautiful beaches.

Stoney Field

Things to do

Schooner Pride

Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

$55
per adult
94% of travellers recommend
Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor
Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry

Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry

$40
per adult
82% of travellers recommend
Fort Sumter Admission and Self-Guided Tour with Roundtrip Ferry
Boone Hall Plantation All-Access Admission Ticket

Boone Hall Plantation All-Access Admission Ticket

$37
per adult
96% of travellers recommend
Boone Hall Plantation All-Access Admission Ticket
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.