Book Hotels in Chequamegon Bay, WI
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Top Chequamegon Bay hotels

Blue Wave Inn
2521 Lake Shore Dr W, Ashland, WI
$155 nightly
The price is $174 total per night from Oct 26 to Oct 27
$174 total
Oct 26 - Oct 27
Total with taxes and fees
This smoke-free hotel features a private beach, ski-in/ski-out access, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self ...
"Clean, quiet, and friendly. Great view on the lake"
Reviewed on Sep 19, 2025

Mission Springs Resort
30175 Mission Springs Road, Ashland, WI
$158 nightly
The price is $167 total per night from Oct 30 to Oct 31
$167 total
Oct 30 - Oct 31
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a lobby fireplace, and a library are also on offer.
Great stay
"The only thing I can say is I accidentally had the ice cube tray stuck to my bag of ice. Didn’t notice until eating the cooler. Sorry"
Reviewed on Sep 22, 2025

Cobblestone Inn & Suites - Ashland
818 Main Street W., Ashland, WI
$164 nightly
The price is $184 total per night from Oct 13 to Oct 14
$184 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. ...
"Very clean, friendly gal at checkin, convenient parking."
Reviewed on Sep 28, 2025

Quality Inn Ashland - Lake Superior
30600 Us Highway 2, Ashland, WI
$160 nightly
The price is $179 total per night from Nov 1 to Nov 2
$179 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Very nice! Right on the water with room acc as to enjoy it. Have already recommended this to others who like to travel the area!"
Reviewed on Sep 27, 2025

The Washburn Inn - On the Lake
123 Harbor View Drive, Washburn, WI
$99 nightly
The price is $111 total per night from Oct 26 to Oct 27
$111 total
Oct 26 - Oct 27
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference ...
"Lovely place, well kept… only complaint is there is no elevator… we are retired and stayed for three nights. Good thing we are in pretty good shape so we could take our luggage up the stairs."
Reviewed on Sep 27, 2025

Best Western The Hotel Chequamegon
101 Lake Shore Dr W, Ashland, WI
$179 nightly
The price is $200 total per night from Oct 19 to Oct 20
$200 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Easy check in, friendly staff even with the construction."
Reviewed on Sep 20, 2025

AmericInn by Wyndham Ashland
3009 Lakeshore Drive East, Ashland, WI
$135 nightly
The price is $151 total per night from Oct 31 to Nov 1
$151 total
Oct 31 - Nov 1
Total with taxes and fees
2 indoor pools, a hot tub, and a gym are all featured at this traditional hotel. There's fun for all ages with a children's pool and a playground, and families ...
"The room and the property were very clean and well kept. The staff was friendly and informative. There is plenty of parking. The view of Superior is always amazing. We would stay here again."
Reviewed on Sep 28, 2025

Super 8 by Wyndham Ashland
1610 Lake Shore Dr W, Ashland, WI
$109 nightly
The price is $122 total per night from Oct 19 to Oct 20
$122 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
"The carpet needs to be changed. Mix the heater and ac in room 120"
Reviewed on Sep 24, 2025

Legendary Waters Resort & Casino
37600 Onigamiing Dr, Bayfield, WI
$119 nightly
The price is $136 total per night from Nov 1 to Nov 2
$136 total
Nov 1 - Nov 2
Total with taxes and fees
A casino and a restaurant are featured at this hotel. Traveling on business? Take advantage of the 4 conference rooms, along with free WiFi in public areas. ...
"It was all good"
Reviewed on Sep 26, 2025
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View all propertiesLowest 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.
Cheap Chequamegon Bay hotels

Super 8 by Wyndham Ashland
1610 Lake Shore Dr W, Ashland, WI
$109 nightly
The price is $122 total per night from Oct 19 to Oct 20
$122 total
Oct 19 - Oct 20
Total with taxes and fees
7.8/10 Good! (1,016 reviews)
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.
Recent Chequamegon Bay hotel reviews by fellow wanderers

Cobblestone Inn & Suites - Ashland
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Very clean, friendly gal at checkin, convenient parking. "
A verified traveler stayed at Cobblestone Inn & Suites - Ashland
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