Chequamegon Bay Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Save up to ₹43,962 when you book a flight and hotel together*

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

Rest easy

Plan, book, and manage your trip all in one place

Top Romantic Chequamegon Bay Hotels

Mission Springs Lake House

30190 Mission Springs Road, Ashland, WI

9 min drive from Houghton Falls Nature Preserve

Stay at this 3-star beach cottage in Ashland. Enjoy free Wi-Fi, free parking and a private beach. Popular attractions Northern Great Lakes Visitor Center and ...

Couples like: hot tub, on the beach, fireplace

Wonderful!!!!!

"Looking to get away to a beautiful place with great service on one of the world’s greatest lakes? The Lake House at Mission Springs Resort near Ashland, Wisconsin on Lake Superior’s Chequamegon Bay is just that. Mission Springs Resort is a small family owned resort consisting of four cabins and The ..."

Reviewed on 12 May 2018

The Washburn Inn - On the Lake

123 Harbor View Drive, Washburn, WI

6 min drive from Houghton Falls Nature Preserve

Stay at this golf hotel in Washburn. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their ...

8.4/10 Very Good! (1,002 reviews)

Couples like: beachfront dining, winery tours

Travellers say...

"Love that is was right on the water and there was a bar right across from it...quick drive to town and bayfield!"

Reviewed on 17 Jul 2025

AmericInn by Wyndham Ashland

3009 Lakeshore Drive East, Ashland, WI

14 min drive from Houghton Falls Nature Preserve

Stay at this beach hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...

7.8/10 Good! (1,000 reviews)

Couples like: bar, Hot tub, on the beach

Travellers say...

"Great Time at Americann In. We will definitely be staying with them again in the future. They go out of their way to do small nice things all over the hotel."

Reviewed on 16 Jul 2025

See all 383 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.