Port Wing Vacations from $545

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

The Latest Port Wing vacation packages

Price found within the past 48 hours. Click for updated prices.
Musky Joes Twin Pines Resort

Musky Joes Twin Pines Resort

4 out of 5
Price was $601, price is now $545 per person
$545
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Duluth (DLH)
9/10 Wonderful! (12 reviews)
Yes I met all my needs very relaxing

Reviewed on Jan 7, 2026

Telemark Northwoods Lodging

Telemark Northwoods Lodging

3.5 out of 5
Price was $710, price is now $635 per person
$635
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Duluth (DLH)
9/10 Wonderful! (316 reviews)
Love the walking and hiking trails and the beautiful views

Reviewed on Oct 19, 2025

St Croix Inn Solon Springs

St Croix Inn Solon Springs

1.5 out of 5
Price was $664, price is now $617 per person
$617
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Duluth (DLH)
8.8/10 Excellent! (205 reviews)
Very comfortable stay! Bar had good food and was relaxing.

Reviewed on Dec 14, 2025

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
Price was $612, price is now $576 per person
$576
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Duluth (DLH)
8.8/10 Excellent! (915 reviews)
great place. kids love the pool.

Reviewed on Jan 7, 2026

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
Price was $609, price is now $573 per person
$573
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Duluth (DLH)
8/10 Very Good! (1,001 reviews)
Please don’t take this as negative feedback, but as some constructive criticism and general suggestions. The lobby was not very clean. Carpets needed a good cleaning and vacuuming. The room was in need of some basic maintenance. Loose knobs on cabinets, the calk in the bathroom could be redone, etc. I’m sure maintenance on a large property is never ending. Again, I’m not trying to sound negative or nitpicking, just wanted to share some suggestions.

Reviewed on Dec 27, 2025

Don't see what you're looking for?
See all available trips from Columbus to Port Wing
View all trips

Port Wing Hotel Deals

Entire Home Near Lake Superior

Entire Home Near Lake Superior

Port Wing WI
10/10 Exceptional! (34 reviews)
Great space that was plenty big for our family Thanksgiving. Pete’s communication was an added bonus. Will recommend.

Reviewed on Nov 30, 2025

Get rates
Entire Home Near Lake Superior
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2 Ashland WI
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Feb 12 to Feb 13
$105 total
Feb 12 - Feb 13
Total with taxes and fees
8.8/10 Excellent! (935 reviews)
This hotel feels like staying in a cabin on the lake. The room was beautifully themed but also very clean. The view out the window of the lake was spectacular. The breakfast was actually quite tasty. Loads of options and even a fun pancake machine. The staff were extremely friendly and made you feel ...

Reviewed on Jan 16, 2026

Quality Inn Ashland - Lake Superior
The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
123 Harbor View Drive Washburn WI
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Jan 25 to Jan 26
$122 total
Jan 25 - Jan 26
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
As someone who has worked in hotels for the last 10 years on and off, this room was so well cleaned in comparison to others ive had to check and have stayed in. I will be coming back

Reviewed on Dec 3, 2025

The Washburn Inn - On the Lake
See all 167 properties in Port Wing
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.

Find the Best Port Wing Vacation Packages

Port Wing Essential Information

Language
English
Currency
U.S dollars
Population
160

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Port Wing vacation package cost?
You'll find cheap prices from $545 on Expedia for your Port Wing getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Port Wing costs.
What are the cheapest months to go to Port Wing?
November, December and January are great times to look for cheap Port Wing vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Port Wing?
The ideal duration for your Port Wing vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to check out all the leading attractions and discover some hidden treasures along the way.
How to find the best Port Wing package deals?
Finding a cheap Port Wing package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Port Wing package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Port Wing vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights individually. Better still, you can personalize your Port Wing trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Port Wing?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Port Wing getaway.
Does Expedia offer Book Now, Pay Later Port Wing vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Port Wing trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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.