Baileys Harbor Holidays

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Baileys Harbor Holiday

Our pick of the best Baileys Harbor Hotel Deals

Gordon Lodge

Gordon Lodge

4 out of 5
1420 Pine Drive, Baileys Harbor, WI
The price is NZ$264 per night from 1 Sept to 2 Sept
NZ$264
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"The landscape was beautiful. A relaxing retreat. Although, the pool was small."

Reviewed on 2 Aug. 2025

Gordon Lodge
Beachfront Inn

Beachfront Inn

2 out of 5
8040 State Hwy 57, Baileys Harbor, WI
The price is NZ$283 per night from 8 Sept to 9 Sept
NZ$283
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (287 reviews)
"Love the location on Lake Michigan. Love the view of the water from our room. The bed is comfortable and the room is immaculate. Enjoyed the complimentary breakfast overlooking the beach."

Reviewed on 10 Aug. 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
9.8/10 Exceptional! (7 reviews)
"The area was beautiful and there were fun restaurants and a winery nearby. The cabin was thoughtfully stocked with most things anyone might need while away from home. We had some fun with the kayaks and trying out one of the paddle boards."

Reviewed on 2 Aug. 2025

Get rates
Lakefront Cottage Retreat w/ Private Dock, Paddle Boards, Fire Pit, Sunset Views
See all 1,157 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.

Discover the most popular places to visit in Baileys Harbor

Baileys Harbor Ridges Park

Explore the lovely green spaces of Baileys Harbor Ridges Park and enjoy the hiking trails in Baileys Harbor. Amble around this family-friendly area's waterfront and enjoy its seafood restaurants.

Baileys Harbor Ridges Park

What to do in Baileys Harbor

Peninsula State Park Views Segway Tour w/ Private Tour Option

Peninsula State Park Views Segway Tour w/ Private Tour Option

NZ$168
per adult
100% of travellers recommend
Peninsula State Park Views Segway Tour w/ Private Tour Option
Door County Sunsets are amazing!

Door County Sunset Kayak Tour

NZ$111
per adult
Door County Sunset Kayak Tour
Fish Creek E-Scooter Guided Nature Glide w/ Private Tour Option

Fish Creek E-Scooter Guided Nature Glide w/ Private Tour Option

NZ$95
per adult
Fish Creek E-Scooter Guided Nature Glide w/ Private Tour Option
See all activities in Baileys Harbor

Frequently asked questions

How much does a Baileys Harbour holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Baileys Harbour costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Baileys Harbour?
The off-season is the best time to head to Baileys Harbour if you're trying to save. Another tip for scoring cheap Baileys Harbour holiday packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Baileys Harbour?
The ideal duration for your Baileys Harbour holiday depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to visit all the main attractions and discover some hidden spots along the way.
Is it worth booking a holiday package to Baileys Harbour?
Popular for its family-friendly attractions, watersports and views, a Baileys Harbour holiday is a hit with all kinds of visitors. Be sure to check out top sights like Kangaroo Lake and Door Shakespeare, and consider renting a set of wheels for day trips to explore even more.
How to find the best Baileys Harbour package deals?
Use Expedia's filter tool to help you find some of the best Baileys Harbour package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Baileys Harbour package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Baileys Harbour holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and accommodation separately. Better still, you can tailor your Baileys Harbour trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Baileys Harbour?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Baileys Harbour trip.
How to plan a trip to Baileys Harbour?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the activities on offer will also help you decide when to escape to Baileys Harbour.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodation will likely be the largest expense during your trip to Baileys Harbour.
  3. Decide how long to go away for: Now that you're up to speed on Baileys Harbour, you can work out the ideal length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodation: After you've nailed down your dates and duration, lock in the right Baileys Harbour holiday package for you.

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