Uptown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 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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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Uptown

Price found within the past 48 hours. Click for updated prices.
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Price was CA $2,207, price is now CA $1,487 per person
CA $1,487
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CHS)
8.6/10 Excellent! (1,002 reviews)
Clean room, friendly staff, great accommodations

Reviewed on Feb 22, 2026

Emeline

Emeline

4 out of 5
Charleston Historic District
Price was CA $2,892, price is now CA $1,797 per person
CA $1,797
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CHS)
9.4/10 Exceptional! (1,661 reviews)
We checked in late the front desk agent couldn't be bothered. We had a loft suite The room had stained on the carpet in the stairs. The cost was not worth the experience we received.

Reviewed on Feb 22, 2026

Hotel Bennett

Hotel Bennett

5 out of 5
Charleston Historic District
Price was CA $3,096, price is now CA $2,183 per person
CA $2,183
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CHS)
9.6/10 Exceptional! (965 reviews)
Everything! Their food was terrific, staff delightful, and spacious and comfortable room.

Reviewed on Feb 21, 2026

Hotel Richemont

Hotel Richemont

4 out of 5
Charleston Historic District
Price was CA $2,208, price is now CA $1,583 per person
CA $1,583
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CHS)
9.6/10 Exceptional! (46 reviews)
The hotel is new and beautifully appointed. The staff were super friendly and helpful with local recommendations. Would definitely stay there again.

Reviewed on Feb 17, 2026

Planters Inn

Planters Inn

4.5 out of 5
Charleston Historic District
Price was CA $3,461, price is now CA $2,568 per person
CA $2,568
per person
Mar 27 - Mar 31
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.6/10 Exceptional! (1,004 reviews)
Courteous staff. Great location. Very nice room

Reviewed on Feb 23, 2026

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown
Wide angle pathway to downtown Beaufort SC

Downtown Beaufort

If you're spending some time in Downtown Beaufort, Henry C. Chambers Waterfront Park and Bay Street are top sights worth seeing.

Find hotels in Downtown Beaufort

Uptown Hotel Deals

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Mar 1 to Mar 2
CA $218
CA $302 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Room was clean and comfortable, beautiful view. Staff was attentive and the spa was relaxing.

Reviewed on Feb 9, 2026

The Westin Hilton Head Island Resort & Spa
Hampton Inn Hilton Head

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Mar 5 to Mar 6
CA $139
CA $153 total
Mar 5 - Mar 6
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Good choices for brft.

Reviewed on Feb 23, 2026

Hampton Inn Hilton Head
Beaufort Inn

Beaufort Inn

3.5 out of 5
809 Port Republic St Beaufort SC
The price is CA $196 per night from Mar 1 to Mar 2
CA $196
CA $236 total
Mar 1 - Mar 2
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Great place. First time visiting Beaufort and it was super nice.

Reviewed on Feb 16, 2026

Beaufort Inn
See all 4,895 properties in Uptown
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
Family Vacations
Family Vacations

Frequently asked questions

How much does an Uptown vacation package cost?
From as low as CA $1,487. Yes, you read that correctly. Our Uptown packages are a great way to make your budget stretch further. Combine your favorite hotels, flights and rental car and get out and explore this exciting destination.
How do I get a cheap travel package to Uptown?
If you love scoring a bargain, bundle your bookings into an Uptown vacation package. Whether you're searching for hotels, flights, day tours or rental cars, you can book everything in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotels worldwide to select from. Fly with who you want, stay anywhere you like and save some cash — now that's the perfect vacation!
Where should I stay in Uptown?
With popular attractions like Bay Street and Henry C. Chambers Waterfront Park in this neighborhood, look for a hotel situated near them. University of South Carolina-Beaufort is another sight in Uptown that visitors flock to.
What are the top hotels in Uptown?
Get your escape off to a good start by booking a room at Perfect In Historic Downtown Beaufort + 2 Bikes. Checkout Our Reviews. It's one of most popular hotels in Uptown. Another cozy option is Original Craftsman Cottage.
How far in advance should I book my Uptown vacation?
To score rock-bottom prices, book ASAP. Air carriers typically release flights, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you're in need of a last-minute getaway in Uptown, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Uptown travel package include?
It comes down to what sort of getaway you want to have. Uptown travel deals can include car rentals, hotels and flights. You can mix and match to find the travel package that suits your needs. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking an Uptown travel package?
You can save big by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next unforgettable vacation is only a few clicks away.
Can I choose my airline with an Uptown Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to pick from all over the world. With so many choices, finding the right carrier to bring you to Uptown will be a cinch.
If I'm not able to travel, can I cancel my Uptown vacation package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or amend your Uptown vacation package for free if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your hotel, car rental company or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Uptown

Stormy day on Bay Street.

Bay Street

4.5/5(3 reviews)

During your trip to Beaufort, you can enjoy retail therapy at Bay Street. While in this family-friendly area, you can enjoy the restaurants.

Bay Street

Things to do

Hilton Head Island: Sunset Dolphin Cruise

Hilton Head Island: Sunset Dolphin Cruise

CA $68
per adult
98% of travellers recommend
Hilton Head Island: Sunset Dolphin Cruise
Hilton Head Island: Dolphin Cruise & Nature Tour

Hilton Head Island: Dolphin Cruise & Nature Tour

CA $61
per adult
80% of travellers recommend
Hilton Head Island: Dolphin Cruise & Nature Tour
Hilton Head Island: Dolphin Watching Cruise with Donuts

Hilton Head Island: Dolphin Watching Cruise with Donuts

CA $80
per adult
Hilton Head Island: Dolphin Watching Cruise with Donuts
See all activities in Beaufort
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.