Chequamegon Bay Luxury Holidays
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Top Luxury Chequamegon Bay Hotels
Super 8 by Wyndham Ashland
1610 Lake Shore Dr W, Ashland, WI
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,007 reviews)
Safe, comfortable place to stay
"I attended a concert at the Big Top in Bayfield. This was a great place to spend the night before heading home in the morning. I was traveling alone and felt very safe. Room was clean and comfortable."
Reviewed on 20 Jul 2025
Best Western The Hotel Chequamegon
101 Lake Shore Dr W, Ashland, WI
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the property ...
8.4/10 Very Good! (1,001 reviews)
"This was above and beyond what we expected for a Best Western! It was a historic hotel right on the water with a nice restaurant with a beautiful view. We would definitely stay here again if we were in the area"
Reviewed on 6 Jul 2025
AmericInn by Wyndham Ashland
3009 Lakeshore Drive East, Ashland, WI
Stay at this beach hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
7.8/10 Good! (1,000 reviews)
"Great Time at Americann In. We will definitely be staying with them again in the future. They go out of their way to do small nice things all over the hotel."
Reviewed on 16 Jul 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.