Baileys Harbor Holidays

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Baileys Harbor Holiday

Our pick of the best Baileys Harbor Hotel Deals

Gordon Lodge

Gordon Lodge

1420 Pine Drive Baileys Harbor WI
NZ$448
13 Aug - 14 Aug
includes taxes & fees
Gordon Lodge
Beachfront Inn

Beachfront Inn

8040 State Hwy 57 Baileys Harbor WI
NZ$294
7 Sept - 8 Sept
includes taxes & fees
Beachfront Inn
Best Western Maritime Inn

Best Western Maritime Inn

1001 N 14th Avenue Sturgeon Bay WI
Fully refundableReserve now, pay when you stay
NZ$261
2 Sept - 3 Sept
includes taxes & fees
Best Western Maritime Inn
See all 1,221 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.

Stay near popular Baileys Harbor attractions

A spiral staircase with a geometric metal railing.
Photo by Melissa Beaudry Palmer

Cana Island Lighthouse

9.0/10 (420 reviews)
This 1870 maritime beacon stands tall on Lake Michigan, guiding ships for over 150 years. Climb 97 spiral steps to the gallery deck for breathtaking panoramic views of Door County's rugged shoreline.
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A group of people sitting around a wooden table in a room with a window and a hanging light fixture.
Photo by Eric & Kristy's Adventures

Door County Brewing Company

9.0/10 (62 reviews)
This lively brewery combines Door County's heritage with handcrafted beers and a vibrant music scene. Sample from 14 taps in the spacious taproom or relax in the outdoor beer garden while enjoying live performances.
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An aerial view of a large lake with a small island and a residential area along the shore.

Kangaroo Lake

9.2/10 (68 reviews)
Kangaroo Lake's pristine marshes and forests shelter the rare Hine's emerald dragonfly in a tranquil setting. Paddle through calm waters or hike scenic trails to observe diverse bird species in this natural sanctuary.
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A white church with a red roof and a green door, surrounded by trees.

Ridges Sanctuary

9.2/10 (42 reviews)
Wisconsin's first land trust protects a rare ridge-swale ecosystem with 500+ plant species and 25 native orchids. Explore boardwalks through diverse landscapes while searching for the endangered Hine's Emerald dragonfly.
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Baileys Harbor Ridges Park

9.2/10 (89 reviews)
This serene Lake Michigan beach park features unique ridge and swale topography. Explore its diverse ecosystem with rare plants and endangered Hine's Emerald dragonfly while enjoying shallow swimming waters.
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Stone's Throw Winery

8.0/10 (100 reviews)
Experience Door County's wine culture in this boutique winery using premium California grapes. Relax in the Tuscan-inspired tapas bar or challenge friends to bocce ball in the scenic gardens.
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Door Shakespeare

6.6/10 (4 reviews)
Experience Shakespeare under a magnificent maple tree with Lake Michigan as your backdrop. Bring a blanket for comfort during the intimate outdoor performances in the Garden at Björklunden.
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Anclam Beach Park

9.0/10 (11 reviews)
Stroll along the historic jetty that once served as a shipping pier for timber in the 1800s. Enjoy panoramic harbour views and clear waters at this tranquil Lake Michigan beach retreat.
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What to do in Baileys Harbor

Door County’s Northern Peninsula: A Self-Guided Drive

Door County’s Northern Peninsula: A Self-Guided Drive

NZ$35
per traveller
100% of travellers recommend
Door County’s Northern Peninsula: A Self-Guided Drive
Scenic Kayaking in Door County, Wisconsin

Sea Kayaking in Door County, Wisconsin

NZ$137
per adult
Sea Kayaking in Door County, Wisconsin
Door County: Door Bluff Kayak Tour with Kayak Guide Justin

Door County: Deaths Door Bluff Kayak Tour

NZ$180
per adult
Door County: Deaths Door Bluff Kayak Tour
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.