Book Middleton Bed & Breakfast

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 4 B&B in Middleton with updated reviews, rates, and availability.

Hotel Ruby Marie
Exterior

Hotel Ruby Marie

3.0 star property
9.4 out of 10, Exceptional, (794)
"Amazing hotel! Would definitely stay again! "
The price is $195
includes taxes & fees
$169 per night
May 11 - May 12
Hotel Ruby Marie
The Buckingham Inn
Exterior

The Buckingham Inn

4.0 star property
9.8 out of 10, Exceptional, (42)
"Buckingham Inn is a lovingly restored arts and crafts style home. The University Suite is spacious and very well equipped. Innkeepers are great and very accommodating. This is so much better than any hotel in the area if you want to connect with the true Madison WI experience, especially for the price. I highly recommend it!"
The price is $278
includes taxes & fees
$241 per night
May 28 - May 29
The Buckingham Inn
The Livingston Inn
Front of property

The Livingston Inn

3.5 star property
9.6 out of 10, Exceptional, (73)
"It was a beautiful place and very private and comfortable. Peggy is great, and Ezra the dog is a 10/10."
The Livingston Inn
Inn at Wawanissee Point
Interior

Inn at Wawanissee Point

3.5 star property
9.2 out of 10, Wonderful, (122)
"This was one of our best B&B experiences or hotels for that matter ever. Our innkeepers, Dave and Trudi were so kind and attentive. Their place is a gem, and meticulously maintained. Huge attention to detail and consideration of their guests. The happy hour, the made-to-order breakfasts (served by Dave, a former beverage manager at the Palmer House in Chicago!), the grounds (charming) and the magnificent views from the great room and our sleeping room made for a very happy stay. We had snow and...
Inn at Wawanissee Point
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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Other property types in Middleton

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family
Terrace/patio

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

10.0 out of 10, Exceptional, (13)
"Everything is organized perfectly. Much thought has been put into making sure that guests are fully accommodated and comfortable. Beautiful extra touches left that show great consideration from the hosts! "
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family
The Dylin
Interior entrance

The Dylin

4.0 star property
9.2 out of 10, Wonderful, (41)
"Very new & clean, nice lobby and outdoor area in a good location, walkable to most of Madison."
The price is $155
includes taxes & fees
$134 per night
May 18 - May 19
The Dylin
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME
Terrace/patio

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.2 out of 10, (10)
"Fished the Madison chain while we stayed here. 20 minutes to the ramp. Plenty of places to eat in neighborhood easy gas stops on easy to ramp. Plenty of room to move around in house for the four of us. Driveway and street parking were available for two bass boats and trucks. Electric hook up was great for charging batteries."
The price is $241
includes taxes & fees
$209 per night
May 1 - May 2
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME
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.

Frequently asked questions

What is the nightly rate for a B&B in Middleton?
Prices for B&Bs in Middleton often vary, but you can find a great deal from $195 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middleton 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.
When is the best time to book a B&B in Middleton?
The best time to book a B&B in Middleton is during the peak season from April to June. This vibrant period attracts travelers who appreciate the blossoming beauty of spring and the warm weather that beckons outdoor exploration. Visitors can indulge in a variety of activities, including hiking and cycling, as the area’s scenic parks and trails come alive with colorful wildflowers and lush greenery.

April typically welcomes mild temperatures ranging from the low 40s to mid-70s Fahrenheit, making it an ideal time for leisurely strolls along the picturesque waterfront or picnicking in one of Middleton’s charming parks. As the days grow longer and the weather warms, the town buzzes with energy, offering a great setting for sightseeing and enjoying the local culture.

For those seeking a more budget-friendly option, consider visiting in November. This month, while quieter, provides a unique opportunity to experience Middleton’s cozy charm, with fewer crowds and a chance to enjoy the local eateries and shops at a more leisurely pace.
What is the difference between a Middleton Bed and Breakfast and a hotel?
Every Middleton 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 Middleton B&Bs.