Baileys Harbor Vacations

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Find the Best Baileys Harbor Vacation Packages

Baileys Harbor Hotel Deals

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Baileys Harbor
10/10 Exceptional! (229 reviews)
Cozy cabin
"The house is lovely, with all the amenities you need for a quiet time away. Being right on the lake was really nice"

Reviewed on 27 December 2024

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Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Red Cherry Woods Cottage 🍒 New Construction!
Red Cherry Woods Cottage 🍒 New Construction!
Baileys Harbor
10/10 Exceptional! (49 reviews)
Great winter retreat
"Bright & cheery, comfortable, fully appointed with everything you need and exceptional communication with owners. Highly recommend!!"

Reviewed on 28 February 2025

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Red Cherry Woods Cottage 🍒 New Construction!
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
Baileys Harbor
8.6/10 Excellent! (84 reviews)
Perfect Family Gathering
"Great property within walking distance of anything you would want in Bailey’s Harbor"

Reviewed on 24 September 2024

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Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
See all 1,119 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 Harbor vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation to Baileys Harbor costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Baileys Harbor?
The off-season is the best time to head to Baileys Harbor if you’re trying to save. Another tip for scoring cheap Baileys Harbor vacation packages? Try to avoid public holidays and any major events or festivals.
How to find the best Baileys Harbor package deals?
Use Expedia’s filter tool to help you find some of the best Baileys Harbor 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 Harbor 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 vacation package well in advance.
Is it cheaper to book a Baileys Harbor vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can tailor your Baileys Harbor 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 vacation package to Baileys Harbor?
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 Harbor trip.
How to plan a trip to Baileys Harbor?

  1. Choose when to travel: Check your calendar and pack your bags. Your favorite season and the activities on offer will also help you decide when to escape to Baileys Harbor.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will likely be the largest expense during your trip to Baileys Harbor.
  3. Decide how long to go away for: Now that you’re up to speed on Baileys Harbor, 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 accommodations: After you’ve nailed down your dates and duration, lock in the right Baileys Harbor vacation package for you.

Discover the most popular places to visit in Baileys Harbor

What A beautiful day to go see Lake Michigan from the top of the lighthouse. #Blue Travel Photo Contest

Cana Island Lighthouse

4.5/5(186 reviews)

You can find out about the history of Baileys Harbor with a trip to Cana Island Lighthouse. Amble around this relaxing area's waterfront, or seek out the hiking trails.

Cana Island Lighthouse

Door County Brewing Company

4.5/5(14 reviews)

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

Door County Brewing Company

Kangaroo Lake

4.5/5(32 reviews)

Commune with nature and explore the great outdoors at Kangaroo Lake during your travels in Baileys Harbor. Stroll along the lakeside in this relaxing area, or check out its top-notch restaurants.

Kangaroo Lake