The Glebe Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in The Glebe

Price found within the past 48 hours. Click for updated prices.
Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

CA $1,427
per person
Oct 27 - Nov 1
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (495 reviews)
The Ryder Hotel

The Ryder Hotel

Charleston Historic District
Save 100% on your flight
CA $1,776
per person
Oct 27 - Nov 1
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
8.8/10 Excellent! (1,170 reviews)
THe hotel was not busy and they gave us the smallest room in the building. Couldn't even move in it. It also smelled. They did help accommodate us after we complained and moved us to a much better room

Reviewed on Sep 20, 2026

River Street Inn

River Street Inn

Historic Downtown Savannah
CA $1,514
per person
Dec 3 - Dec 7
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.2/10 Wonderful! (2,169 reviews)
Perry Lane Hotel, A Luxury Collection Hotel, Savannah

Perry Lane Hotel, A Luxury Collection Hotel, Savannah

Historic Downtown Savannah
CA $1,680
per person
Dec 3 - Dec 7
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (1,007 reviews)
Great hotel in perfect location. River streets too touristy. This hotel is an oasis near everything. And such a helpful staff. Coffee in the morning is free in the lobby bar if you don’t order a special coffee!!!

Reviewed on Sep 18, 2026

Hotel Bardo Savannah

Hotel Bardo Savannah

Historic Downtown Savannah
CA $1,521
per person
Dec 3 - Dec 7
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (565 reviews)
All around perfect

Reviewed on Sep 20, 2026

Where to stay in The Glebe

Find the best The Glebe areas and neighborhoods for the activities you enjoy most. Learn more about The Glebe
An aerial view of a coastal town with a marina, dense greenery, and a bridge connecting to the mainland.

Historic District

4 out of top 10 points of interest in this area

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

A paved path flanked by trees and greenery, leading into the distance.

Downtown Beaufort

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

A wooden bridge over a river with a clear sky and distant land.

Northwest Quadrant

While there might not be top attractions in Northwest Quadrant, you can explore the larger area and discover places like Beaufort National Cemetery and Henry C. Chambers Waterfront Park.

A park with a bench, trees, and flowering bushes.

Habersham

While there might not be top attractions in Habersham, you can explore the larger area and discover places like Ocean Creek and Highway 21 Drive-In Theater.

A sunset over a marshy landscape with tall grasses and calm water reflecting the sky.

The Old Commons

While there might not be top attractions in The Old Commons, you can explore the larger area and discover places like Bay Street and Henry C. Chambers Waterfront Park.

The Glebe Hotel Deals

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $297
CA $385 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very good! (1,639 reviews)
"This hotel is conveniently located right on the beach, which is a great perk. However, the pool area is quite crowded with chairs that are way too close together, leaving no privacy at all. Our first room was a major letdown. It was extremely musty and moldy, and the bedsheets were practically drenched ..."

Reviewed on Sep 20, 2026

Hilton Beachfront Resort & Spa Hilton Head Island
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

2 Grasslawn Ave Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $313
CA $412 total
Oct 18 - Oct 19
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"I stayed here based on the glowing reviews from past visitors. The hotel was clean, up to date and had plenty of activities and amenities. I stayed in a very clean and spacious room. I had a descent view of the water and could even catch the evening poolside movies from my balcony. Every staff member ..."

Reviewed on Sep 19, 2026

The Westin Hilton Head Island Resort & Spa
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

23 Ocean Lane Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $415
CA $530 total
Oct 21 - Oct 22
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"The resort is a very upscale facility. The only reason I gave it four stars rather than five is that when I checked out and saw my bill. There was so much "nickel and diming". For example, we got an "HHI Destination Charge" of $3 for every day we stayed and the money is not the problem but what is ..."

Reviewed on Sep 20, 2026

Omni Hilton Head Oceanfront Resort
See all 5,300 properties in The Glebe
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.

Things to do

Hilton Head Island: Sunset Dolphin Watching Cruise

Hilton Head Island: Sunset Dolphin Watching Cruise

CA $64
per adult
Hilton Head Island: Sunset Dolphin Watching Cruise
Hilton Head: Guided Kayak Sunrise or Sunset Tour

Hilton Head: Guided Kayak Sunrise or Sunset Tour

CA $55
per adult
Hilton Head: Guided Kayak Sunrise or Sunset Tour
Hilton Head Island: Dolphin Cruise & Nature Tour

Hilton Head Island: Dolphin Cruise & Nature Tour

CA $62
per adult
80% of travellers recommend
Hilton Head Island: Dolphin Cruise & Nature Tour
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.