Baileys Harbor Vacations from $679

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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.

The Latest Baileys Harbor vacation packages

Price found within the past 48 hours. Click for updated prices.
Tundra Lodge

Tundra Lodge

3.5 out of 5
Price was $910, price is now $679 per person
$679
per person
Dec 6 - Dec 8
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Green Bay (GRB)
7.4/10 Good! (1,336 reviews)
Perfect for little kids

Reviewed on Sep 16, 2025

The Goat House Waterfront Hottub 3 Acres

The Goat House Waterfront Hottub 3 Acres

2 out of 5
Price was $2,935, price is now $2,408 per person
$2,408
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Green Bay (GRB)
No reviews
Lazy River Villa - Hottub Fenced Yard Sleeps 11

Lazy River Villa - Hottub Fenced Yard Sleeps 11

2 out of 5
Price was $2,147, price is now $1,821 per person
$1,821
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Green Bay (GRB)
No reviews
Riverfront Kayaks Bay Access Sleeps 15

Riverfront Kayaks Bay Access Sleeps 15

2 out of 5
Price was $1,976, price is now $1,699 per person
$1,699
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Green Bay (GRB)
No reviews
Sleep Inn & Suites Green Bay South

Sleep Inn & Suites Green Bay South

2.5 out of 5
Price was $1,307, price is now $1,131 per person
$1,131
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Green Bay (GRB)
8.6/10 Excellent! (922 reviews)
The property itself was fine. I didn't appreciate learning only at check-in that they needed a $100 deposit for "incidentals" and would not accept a debit card for that, which is all we had with us. I had to come up with $100 in cash.

Reviewed on Sep 12, 2025

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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

You can find out about the history of Baileys Harbor with a trip to 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 like hiking in Baileys Harbor. Amble around this family-friendly area's waterfront and enjoy its seafood restaurants.

Door County Brewing Company

Kangaroo Lake

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

What to do in Baileys Harbor

Baileys Harbor Lighthouses Segway Tour

Baileys Harbor Lighthouses Segway Tour

$101
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

$112
per adult
Baileys Harbor Lighthouse Segway/Hike Tour with Private Tour Opt
Peninsula State Park Views Segway Tour w/ Private Tour Option

Peninsula State Park Views Segway Tour w/ Private Tour Option

$101
per adult
100% of travellers recommend
Peninsula State Park Views Segway Tour w/ Private Tour Option
See all activities in Baileys Harbor

Baileys Harbor Hotel Deals

Gordon Lodge

Gordon Lodge

4 out of 5
1420 Pine Drive, Baileys Harbor, WI
$139 nightly
The price is $155 total per night from Sep 21 to Sep 22
$155 total
Sep 21 - Sep 22
Total with taxes and fees
9.4/10 Exceptional! (1,006 reviews)
"Beautiful place. Relaxing"

Reviewed on Sep 13, 2025

Gordon Lodge
Beachfront Inn

Beachfront Inn

2 out of 5
8040 State Hwy 57, Baileys Harbor, WI
$149 nightly
The price is $169 total per night from Sep 23 to Sep 24
$169 total
Sep 23 - Sep 24
Total with taxes and fees
9.2/10 Wonderful! (300 reviews)
"Peaceful"

Reviewed on Sep 14, 2025

Beachfront Inn
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! (90 reviews)
"Property was located for easy access and allowed walking to Beaches and tourist visiting areas. The backyard provided a safe and fun place for grandkids to play and family to gather. Kitchen and Bathroom facilities were properly stocked and provided easy access for all people to use and be ..."

Reviewed on Aug 19, 2025

Get rates
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
See all 1,152 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.

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Frequently asked questions

How much does a Baileys Harbor vacation package cost?
You can snap up a vacation package to this top destination from $679 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?
You can generally find reduced prices and better availability in November, December and January. Browse our cheap Baileys Harbor vacation packages and you could get some excellent off-season deals.
How many days is enough for Baileys Harbor?
With a well-planned itinerary, you can easily tick off the most popular Baileys Harbor attractions in a few days. But if you prefer to venture off the beaten track or take day trips, think about booking your Baileys Harbor vacation for longer.
Is it worth booking a vacation package to Baileys Harbor?
Whether you want to explore attractions such as Kangaroo Lake and Ridges Sanctuary on your Baileys Harbor vacation, or coming for its excellent family-friendly attractions, watersports and views, there's something for everyone here. With so many things to do, you'll soon learn why so many visitors think Baileys Harbor is a good vacation destination.
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 your dates: What you want to do in Baileys Harbor and your favorite season can help you decide when to travel.
  2. Plan your budget wisely: Besides the cost of your accommodations, you should factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may arise during your trip to Baileys Harbor.
  3. Organize your Baileys Harbor escape with our trip planning tool: Look for and book hotels and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Baileys Harbor together.
  4. Set the duration of your trip: Start by listing all the activities and attractions you want to get to in Baileys Harbor. Then, estimate how long you'll need for each, as well as any travel time.
  5. Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the perfect Baileys Harbor vacation package for you.
  6. Book any excursions or activities: Now to the fun part — organizing everything you want to do and see. Explore some of the incredible things to do in Baileys Harbor and reserve your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Baileys Harbor vacation packages?
Your Baileys Harbor trip is meant to be an escape from your daily routine, not a reason for money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

Explore a world of travel with Expedia

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.