Search B&B in Ashland

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Compare 5 B&B in Ashland with updated reviews, rates, and availability.

Old Rittenhouse Inn
Front of property

Old Rittenhouse Inn

3.5 star property
8.8 out of 10, Excellent, (102)
"Enjoyed our stay. The staff was friendly. The inn was charming. "
Old Rittenhouse Inn
The Best Lake & Town View's -Sleeps 2, King Bed. Private Full Bath with Jacuzzi
The Pilot House, downtown Bayfield, WI 2nd Level Crows Nest 884138

The Best Lake & Town View's -Sleeps 2, King Bed. Private Full Bath with Jacuzzi

9.8 out of 10, Exceptional, (152)
"Walking distance from downtown and everything I needed."
The Best Lake & Town View's -Sleeps 2, King Bed. Private Full Bath with Jacuzzi
Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper.
The Pilot House "Admirals Quarters" sleeps 4. 1st level DTN Bayfield 830776

Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper.

9.8 out of 10, Exceptional, (121)
"My two Sons and I had a wonderful stay. It was quiet, clean, well appointed, and perfectly located just a few blocks from downtown - but still high on the hill with beautiful views."
Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper.
Pinehurst Inn Bed & Breakfast
Interior

Pinehurst Inn Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (26)
"Wonderful hosts, awesome breakfast Highly recommend"
Pinehurst Inn Bed & Breakfast
Pilot House B & B Bayfield "Crew's Quarters" Sleeps 2, private bath with shower.
The Pilot House "Crews Quarters" Lower Level, Lake views. DTN Bayfield 884137

Pilot House B & B Bayfield "Crew's Quarters" Sleeps 2, private bath with shower.

9.6 out of 10, Exceptional, (114)
"After 2 months of very stressful eldercare for Mom, we needed get-away, plus we return to Bayfield annually for our anni ersary and apples! It was good, except for the mattresses! anniversary"
Pilot House B & B Bayfield "Crew's Quarters" Sleeps 2, private bath with shower.
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 Ashland

Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
Exterior

Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

10.0 out of 10, Exceptional, (95)
"Wonderful home and property. Excellent for hiking. "
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
North Apartment with Lake Superior Views
Open concept kitchen/living room with Lake Superior Views (1)

North Apartment with Lake Superior Views

10.0 out of 10, Exceptional, (28)
"Cute, well styled apartment with a view of Lake Superior, and a quick trip to downtown. Would stay again!"
North Apartment with Lake Superior Views
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles
Sea Caves, Sand Island

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (197)
"We stayed 2 nights. Very off seasons, not much going on. Bery nice clean place. Didnt realize we had to climb stairs as my husband had had foot surgery but we made it work. which was"
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles
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

Searching for B&Bs in Ashland?
Whether you’re on a romantic holiday and are looking to stay somewhere quiet, or you’re traveling solo and hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. If you’re hoping to spend some time walking along the water in Ashland, Maslowski Beach is worth a visit.
Why consider a B&B over a traditional hotel room?
B&Bs all have a unique charm. Whether it’s a comfy common area with a fireplace or a beautiful dining room, the small details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Ashland?
Here are some well-liked B&Bs in the surrounding area: The Best Lake & Town View’s -Sleeps 2, King Bed. Private Full Bath with Jacuzzi: 15.6 mi (25 km) from the heart of Ashland. Enjoy the jetted tubs and spa tub. Old Rittenhouse Inn: 12 rooms. 15.4 mi (24.8 km) from the downtown core. Enjoy the free full breakfast and library. Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper.: Situated 15.6 mi (25 km) from the heart of Ashland. Enjoy the jetted tubs and in-room fireplace. Pinehurst Inn Bed & Breakfast: 8 rooms. 13.3 mi (21.3 km) from the heart of downtown. Enjoy the free full breakfast and spa tubs. Pilot House B & B Bayfield “Crew’s Quarters” Sleeps 2, private bath with shower.: Located 15.6 mi (25 km) from the core of Ashland.
What's the best time of year to book my B&B in Ashland?
When you’re dreaming of a getaway to Ashland, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 20°F. The snowiest months in Ashland are April, March, January, and December, with each month seeing an average of 20 inches of snowfall.
What is there to do in Ashland?
Spend some time exploring Apostle Islands National Lakeshore and Lake Superior if you’re hoping to see some of the area’s natural features. You might put Northern Great Lakes Visitor Center and Ashland Mural Walk on your list if you want to see more of the area.
How can I get to and around Ashland?
You can map out your trip in and around Ashland ahead of time with these transportation options. Fly into Ironwood, MI (IWD-Gogebic County), which is located 35.9 mi (57.7 km) away from the heart of the city. If you’d like to explore around the area, consider renting a car to take in more sights.