Chequamegon Bay Tours and Activities

Plan a trip to see Chequamegon Bay

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,669, price is now CA $1,079 per person
CA $1,079
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (105 reviews)
Such a cute hotel , reminded me of some I’ve stayed in in Europe !! And the location was perfect

Reviewed on May 4, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,813, price is now CA $1,855 per person
CA $1,855
per person
Jul 31 - Aug 3
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Thank you to Javon who was super helpful in our check in . The staff was so nice and accommodating. Additional linens were delivered in less than 5 minutes and then even extended our check out to 1pm. I will definitely be back when I’m in Chicago to try to catch fireworks. Our corner room was outstanding and breathtaking

Reviewed on May 3, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,447, price is now CA $1,630 per person
CA $1,630
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (973 reviews)
Rooms were cleaned I liked how secure the hotel was.

Reviewed on Apr 29, 2026

Popular places to visit

StageNorth

You can enjoy a show at StageNorth during your stay in Washburn. Wander the lakeside in this family-friendly area.

StageNorth

Bayfield County Courthouse

Find out about the history of Washburn when you take a trip to Bayfield County Courthouse. Wander the lakeside in this family-friendly area.

Bayfield County Courthouse

Houghton Falls Nature Preserve

4/5(1 review)

Explore the great outdoors at Houghton Falls Nature Preserve, a lovely green space in Washburn. Wander the lakeside in this family-friendly area.

Houghton Falls Nature Preserve

Ore Dock Park

Explore the great outdoors at Ore Dock Park, a lovely green space in Ashland. Wander the lakeside in this family-friendly area.

Ore Dock Park

Soo Line Locomotive 950

You can spend an afternoon browsing the exhibits at Soo Line Locomotive 950 during your travels in Ashland. Wander the lakeside in this family-friendly area.

Soo Line Locomotive 950

Ashland Mural Walk

Enjoy an outing to Ashland Mural Walk during your stay in Ashland. Wander the lakeside in this family-friendly area.

Ashland Mural Walk

Best Lodging Options Near Chequamegon Bay

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
123 Harbor View Drive Washburn WI
The Washburn Inn - On the Lake
Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W Ashland WI
Best Western The Hotel Chequamegon
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

3 out of 5
3009 Lakeshore Drive East Ashland WI
AmericInn by Wyndham Ashland
All season cottage with sauna overlooking the private beach on Lake Superior

All season cottage with sauna overlooking the private beach on Lake Superior

Washburn WI
All season cottage with sauna overlooking the private beach on Lake Superior
Historic Hawkes Apartment--downtown washburn, close to beaches, restaurants, etc

Historic Hawkes Apartment--downtown washburn, close to beaches, restaurants, etc

Washburn WI
Historic Hawkes Apartment--downtown washburn, close to beaches, restaurants, etc
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2 Ashland WI
Quality Inn Ashland - Lake Superior
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Washburn WI
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

2.5 out of 5
818 Main Street W. Ashland WI
Cobblestone Inn & Suites - Ashland
Blue Wave Inn

Blue Wave Inn

3 out of 5
2521 Lake Shore Dr W Ashland WI
Blue Wave Inn
See all 716 properties in Chequamegon Bay
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.