Baileys Harbor Vacations from $702

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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.
Oneida Casino Hotel
Full Remodel Steps to Lambeau Titletown Resch
House w Finished Garage Walk to Lambeau Bars Resch
Killer Lambeau View Walk to Games Titletown
Prime Spot Fully Renovated Near Lambeau Titletown
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Stay near popular Baileys Harbor attractions

What to do in Baileys Harbor

Baileys Harbor Hotel Deals

Gordon Lodge

Gordon Lodge

4 out of 5
1420 Pine Drive Baileys Harbor WI
Gordon Lodge
Beachfront Inn

Beachfront Inn

2 out of 5
8040 State Hwy 57 Baileys Harbor WI
$120 nightly
The price is $136 total per night from Nov 8 to Nov 9
$136 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (385 reviews)
"Pet friendly, very clean, friendly staff and convenient location!"

Reviewed on Nov 1, 2026

Beachfront Inn
Bridgeport Waterfront Resort

Bridgeport Waterfront Resort

3 out of 5
50 West Larch Street Sturgeon Bay WI
$142 nightly
The price is $162 total per night from Nov 9 to Nov 10
$162 total
Nov 9 - Nov 10
Total with taxes and fees
Bridgeport Waterfront Resort
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.

Find the Best Baileys Harbor Vacation Packages

Baileys Harbor Essential Information

Language
English
Currency
U.S dollars
Population
260
Max Temp Winter
25ºF
Max Temp Summer
65ºF
Top Sights
Peninsula State Park, Egg Harbor Beach and Whitefish Dunes State Park

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Frequently asked questions

What's included in a Baileys Harbor vacation package?
A Baileys Harbor vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Given Baileys Harbor's setting as a beach destination, nearly all package hotels offer scenic waterfront views. Flights typically arrive at Appleton, WI (ATW-Appleton Intl.), about 88 miles away.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Baileys Harbor vacation package?
When you bundle, you can save up to 30%*. To save money on a Baileys Harbor package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Baileys Harbor?
For a romantic Baileys Harbor vacation package, consider a stay at the 4-star Gordon Lodge, rated 9 out of 10. This property, located about 5 miles from central Baileys Harbor, offers amenities like a bar/lounge, kitchen, and restaurant, with travelers often praising its quiet, lovely rooms and beautiful location, making it ideal for couples seeking a serene escape.

Families looking for a comfortable Baileys Harbor vacation package might enjoy the Beachfront Inn, rated 8.7 out of 10. This hotel provides an outdoor pool and free breakfast, with travelers frequently noting its great facilities and excellent staff, and its location about a 5-minute walk from central Baileys Harbor adds convenience.
Is Baileys Harbor better suited for a beach vacation or a cultural trip?
Baileys Harbor is primarily a beach and outdoor destination, known for its scenic views and adventure activities, making it ideal for a Baileys Harbor vacation focused on nature and relaxation. You'll find beautiful spots like Sister Bay Beach, about a 15-minute walk from central Baileys Harbor, and Kangaroo Lake, about 4 miles away, perfect for enjoying the water.

While the area has some history, such as being named for a Great Lakes ship captain and having a Native American name meaning "Fish go to shore," the emphasis is instead on natural attractions like Cana Island Lighthouse, about 8 miles from the center, and various state parks.

Overall, Baileys Harbor is best for travelers seeking a tranquil escape with plenty of opportunities for outdoor activities and enjoying the waterfront.
What are the top things to do in Baileys Harbor?
A Baileys Harbor vacation offers a variety of outdoor activities and scenic spots to explore:

Browse and book things to do in Baileys Harbor on Expedia.
Do you need to rent a car in Baileys Harbor, or is public transport enough?
For a Baileys Harbor vacation package, renting a car is highly recommended for exploring the area's many attractions. As a beach destination outside a major city, Baileys Harbor has many points of interest spread out.

Having a car provides the flexibility to visit places like Kangaroo Lake, about 4 miles from central Baileys Harbor, or the scenic Cana Island Lighthouse, about 8 miles away. You can also easily reach Peninsula State Park, about 11 miles from the center, and explore the shores of Lake Michigan, about 14 miles away. While some hotels offer on-site dining and activities, a car allows you to experience the full range of what Baileys Harbor offers.

Travelers flying into Appleton International Airport (ATW) or Austin Straubel International Airport (GRB) will find a rental car convenient for reaching their Baileys Harbor vacation package accommodation and for day trips. For Baileys Harbor beach vacation packages, a car provides easy access to various beaches and outdoor recreation spots.
Are Baileys Harbor vacation package hotels conveniently located?
Baileys Harbor vacation package hotels offer a mix of central and more secluded locations, catering to different travel styles. Many properties are conveniently situated near the heart of the area, while others provide a more tranquil retreat.

For example, Beachfront Inn, rated 8.7 out of 10, is about a 5-minute walk from central Baileys Harbor, with travelers often highlighting the excellent staff. For a more expansive setting, the 4-star Gordon Lodge, rated 9 out of 10, is about 5 miles from central Baileys Harbor, and guests frequently praise its quiet, lovely rooms. This variety allows you to choose a Baileys Harbor vacation package that matches your preferred proximity to local attractions and dining.
Can I change or cancel my Baileys Harbor vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Baileys Harbor vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Baileys Harbor vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Baileys Harbor vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Baileys Harbor?
To find last-minute vacation packages to Baileys Harbor, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Baileys Harbor vacation packages?
Free cancellation on a Baileys Harbor vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Baileys Harbor vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Baileys Harbor getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Baileys Harbor vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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