Chequamegon Bay Romantic Holidays

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    Packages with flights are ATOL protected

How to find a romantic Chequamegon Bay holiday

How can I find the best Chequamegon Bay vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Chequamegon Bay. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Chequamegon Bay romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Chequamegon Bay that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Chequamegon Bay romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Chequamegon Bay?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Chequamegon Bay?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Chequamegon Bay that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Chequamegon Bay with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Chequamegon Bay romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Chequamegon Bay Hotels

Mission Springs Lake House

Mission Springs Lake House

3 out of 5
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

Mission Springs Lake House
The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
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! (1,009 reviews)

Couples like: beachfront dining, winery tours

Travellers say...
"No breakfast- it is ok but no toaster in the common area that is not good"

Reviewed on 17 Aug 2025

The Washburn Inn - On the Lake
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
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! (1,004 reviews)

Couples like: bar, Hot tub, on the beach

Travellers say...
"Our bathroom ceiling had a slow water drip above the toilet. We called maintenance and they fixed it quickly."

Reviewed on 15 Aug 2025

AmericInn by Wyndham Ashland
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.