Baileys Harbor Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by ‎Staci Neidert

Top hotels in Baileys Harbor

Beachfront Inn
Beachfront Inn
2 out of 5
8040 State Hwy 57, Baileys Harbor, WI
The price is 5.071.352 ₫ per night from 26 Jun to 27 Jun
5.071.352 ₫
5.756.089 ₫ total
26 Jun - 27 Jun
includes taxes & fees
9.4/10 Exceptional! (272 reviews)
"Nice place. Gorgeous view. Staff coverage in the lobby was hit and miss."

Reviewed on 12 Jun 2025

Beachfront Inn
Gordon Lodge
Gordon Lodge
4 out of 5
1420 Pine Drive, Baileys Harbor, WI
The price is 3.145.954 ₫ per night from 30 Jun to 1 Jul
3.145.954 ₫
4.067.053 ₫ total
30 Jun - 1 Jul
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"Great location, many amenities and activities included with room fee. Nice pool and hot tub area, beach and dock. Entire resort immaculately clean with gorgeous landscaping and flower beds. Only complaint - room refrigerator froze our Coke Zero, heat/ac unit very loud. and a bit musty. Would love ..."

Reviewed on 23 Jun 2025

Gordon Lodge
Scandinavian Lodge
Scandinavian Lodge
3.5 out of 5
10506 State HWY 57, Sister Bay, WI
9.2/10 Wonderful! (1,415 reviews)
"The condo was very spacious. It was great to have two bedrooms with two bathrooms, and each bedroom plus the living room with a TV. Two wonderful pools outside. Great location."

Reviewed on 21 Jun 2025

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Scandinavian Lodge
See all 1,154 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.

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.

Popular places to visit

Cana Island Lighthouse

Cana Island Lighthouse

You can learn about the history of Baileys Harbor with a stop at Cana Island Lighthouse. Amble around this family-friendly area's waterfront or seek out the hiking trails.

Cana Island Lighthouse

Door County Brewing Company

Enjoy a trip to Door County Brewing Company and popular activities such as hiking in Baileys Harbor. Amble around this romantic area's waterfront and enjoy its seafood restaurants.

Door County Brewing Company

Ridges Sanctuary

Explore the lovely green spaces of Ridges Sanctuary and enjoy the hiking trails in Baileys Harbor. Stroll along the riverfront in this family-friendly area or visit its seafood restaurants.

Ridges Sanctuary