Westside Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Jul 13 - Jul 16

    The Ryder Hotel + Flight

    Charleston Historic District
    3 nights
    3.5 star property
    8.8/10 - Excellent (1,005 reviews)
    "Very unique design. Staff missed cleaning room one day and pool area was very busy throughout most of the day. Staff very helpful at front desk for restaurant recommendations."
    Reviewed June 1, 2026
    Return • New York (LGA) - Charleston (CHS)
    LGA - CHS • Direct CHS - LGA • Direct
    Save 100% on your flight
    S$918
    S$632
    per traveller
    found 1 day ago
    The Ryder Hotel
  • In-room safe, individually decorated, individually furnished, desk
    Jul 13 - Jul 16

    Barksdale House Inn + Flight

    Charleston Historic District
    3 nights
    3.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "Stayed at Barksdale twice before. Great location and wonderful breakfasts. Never disappointed."
    Reviewed May 27, 2026
    Return • New York (LGA) - Charleston (CHS)
    LGA - CHS • Direct CHS - LGA • Direct
    S$923
    S$672
    per traveller
    found 1 day ago
    Barksdale House Inn
  • Interior
    Jul 13 - Jul 16

    Emeline + Flight

    Charleston Historic District
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,672 reviews)
    "in our room , every detail is top of the range and the restaurants and common areas are super. the front desk staff, especially Tania the head of staff, were extremely helpful in dealing with a particular matter we needed resolved . way beyond the normal assistance xx"
    Reviewed May 28, 2026
    Return • New York (LGA) - Charleston (CHS)
    LGA - CHS • Direct CHS - LGA • Direct
    Save 100% on your flight
    S$1,018
    S$760
    per traveller
    found 1 day ago
    Emeline
  • Aerial view
    Jul 13 - Jul 16

    Planters Inn + Flight

    Charleston Historic District
    3 nights
    4.5 star property
    9.6/10 - Exceptional (1,006 reviews)
    "Upon arriving at the property we were quickly greeted by the bell hop who doubled as the valet. He was very polite & accommodating as my wife is currently in a wheelchair and he made sure she was able to safely enter the hotel. The front desk was extremely courteous, as well. The entire staff was very friendly and professional. They were all very well dressed and busy attending to the inner workings of the hotel, but would stop whatever they were doing to attend to the needs of the guests. The..."
    Reviewed June 1, 2026
    Return • New York (LGA) - Charleston (CHS)
    LGA - CHS • Direct CHS - LGA • Direct
    Save 100% on your flight
    S$1,139
    S$869
    per traveller
    found 1 day ago
    Planters Inn
  • Interior
    Jul 13 - Jul 16

    Isle Be There by Avantstay Shared Pool + Pickleball Court + Sunroom + Deck Walk to the Beach + Flight

    Isle of Palms
    3 nights
    3.0 star property
    Return • New York (LGA) - Charleston (CHS)
    LGA - CHS • Direct CHS - LGA • Direct
    Save 100% on your flight
    S$2,761
    S$2,133
    per traveller
    found 1 day ago
    Isle Be There by Avantstay Shared Pool + Pickleball Court + Sunroom + Deck Walk to the Beach

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

5 out of top 10 points of interest in this area
5/5(35 area reviews)

Appreciate the authentic antebellum ambiance as you move between historical homes, museums, markets and waterfront parks on foot or by horse-drawn carriage tours.

Find hotels in Charleston Historic District

Top hotels in Westside

Holiday Inn Express & Suites Charleston DWTN - Medical CTR by IHG

Holiday Inn Express & Suites Charleston DWTN - Medical CTR by IHG

2.5 out of 5
250 Spring Street Charleston SC
Fully refundable
The price is S$197 per night from 14 Jun to 15 Jun
S$197
14 Jun - 15 Jun
includes taxes & fees
8/10 Very Good! (1,360 reviews)
"Keurig and tv were broken in our first room. Staff was extremely unhelpful and verged on rude. Asked 3x for tv to get fixed and finally after day 2 they moved us to a different room where the keurig was still broken lol overall comfortable, not the cleanest or best maintained. Breakfast was not great. ..."

Reviewed on 30 May, 2026

Holiday Inn Express & Suites Charleston DWTN - Medical CTR 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 S$269 per night from 21 Jun to 22 Jun
S$269
21 Jun - 22 Jun
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Great elegant location to visit Charleston! Easy parking which is a lot in that city!"

Reviewed on 31 May, 2026

Charleston Marriott
Emeline

Emeline

4 out of 5
181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
The price is S$418 per night from 14 Jun to 15 Jun
S$418
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (1,672 reviews)
"in our room , every detail is top of the range and the restaurants and common areas are super. the front desk staff, especially Tania the head of staff, were extremely helpful in dealing with a particular matter we needed resolved . way beyond the normal assistance xx"

Reviewed on 28 May, 2026

Emeline
See all 6,705 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.

Frequently asked questions

How much does a Westside holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Westside from just . And the more you bundle, the more money you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Westside?
Our Westside holiday 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 holiday 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 neighbourhood'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 holiday?
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 holiday is just a few clicks away.
Can I choose my airline with a Westside Expedia holiday 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 holiday package?
Whether it's your hotel or flight, you can cancel or change it. Locked in your Westside holiday 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

S$46
per adult
96% of travellers recommend
Boone Hall Plantation All-Access Admission Ticket
Charleston Eco Boat Cruise with stop at Morris Island Lighthouse

Charleston Eco Boat Cruise with stop at Morris Island Lighthouse

S$71
per adult
96% of travellers recommend
Charleston Eco Boat Cruise with stop at Morris Island Lighthouse
Charleston: Morris Island Lighthouse Eco-Boat Tour

Charleston: Morris Island Lighthouse Eco-Boat Tour

S$66
per adult
Charleston: Morris Island Lighthouse Eco-Boat Tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.