Find hotels in Chequamegon Bay, WI from $90

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Compare 344 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Boating
The Washburn Inn - On the Lake
2.5 star property
8.4 out of 10, Very Good, (1000)
"Good place and reasonably priced. Clean and comfortable bed! friendly staff, will definitely book again! "
The price is $99
$111 total
includes taxes & fees
May 5 - May 6
The Washburn Inn - On the Lake
Terrace/patio
AmericInn by Wyndham Ashland
2.5 star property
7.8 out of 10, Good, (893)
"Clean and the water park was fun for the kids"
The price is $97
$109 total
includes taxes & fees
May 5 - May 6
AmericInn by Wyndham Ashland
View from property
Quality Inn Ashland - Lake Superior
2.5 star property
8.6 out of 10, Excellent, (597)
"Clean, comfortable, newly renovated room! The only thing I would warn travelers about is that most of the rooms you have to go outside to get into the hotel. As smokers this was convenient for us, however we were there during a blizzard and the other travelers did not seem to like trapesing through the snow to go swimming or get breakfast."
The price is $98
$110 total
includes taxes & fees
May 21 - May 22
Quality Inn Ashland - Lake Superior
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Exterior
Best Western The Hotel Chequamegon
3.0 star property
8.6 out of 10, Excellent, (990)
"Great hotel in well maintained vintage historic building complete with ghosts (who did not reveal itself to us). Excellent bar and restaurant. Would recommend highly."
The price is $139
$156 total
includes taxes & fees
May 5 - May 6
Best Western The Hotel Chequamegon
Studio Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Ashland
2.0 star property
7.8 out of 10, Good, (1001)
"Very friendly and clean"
The price is $90
$101 total
includes taxes & fees
Jun 2 - Jun 3
Super 8 by Wyndham Ashland
Premium bedding, pillowtop beds, in-room safe, desk
Cobblestone Inn & Suites - Ashland
2.5 star property
9.4 out of 10, Exceptional, (486)
"Good luck, very nice, clean and friendly, great food options i walkable distance or a short drive. "
The price is $134
$160 total
includes taxes & fees
Jun 2 - Jun 3
Cobblestone Inn & Suites - Ashland
Standard Double Room, Ensuite, Courtyard View (1st Floor, Non-ADA) | Garden
Harbor's Edge Motel
2.5 star property
9.2 out of 10, Wonderful, (589)
"Absolutely great place to stay Close to everything in the heart of Bayfield "
The price is $98
$111 total
includes taxes & fees
May 15 - May 16
Harbor's Edge Motel
Water view
Blue Wave Inn
3.0 star property
9.8 out of 10, Exceptional, (428)
"We LOVED our stay at The Blue Wave Inn. The room was spacious and welcoming. We would definitely stay here again."
The price is $115
$137 total
includes taxes & fees
May 7 - May 8
Blue Wave Inn
Fireplace
Wild Rice Retreat
3.5 star property
9.6 out of 10, Exceptional, (41)
"Relaxing no frills environment. Beautiful setting"
Wild Rice Retreat
Property grounds
Rustic Cabin
9.6 out of 10, Exceptional, (18)
"Beautiful location. We had a great time."
Rustic Cabin
Property amenity
St. James Social
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful new space to enjoy everything Bayfield has to offer. Wonderful decor, fantastic amenities, and rooftop space! Spent time enjoying the authentic sauna and clean coffee bar. Easy check-in and can’t wait to come back to the space once construction of the first floor is complete. Would recommend this spot to anyone traveling in the area!"
The price is $266
$303 total
includes taxes & fees
May 5 - May 6
St. James Social
Exterior
Pinehurst Inn Bed & Breakfast
3.5 star property
9.8 out of 10, Exceptional, (23)
"We had an amazing stay. The hosts go abova and beyond to make your stay relaxing and fun. "
Pinehurst Inn Bed & Breakfast
Exterior
Lucy's Place
3.0 star property
8.2 out of 10, Very Good, (433)
"I just stayed one night, but it was very nice. An old house with lots of character. My room was upstairs. So not for those with bad feet or knees. The room was very comfortable. Breakfast was nice and the hosts were pleasant."
The price is $159
$181 total
includes taxes & fees
May 23 - May 24
Lucy's Place
Beach
Top coastal town/Apostle Is.'s gateway/next to scenic marinas/fireplace/jacuzzi
9.8 out of 10, Exceptional, (152)
"Great place to stay and I'd like to visit again but not in April. All of the Bayfield shops are closed for the season in April."
Top coastal town/Apostle Is.'s gateway/next to scenic marinas/fireplace/jacuzzi
Front of property
Second Wind Country Inn
3.0 star property
9.6 out of 10, Exceptional, (82)
"We came for the Birkie, and LOVED staying in this spacious lovely Inn. Beds were comfy, kitchenette was very functional, and nice open space (windows with lovely with view of land and full moon while we were there). Kelly and Mark were so very friendly and made our stay feel like we were "at home." Great area to walk, fresh air, cute animals (horses, donkeys, outdoor cats and a dog - all very friendly!). Lots of interesting books to peruse, and family games to play. Thank you for NOT have...
Second Wind Country Inn
1 bedroom, WiFi, bed sheets
Lake Side Room at The Copper Trout.
9.4 out of 10, Exceptional, (56)
"It would have been nice to have two chairs in the room. One sitting on the floor or bed and one on the chair was cumbersome. And as we do not have cable at home, directions on how the Direct TV works would have been helpful."
The price is $199
$255 total
includes taxes & fees
May 3 - May 4
Lake Side Room at The Copper Trout.
Exterior
The Best Lake & Town View's -Sleeps 2, King Bed. Private Full Bath with Jacuzzi
9.8 out of 10, Exceptional, (138)
"The whole house is immaculate and our unit was the same. The only downside was that our unit at the top of the house was pretty cozy, i.e., small. The bathroom was actually pretty spacious but the bedroom was crowded for just the 2 of us. No false advertising, just small. The views in all directions were glorious. We enjoyed walking around Bayfield and getting in some great hikes along the national lakeshore."
The Best Lake & Town View's -Sleeps 2, King Bed. Private Full Bath with Jacuzzi
Bayfield- No Cleaning Fees, Charming Condo, Jumping Off Point to Apostles
9.6 out of 10, Exceptional, (204)
"This is a lovely spot, and the condo makes you feel at home. I love the lakeside decorating and peacefully surroundings"
Bayfield- No Cleaning Fees, Charming Condo, Jumping Off Point to Apostles
Front of property
Old Rittenhouse Inn
3.5 star property
8.6 out of 10, Excellent, (91)
"A beautiful, and well run facility."
Old Rittenhouse Inn
Property grounds
Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo
9.6 out of 10, Exceptional, (69)
"We truly loved our stay at this cozy condo. Everything about it was perfect. Clean, conveniently located, spacious, comfortable with beautiful views. You can tell the owners put a lot of thought into the furnishings to make it a really nice getaway spot."
Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo
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