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
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,009 reviews)
"Safe, Quite, Great location for vacationing in the Bayfield/Ashland area."
Reviewed on 30 Jun. 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 WiFi, and free parking. Our guests praise the helpful staff and the property ...
8.4/10 Very Good! (1,003 reviews)
"Historical feel."
Reviewed on 2 Jul. 2025
AmericInn by Wyndham Ashland
3009 Lakeshore Drive East, Ashland, WI
Book a stay at this beach hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.8/10 Good! (1,005 reviews)
"Receptionist was excellent"
Reviewed on 26 Jun. 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.