Webster Vacations from $741

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Your Webster Vacation

Our vacation packages to Webster give you countless opportunities to immerse yourself in new sights, sounds and sensations. And with all the planning worked out, you can breathe easy and enjoy your city escape just like you deserve. When it's time to get out and see the sights, be sure to put Crooked Lake Park and Forts Folle Avoine Historical Park on the to-do list for your trip to Webster. Stop daydreaming and start adventuring. Check out the broad range of options on Expedia today and put your Webster vacation plans into gear!

The Latest Webster vacation packages

Price found within the past 48 hours. Click for updated prices.
Saganaga Lodge

Saganaga Lodge

2.5 out of 5
Price was $791, price is now $741 per person
$741
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Duluth (DLH)
9.2/10 Wonderful! (58 reviews)
It was very convenient for us!!! Fishing was for and all the beautiful sites!!! Would highly recommend!!!!

Reviewed on Aug 31, 2025

Beautiful Log Cabin on Saganaga Lake

Beautiful Log Cabin on Saganaga Lake

3.5 out of 5
Price was $1,648, price is now $1,450 per person
$1,450
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Duluth (DLH)
No reviews
Eagle Ridge Resort at Lutsen Mountains

Eagle Ridge Resort at Lutsen Mountains

2.5 out of 5
Price was $1,382, price is now $1,218 per person
$1,218
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Duluth (DLH)
8.6/10 Excellent! (1,019 reviews)
The only thing I didn't like was Expedia booking. They charged me two nights when I only am staying one night. I changed my date and they haven't removed the 2nd charge. Does Expedia act like the airlines now? I changed my date thru Expedia. Maybe I should've cancelled and started over and I wouldn't have two nights charged.

Reviewed on Sep 19, 2025

Black Beach Inn by GrandStay

Black Beach Inn by GrandStay

2.5 out of 5
Price was $1,054, price is now $991 per person
$991
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Duluth (DLH)
8.4/10 Very Good! (699 reviews)
Thanks good service

Reviewed on Sep 8, 2025

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Webster Hotel Deals

Lake Front 3 Bedroom cabin with FREE use of pontoon.

Lake Front 3 Bedroom cabin with FREE use of pontoon.

Webster
9.4/10 Exceptional! (91 reviews)
"Had such a nice stay, we'll be back"

Reviewed on Sep 16, 2025

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Lake Front 3 Bedroom cabin with FREE use of pontoon.
Private Point Lake Chalet.

Private Point Lake Chalet.

Webster
10/10 Exceptional! (56 reviews)
"Great cabin. We really enjoyed our weekend on the lake. Thanks!"

Reviewed on Sep 12, 2025

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Private Point Lake Chalet.
Cozy Vacation Cottage on the Lake with Hot Tub!

Cozy Vacation Cottage on the Lake with Hot Tub!

Webster
9.8/10 Exceptional! (36 reviews)
"Thanks to Margi for the nice stay! Beautiful home and backyard landscape. Hot tub, dock & kitchen were some of our favorite places to gather & hang out. And Webster has the coolest places to grab a bite to eat! Would recommend. The paddle boat didn’t work, but Margi kindly worked with me & I appreciated ..."

Reviewed on Aug 28, 2025

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Cozy Vacation Cottage on the Lake with Hot Tub!
See all 364 properties in Webster
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 Webster vacation package cost?
You'll find cheap prices from $741 on Expedia for your Webster break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Webster costs.
What are the cheapest months to go to Webster?
You can generally find reduced prices and better availability in November, December and January. Browse our cheap Webster vacation packages and you could score some great off-season deals.
How many days is enough for Webster?
Generally, a handful of days is enough to go to the top attractions during your Webster vacation. But if you want to have more time to relax or take day trips, think about extending your trip.
How to find the best Webster package deals?
Use Expedia's filters to find some tempting Webster package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Webster package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Webster vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations individually. Better still, you can customize your Webster getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Webster?
Score incredible bargains by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Webster escape.
Does Expedia offer Book Now, Pay Later Webster vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Webster trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.