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! (1,014 reviews)
"Stopped for the night. Nice place."
Reviewed on 5 Aug. 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! (1,001 reviews)
"The restaurant in lower level of the hotel is fabulous! The chef cooked my salmon perfectly. Beautiful views of the bay. Walkable to the marina. The hotel itself is absolutely beautifully and unique!"
Reviewed on 6 Aug. 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)
"Room was very clean. Had a great view of lake superior."
Reviewed on 4 Aug. 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.