Lands End Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Lands End

Price found within the past 48 hours. Click for updated prices.
20 South Battery

20 South Battery

3 out of 5
Charleston Historic District
Price was CA $2,079, price is now CA $1,545 per person
CA $1,545
per person
Jun 4 - Jun 7
just found
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
9.8/10 Exceptional! (239 reviews)
Breakfast was wonderful, parking takes some time to figure out.but is doable.

Reviewed on Apr 16, 2026

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
South End
Price was CA $4,123, price is now CA $2,935 per person
CA $2,935
per person
May 22 - May 29
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
8.6/10 Excellent! (1,253 reviews)
Booked 6 months out, called to confirm a poolside or oceanfront room, instead was given a room outward facing towards the parking lot near the elevator. Had to ask for conditioner 3 times before it was filled.

Reviewed on Apr 14, 2026

Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
South End
Price was CA $2,477, price is now CA $1,772 per person
CA $1,772
per person
May 22 - May 29
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9/10 Wonderful! (1,241 reviews)
It was a great experience I would recommend this place.

Reviewed on Apr 16, 2026

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Price was CA $2,258, price is now CA $1,685 per person
CA $1,685
per person
Jun 4 - Jun 7
just found
Roundtrip non-stop flight included
Toronto (YTO) to Charleston (CHS)
8.6/10 Excellent! (1,012 reviews)
Room was clean. Area was a little noisier than I normally like as I was awoken out of my sleep one night due to truck deliveries.

Reviewed on Apr 16, 2026

Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
Palmetto Bluff
Price was CA $8,103, price is now CA $6,048 per person
CA $6,048
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Savannah (SAV)
9.6/10 Exceptional! (270 reviews)
Pool by the village has a spectacular view of the May River.

Reviewed on Apr 11, 2026

Lands End Hotel Deals

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $437 per night from May 18 to May 19
CA $437
CA $546 total
May 18 - May 19
includes taxes & fees
8.6/10 Excellent! (1,280 reviews)
Booked 6 months out, called to confirm a poolside or oceanfront room, instead was given a room outward facing towards the parking lot near the elevator. Had to ask for conditioner 3 times before it was filled.

Reviewed on Apr 14, 2026

Sonesta Resort Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from Apr 19 to Apr 20
CA $341
CA $428 total
Apr 19 - Apr 20
includes taxes & fees
8.4/10 Very Good! (1,457 reviews)
It was great

Reviewed on Apr 15, 2026

Hilton Beachfront Resort & Spa Hilton Head Island
Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $302 per night from May 10 to May 11
CA $302
CA $393 total
May 10 - May 11
includes taxes & fees
8.8/10 Excellent! (1,160 reviews)
Beach view was cool, balcony was tiny, could only stand on it. Was like maybe 18” in depth so you could just stand. Tiki hut is directly informs of you and their exhaust vents are right in front of you so your gonna smell the food and hear the fans standing on the balcony. The door to room is out ...

Reviewed on Apr 17, 2026

Beach House Resort Hilton Head
See all 12,008 properties in Lands End
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.
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Frequently asked questions

How much does a Lands End vacation package cost?
Starting from as low as CA $1,545, you can create your own Lands End package the way you want. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Lands End?
Combine your flight and hotel bookings, add on extras such as tours, and save with a Lands End vacation package. You won't just land wonderful discounts on your getaway — you'll have a world of choice within your reach too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 properties around the globe. Your next grand adventure begins right here, right now!
How far in advance should I book my Lands End vacation?
To land rock-bottom prices, book early. Airlines generally release tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, car rental and activities should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Lands End, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Lands End travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your ideal Lands End escape. You can also add on fun stuff like tours and activities once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll get discounts you won't find anywhere else.
What should I know before booking a Lands End travel package?
Bundling your bookings into a Lands End vacation package is the most convenient way to organize your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Lands End Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose the airline you want and create your ideal Lands End trip.
If I'm not able to travel, can I cancel my Lands End vacation package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can cancel or change your Lands End vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.