West Ashley Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
West Ashley Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Summerville
$554
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Charleston (CHS)
Book a stay at this business-friendly hotel in Summerville. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions North Main Market and Regal Azalea Square are located nearby.
Planters Inn
Charleston Historic District
$1,989
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.
Live Oak, Charleston Historic District, a Tribute Portfolio Hotel
Downtown Charleston
$1,609
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Charleston (CHS)
Stay at this hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Carolina Aquarium and Charleston City Market are located nearby.
Kudos to Kevin for providing excellent customer service the morning we checked out.
We booked through Expedia and chose a package that included parking at a lower rate of $34 while the hotel charges $49. They still charged us the $49 and we had to spend close to an hour through Expedia trying to figure it out. The young lady at front desk simply told us during check in that she never heard of paying for valet through Expedia and there was nothing she could do.
The hotel is nice, you have to use valet as it’s downtown Charleston and parking in general is scarce.
Room was spacious.
They have a “resort fee” of around $35 as well.
Location is convenient and walkable. We booked a high floor room and it was quiet. Restaurant closes at 9:00 pm which is rather early for Charleston.
Reviewed on Aug 31, 2026
Hotel Indigo Mount Pleasant by IHG
$732
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Charleston (CHS)
Book a stay at this business-friendly hotel in Mount Pleasant. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Patriots Point and South Carolina Aquarium are located nearby.
DoubleTree by Hilton Charleston Riverview
West Ashley
$1,002
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Charleston (CHS)
Book a stay at this business-friendly hotel in Charleston. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.
Embassy Suites by Hilton Charleston Historic District
Charleston Historic District
$1,079
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Charleston (CHS)
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions South Carolina Aquarium and Charleston City Market are located nearby.
Ideal as a base - hotel is very centrally located with easy walking to all historical sites and very close to King Street for shopping and restaurants. Hotel decor is very dated but if you can see beyond that you will have a great stay. Complimentary daily happy hour between 5-7pm with two free alcoholic drinks per person and snacks was an unexpected bonus. Breakfast was ok with a variety of choice, just go with it for what it is and don’t expect a 5 star experience. Staff helpful and polite.
Reviewed on Sep 4, 2026
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Trying to figure out a way to bundle your West Ashley flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We're here to book everything you'll need to make your West Ashley trip one to remember. With just a few clicks, you can choose the best West Ashley vacation package for you and your family. AARP Travel Center has an amazing selection of flights and hotels, and local endeavors to choose from.
Hotel Deals in West Ashley
With 7374 hotels and resorts in West Ashley to choose from, you will find one that is perfect for you.
We have fantastic rates on everything from luxury hotels that check off all the vacation must-haves to affordable hotels perfect for those on wanting to save a little money. You can browse our vast catalog of options and choose the lodging that is perfect for you and your family. With AARP Travel Center's West Ashley hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.
Things to do in West Ashley
You'll see that West Ashley always has something to see and do. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Save with a West Ashley Vacation Package
With so much to see and do in West Ashley, you'll be wanting to plan your itinerary, not spending time to searching for the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to easily book all you need, and save a little money on your vacation. You can coordinate your whole vacation, including activities in West Ashley from only one site. The hardest packing you'll have to do is for your suitcase. Book now and save!
Top Hotel Deals
La Quinta Inn & Suites by Wyndham Charleston Riverview
11 Ashley Point Drive Charleston SC
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the convenient parking and ...
Holiday Inn Charleston Riverview by IHG
301 Savannah Hwy Charleston SC
Book a stay at this business-friendly hotel in Charleston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the restaurant and ...
Holiday Inn Express Charleston by IHG
1943 Savannah Hwy Charleston SC
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Town & Country Inn and Suites
2008 Savannah Hwy Charleston SC
Stay at this hotel in Charleston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Best Western Charleston Inn
1540 Savannah Hwy Charleston SC
Stay at this hotel in Charleston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
DoubleTree by Hilton Charleston Riverview
84 Ripley Point Dr Charleston SC
Book a stay at this business-friendly hotel in Charleston. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful ...
Charleston Creekside Inn
2545 Savannah Hwy Charleston SC
Book a stay at this business-friendly motel in Charleston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Emeline
181 Church St Charleston SC
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the helpful ...
The Francis Marion Hotel
387 King St Charleston SC
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
The Ryder Hotel
237 Meeting Street Charleston SC
Stay at this hotel in Charleston. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the pool and the helpful staff in ...
Harborside at Charleston Harbor Resort and Marina
20 Patriots Point Rd Mount Pleasant SC
Book a stay at this beach resort in Mount Pleasant. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Charleston Place
205 Meeting Street Charleston SC
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
The Palms Oceanfront Hotel
1126 Ocean Blvd Isle of Palms SC
Book a stay at this beach hotel in Isle of Palms. Enjoy a beach locale, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the ...
Cambria Hotel Mount Pleasant – Charleston
1472 Highway 17 North Mount Pleasant SC
Book a stay at this business-friendly hotel in Mount Pleasant. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Tides Folly Beach, Charleston's Oceanfront Hotel
1 Center Street Highway 171 Folly Beach SC
Book a stay at this beach hotel in Folly Beach. Enjoy 2 restaurants, a beach locale, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Nov 22 - Mon, Dec 7
BDL
Bradley Intl.
CHS
Charleston Intl.
$147
Roundtrip
found 1 day ago
Sat, Oct 3 - Wed, Oct 14
BOS
Logan Intl.
CHS
Charleston Intl.
$199
Roundtrip
found 18 hours ago
Sat, Oct 3 - Sat, Oct 17
BOS
Logan Intl.
CHS
Charleston Intl.
$199
Roundtrip
found 18 hours ago
Wed, Sep 30 - Sat, Oct 3
BOS
Logan Intl.
CHS
Charleston Intl.
$224
Roundtrip
found 17 hours ago
Mon, Oct 5 - Tue, Oct 6
BOS
Logan Intl.
CHS
Charleston Intl.
$229
Roundtrip
found 2 days ago
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More Types of Hotels
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