Baileys Harbor Vacation Packages

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Your Baileys Harbor Vacation

The lively city of Baileys Harbor is calling your name. Discover all its secrets with a Baileys Harbor vacation package that's custom made for you. Want to venture out and explore? Door County Brewing Company, Kangaroo Lake and Cana Island Lighthouse are three of the most popular places to visit during your trip to Baileys Harbor. Your ideal Baileys Harbor vacation is a couple of clicks away. Browse hotels, airfares and more on Expedia for an adventure that's tailored just for you.

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Baileys Harbor Hotel Deals

Gordon Lodge
Gordon Lodge
4 out of 5
1420 Pine Drive, Baileys Harbor, WI
The price is CA $268 per night from Jul 17 to Jul 18
CA $268
CA $331 total
Jul 17 - Jul 18
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"nice and quiet excellent service"

Reviewed on Jul. 11, 2025

Gordon Lodge
Beachfront Inn
Beachfront Inn
2 out of 5
8040 State Hwy 57, Baileys Harbor, WI
The price is CA $285 per night from Aug 10 to Aug 11
CA $285
CA $323 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (277 reviews)
"This property was wonderful. It was clean and inviting and the staff were great. I will definitely go back."

Reviewed on Jun. 30, 2025

Beachfront Inn
Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views
Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views
Baileys Harbor
8/10 Very Good! (1 review)
Great Spot for a Weekend Getaway
"The property was easy to find. Everything was very coean and organized. The views were phenomenal. Highly recommend staying here."

Reviewed on Jun. 26, 2025

Get rates
Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views
See all 1,163 properties in Baileys Harbor
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Baileys Harbor

Baileys Harbor Lighthouses Segway Tour

Baileys Harbor Lighthouses Segway Tour

CA $138
per adult
Baileys Harbor Lighthouses Segway Tour
Baileys Harbor Lighthouse Segway/Hike Tour with Private Tour Opt

Baileys Harbor Lighthouse Segway/Hike Tour with Private Tour Opt

CA $154
per adult
Baileys Harbor Lighthouse Segway/Hike Tour with Private Tour Opt
Cave Point Kayak Tour

Cave Point Kayak Tour

CA $68
per adult
Cave Point Kayak Tour
See all activities in Baileys Harbor

Frequently asked questions

How much does a Baileys Harbour vacation package cost?
You'll find cheap prices on Expedia for your Baileys Harbour escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Baileys Harbour costs.
What are the cheapest months to go to Baileys Harbour?
Plan your trip for the off-peak season and you're likely to score cheap Baileys Harbour vacation packages. Bear in mind that school vacation periods and major events and festivals can have an impact on prices, so do your research before you go.
How many days is enough for Baileys Harbour?
With a well-planned schedule, you can easily hit the most popular Baileys Harbour attractions in a few days. But if you'd like to explore off the beaten track or take day trips, consider booking your Baileys Harbour vacation for longer.
Is it worth booking a vacation package to Baileys Harbour?
Baileys Harbour has all the ingredients you need for an amazing trip --- family-friendly attractions, watersports and views are just the start. Whether you want to visit attractions such as Kangaroo Lake and Door Shakespeare, or venture off the beaten track, you'll find plenty to see and do on your Baileys Harbour vacation.
How to find the best Baileys Harbour package deals?
Start your search for a Baileys Harbour package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Baileys Harbour package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Baileys Harbour escape off to a flying start.
Is it cheaper to book a Baileys Harbour vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Baileys Harbour vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Baileys Harbour?
If you're planning a spontaneous Baileys Harbour trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Baileys Harbour?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Baileys Harbour.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that may come up during your trip to Baileys Harbour.
  3. Work out your trip length: Consider how much time you want to spend discovering Baileys Harbour. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the perfect Baileys Harbour vacation package for you.

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