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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Roaming Shores bed & breakfast

Property grounds
The Lost Pearl

The Lost Pearl

The Lost Pearl
3.5 star property
Madison
9.8 out of 10, Exceptional, (44)
"It was a wonderful relaxing time spent there!! We were treated very well and the breakfast was delicious!! Definitely plan on going back!!"
United States
Jarrod
$237 nightly
The price is $249
Dec 14 - Dec 15
Total with taxes and fees
The Lost Pearl
Property grounds
The Caboose

The Caboose

The Caboose
Madison
9.6 out of 10, Exceptional, (5)
"So cute and the land was beautiful! Owners went above and beyond to make sure we had a wonderful stay 💜"
United States
Melissa C.
$290 nightly
The price is $303
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Caboose
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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Top Roaming Shores Hotel Reviews

Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express & Suites Madison by IHG

10/10 Excellent
"Holiday Inn Express is always reliable for comfortable beds and super friendly staff, and this stay was exactly why we like the brand. Melissa at the front desk was especially sweet and helpful. When she heard my room had a clogged sink, she immediately apologized and helped switch me to another room without any hassle. The lady running breakfast was just as lovely—warm, elegant, and even reminded my wife to grab a fresh, delicious muffin to go. But the best (and most unexpected!) surprise at the Holiday Inn Express Madison? Two Tesla chargers right in the parking lot—and charging was FREE. As a Tesla driver, that was such a nice bonus and made our stay even better. Highly recommend!"
Jin 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Madison by IHG

Find out more about Roaming Shores

Roaming Shores B&B information

Number of reviews
49
Accommodation
3 B&B
Lowest Price
$249
Highest Price
$303

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Roaming Shores?
Prices for B&Bs in Roaming Shores often vary, but you can find a great deal from $249 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Roaming Shores B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Roaming Shores Bed & Breakfast and a hotel?
Every Roaming Shores B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Roaming Shores B&Bs.

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