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Aug 18 - Aug 19
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Top Headflyer Island Hotel Reviews

Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!

Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!

10/10 Excellent
"N/A"
Amy S. 2-night trip
Posted 3 hours ago
Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!
The Lazy River Lodge - Float, Fish & Relax on the Chippewa

The Lazy River Lodge - Float, Fish & Relax on the Chippewa

10/10 Excellent
"If your looking for an amazing place away from civilization where you can relax with your family and furbabies. This is the place to go. The cabin is stunning and has lots of options. You can fish the river from the property or take the kayaks/canoe on the river. You can light a fire make some smores and have family game night with either the outside games or even inside games or you can sit on the deck and enjoy the sound of nature and the view. Our dogs were able to come and the one thing we enjoyed was even though the yard isnt "fenced" its secluded by tree and bush lines on each side of the cabin, so even though there was another dog our dogs could hear they couldn't see them, so they were able to relax and enjoy the non-stimulating environment. If your the outdoorsy type there is a lot of public walking, atv trails and beautiful falls you can enjoy. Other fun things to within an hour that we enjoyed was the Scheers lumberjack show, Great northern train ride and the shops in downtown Hayward. If you do the train ride highly recommend stopping at Strongmans brewery if you like BBQ food. If you shop downtown Hayward Anglers Bar and grill is good and before you leave check out lakewood Cafe that is in downtown winter. I was hesitant traveling almost 4 hours to the middle of nowhere with the kids and dogs worried there wouldn't be much to do, but our vacation here didnt disappoint. The kids asked if we could come back yearly they enjoyed it that much!!"
Nicole L. 6-night trip
Posted 1 day ago
The Lazy River Lodge - Float, Fish & Relax on the Chippewa
Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI

Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI

10/10 Excellent
"Gorgeous view if Round Lake. Quiet and lots of solitude. Clean. Well stocked. Sunporch was well used by us, Comfy and airy. Has all the extras, in case you forget. Lots of linens & towels. Lots of steps down to beautiful clear lake. Younger legs would have fun with water toys/ gear provided. Us grandma's,sat on the deck and admired the view. Easy ramp in, plenty of parking. Nice to have a dining table/ area where we could all sit for meals."
Robin G. 4-night trip
Posted 5 days ago
Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI
Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake

Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake

10/10 Excellent
"We enjoyed our family weekend at the Hygge cabin. The kitchen is well stocked for large group cooking. The kids (and adults) enjoyed the expansive yard, ping pong table, and pickleball! The location is central to lakes, restaurants, and downtown Hayward. Jacob quickly responded when we had questions. Would book here again!"
Caryn P. 4-night trip
Posted 5 days ago
Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake
Breezy Bay Beach On Round Lake

Breezy Bay Beach On Round Lake

10/10 Excellent
"Beautiful home!!! Perfect location on Big Round Lake. Close to the marina. Communication with the host was excellent. Returned emails within a few hours. The cabin was great for a party of 6. Could accommodate up to 8 comfortably. Sandy beach, and the decoration were spot on. Little touches made the difference - coffee set up for Day 1. Barbeque was clean. Chairs for around the campfire. Perfect for our family. They are building next store, which only happened one day during our stay and we happened to be in town most of that day, so it did not bother us. Would definitely stay there again. Loved our stay with Ty."
Mark J. 7-night trip
Posted 9 days ago
Breezy Bay Beach On Round Lake
500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent

500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent

8/10 Good
"Property was very large with two nice docks —was more private than most of the areas in that area.The house was cozy and we enjoyed our time with our families very much!The host Scott and Anne were very helpful in answering all our questions"
Michael F. 7-night trip
Posted 2 weeks ago
500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent
Round Lake Hideaway

Round Lake Hideaway

10/10 Excellent
"Property was amazing! Host and property manager were so great to deal with! Beyond helpful! Highly recommend!"
Christine P. 3-night trip
Posted 2 weeks ago
Round Lake Hideaway
Beautiful Craftsman Style Lake Home

Beautiful Craftsman Style Lake Home

10/10 Excellent
"We have stayed here multiple times in July for our family vacation. It is a very large space, flat yard and awesome lakefront/dock. It is clean and comfortable. The kitchen is stocked with everything you might need. This year there was even AC installed which was very nice. The WiFi is very slow and cell service is spotty which we actually appreciate as it makes it easier to unplug but it is noteworthy if you were trying to get work done or stream something."
Aleisha S. 7-night trip
Posted 3 weeks ago
Beautiful Craftsman Style Lake Home
Quiet cabin on Moose Lake in Hayward, Wisconsin.

Quiet cabin on Moose Lake in Hayward, Wisconsin.

8/10 Good
"W"
Brian S. 3-night trip
Posted 3 weeks ago
Quiet cabin on Moose Lake in Hayward, Wisconsin.

Other attractions near Headflyer Island

Lake Chippewa

9.2/10 (12 reviews)
Commune with nature and explore the great outdoors at Lake Chippewa during your travels in Hayward. Stroll along the area's lakeside or simply enjoy its bars.
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Campers Island

Commune with nature and explore the great outdoors at Campers Island during your travels in New Post.
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Wagon Wheel Island

Commune with nature and explore the great outdoors at Wagon Wheel Island during your travels in New Post.
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Chipmunk Island

Commune with nature and explore the great outdoors at Chipmunk Island during your travels in New Post.
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Two Axe Lake

Commune with nature and explore the great outdoors at Two Axe Lake during your travels in Hayward. Stroll along the area's lakeside or simply enjoy its bars.
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Little Cranberry Lake

Commune with nature and explore the great outdoors at Little Cranberry Lake during your travels in Winter.
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Sister Island

Commune with nature and explore the great outdoors at Sister Island during your travels in New Post.
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Pork Barrel Island

Commune with nature and explore the great outdoors at Pork Barrel Island during your travels in Hayward. Stroll along the area's lakeside or simply enjoy its bars.
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Frequently asked questions

What's the area like around Headflyer Island?
Headflyer Island is located in Hayward. Travelers like this budget-friendly area for its lakeside setting and bars. You'll find 35 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay near Headflyer Island?
Musky Joes Twin Pines Resort is one of the top choices for your stay based on our traveler data, and this apartment offers free parking and private porches. You'll find it 5.9 mi (9.6 km) from Headflyer Island. Another good choice is Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin., located 2.4 mi (3.9 km) away.
How many hotels should I expect to find near Headflyer Island?
Expedia has 35 hotels and other accommodations a few miles from Headflyer Island.
If I need to cancel the hotel reservation for my stay near Headflyer Island, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the best deals available near Headflyer Island.