Lands End Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Lands End
Price found within the past 48 hours. Click for updated prices.
River Street Inn
Historic Downtown Savannah
CA $1,638
per person
Nov 5 - Nov 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.2/10 Wonderful! (2,169 reviews)
The River Street Inn is a beautifully maintained historic building, in a great location, with an amazing view from our riverview room. The staff couldn't have been more friendly and helpful. We were the "guest of the day" and were given 2 free breakfasts at the Broken Keel, which was really tasty and is located on the 2nd floor, which makes it very convenient. I would certainly stay here again.
Reviewed on Sep 22, 2026
Thompson Savannah, by Hyatt
Hitch Village - Fred Wessels Homes
CA $1,709
per person
Nov 5 - Nov 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (1,003 reviews)
Great hotel. Modern and clean. Beds were super comfortable. and shower
Reviewed on Sep 22, 2026
JW Marriott Savannah Plant Riverside District
Historic Downtown Savannah
CA $2,000
per person
Nov 5 - Nov 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (1,569 reviews)
Beautiful property and a great location. Staff was very polite, seemed like everyone from doorman, front desk staff, servers and even maintenance people greeted you with a smile. Food at all the locations we ate at was better than expected for a Marriot type of setting. The food and beverage was on point here.
Reviewed on Sep 22, 2026
Lands End Hotel Deals
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $298
CA $386 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very good! (1,645 reviews)
"Loved the place. I did not care for bathroom. The commode was too low for me and thought the shower could be safer for someone my age. The shower floor was slick and not enough safety bars. Need better shelve for personal items."
Reviewed on Sep 22, 2026
Beach House Resort Hilton Head
1 South Forest Beach Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $258
CA $345 total
Sep 28 - Sep 29
includes taxes & fees
Palmera Inn and Suites
12 Park Ln Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $114
CA $158 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (1,478 reviews)
"close to coligny beach...less than 10 min drive."
Reviewed on Sep 22, 2026
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 Lands End vacation package cost?
Starting from as low as CA $1,638, 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.