Baileys Harbor Vacations

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Baileys Harbor Hotel Deals

Gordon Lodge

Gordon Lodge

1420 Pine Drive Baileys Harbor WI
NT$3,634
per night
Sep 27 - Sep 28
9.4/10 Exceptional! (1,005 reviews)
"We loved the quiet, out of the way location and the beautiful grounds. The sunrise over Lake Michigan was great and the the complimentary breakfast was very good. This is a wonderful older resort !"

Reviewed on 2026/9/13

Gordon Lodge
Beachfront Inn

Beachfront Inn

8040 State Hwy 57 Baileys Harbor WI
NT$4,838
per night
Sep 28 - Sep 29
9.2/10 Wonderful! (362 reviews)
"Too many bugs"

Reviewed on 2026/9/11

Beachfront Inn
Scandinavian Lodge

Scandinavian Lodge

10506 State HWY 57 Sister Bay WI
9.4/10 Exceptional! (1,664 reviews)
"We have been there twice now and we will keep going back! The indoor pool, whirlpool and sauna are great amenities and our room was spacious and comfy. It’s a big place with an old school feel. Can’t say enough about this place 😊"

Reviewed on 2026/9/13

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Scandinavian Lodge
See all 1,226 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 lighthouse with a white tower and a dark top, surrounded by trees.
Photo by Michelle M

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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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 harbor views and clear waters at this tranquil Lake Michigan beach retreat.
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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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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 many days is enough for Baileys Harbor?
The ideal duration for your Baileys Harbor vacation 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 vacation package to Baileys Harbor?
Popular for its family-friendly attractions, watersports and views, a Baileys Harbor vacation 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 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.

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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.