If you want a cozy place to stay with a heck of a view over Bayfield, then The Pilot House B & B should be at the top of your places to stay in Bayfield Wisconsin list. With enthusiastic and accommodating hosts, a fantastic location, a homey feel, and an enchanting Lake Superior view, this Bed and Breakfast in Wisconsin deserves a lovely stay from an adventurer like yourself.
The Pilot House B & B, rebuilt in 1994 after an unfortunate fire in 1916 to the formerly named Island View Hotel, has been owned by passionate hosts Jack and Marie Armstrong since 2016. It’s comforting to know that when you’re deciding on places to stay in Bayfield Wisconsin you can come across a couple-owned, adorable and affordable, Bed and Breakfast like this one!
“High on a hill overlooking the lake and town, with two decks and large windows, the Pilot House has the best views in all of Bayfield! Relax, sip a drink and take in the sailboats on the bay as the ferry goes back and forth to Madeline Island. Kick back and watch visitors walk the streets in town. The main harbor dock, the ferry, kayak rentals, cruise services, parks, trails, shops and restaurants are just a short walk away.”
The Pilot House B & B Homepage
The Pilot House B & B | The Lake Superior Experience
This charming Bed and Breakfast in Bayfield has three suites available, each with its own private bathrooms and availability to the common areas. Which consists of a spacious living room with a quaint fireplace and large windows with an inspiring view. As well as a Dining Room with a large table (perfect for a group stay for dinner or games!) and a well-equipped Kitchen.
Suites Available at The Pilot House B & B
I’ll take you through a quick overview of the three suites that are available at this charming Bed and Breakfast in Bayfield. Each room has some kind of view of Lake Superior, and children are welcome (In the Admiral’s Quarters) at this Bed and Breakfast in Bayfield, although pets are not. It should also be stated that since this cute B & B is on a hill with a fabulous view that does come with a steep driveway, there is parking up there! Each reservation gets one parking space, as parking is available but limited.
For further details, please check out The Pilot House B & B on their website!
- Main Floor
- Sleeps up to 4 (1 King Bed, 1 Queen Sofa Sleeper)
- Private Bathroom (With Jetted Tub & Shower)
- Roku TV
- WiFi
- Mini-fridge/Coffee/Microwave
- Private Door to Deck
- Lower Level
- Sleeps 2 (King Bed)
- Private Bathroom (Shower)
- Roku TV
- WiFi
- Mini-fridge/Coffee/Microwave
- Top Level
- Sleeps 2 (King Bed)
- Private Bathroom (Jacuzzi Tub & Shower)
- Roku TV
- Wifi
- Mini-fridge/Coffee/Microwave
During my and my Husband’s stay, we took up ship in the Crow’s Nest room! Check out the section below to hear more about it!
Our Stay at The Pilot House B & B
The weekend after our wedding in October 2023, my newlywed Husband and I stayed at The Pilot House B & B in the Crow’s Nest suite. While looking at their website, we were hooked by the fantastic view from the Crow’s Nest room. And in person, that view did not disappoint!
I only have a few little things to say about this suite in particular, and they aren’t necessarily ‘bad’ things, just little quirks. If you have trouble walking up the stairs, I would recommend the Admiral’s Quarters instead of The Crow’s Nest because you do have to climb a set of stairs to get to the room. The room was well set up with lovely windows, a stunning view of Lake Superior, a comfy bed, TV, WiFi, and an awesome tub; the only things that were a bit quirky to figure out were the light switch situation. But with a few test clicks of the switches, we figured it all out! And the switches are neatly labeled.
My favorite thing about staying in the Crow’s Nest suite at The Pilot House B & B was hearing and watching the Ferry go on its daily trips. There was something so whimsical and romantic about hearing it take off, knowing there were eager passengers aboard, and watching the motions of Bayfield and the distant Madeline Island go through its beautiful waves.
It was also nice to know that we were a brisk walk away from the Ferry if we wanted to take a ride to check out Tom’s Burned Down Cafe or take a hike at Big Bay State Park on Madeline Island. Or if we wanted to check out all of the neat things to do in Bayfield.
You’re surrounded by adventure, relaxation, and fun opportunities!
My husband and I also had a quaint time hanging out in the living room area on Friday night. There’s an assortment of board games provided in the living room, we picked one and played by the fireplace, and we also had some nice reading time. All the while, another group of guests were playing games at the dining room table, and it was a nice feeling that both parties could be coexisting with ease and respect for each other while enjoying the space we were staying in.
There is a light breakfast that’s provided during the hours of 8-10 AM. We didn’t partake in the breakfast portion because we were out and about, but it’s nice to know that it was available if we wanted to check it out! Who doesn’t love the breakfast in Bed and Breakfast?
Each room has its own guest book where you and your fellow adventures can jot down what brought you to Bayfield or how your trip is going! It’s a treat to read through the guest book and see all of the different lives and stories that have passed through The Pilot House B & B.
This is a picture of our entry for one of the days we spent at The Pilot House B & B. My Husband, Matt, is an Artist, among many other admirable things, and I am an Author, so we thought we’d add a creative entry! He started by drawing a picture of me while I was reading, and I finished by writing a poem about being so close to Lake Superior and the beauty of Bayfield.
“The fog horn laces through sleepy ears,
Early risers and worn soles shuffle the piers.
Autumn’s breeze tickles the lightly frosted window,
Birds sing their good mornings and shake off the shadow.
There are little moments to be had and sealed,
Content memories await you when you go to Bayfield.”
“We came to the Pilot House and stayed 6 days. Our room was spacious, clean, and very quiet. The Pilot House is an ideal location to the ferry, local restaurants and beautiful hikes. Jack was an informative and lively host! His recommendations for restaurants were spot on! We definitely will be back!”
Jennifer M ⭐⭐⭐⭐⭐
Where is The Pilot House B & B
The Pilot House B & B isn’t too far away from all of the things to do in Bayfield; aside from the trek up the hill, you’re within walking distance of Bayfield’s downtown area!
What’s pretty neat about staying at The Pilot House B & B when you’re looking for a Bed and Breakfast in Bayfield (or a Bed and Breakfast in Wisconsin in general!) is the view you can get from being on a hill. Watch the ferry go on its trips or sailboats go out for a cruise from the comfort of The Pilot House B & B deck. Now that’s some dandy Lake Superior gazing!
The Pilot House B & B Address
101 Washington Ave, Bayfield, WI 54814
Things To Do in Bayfield
When you’re not resting at The Pilot House B & B, you can explore and dawdle around Bayfield! There is an abundance of things to do in Bayfield; truthfully, there’s a little something for everyone. Below, I’ve listed a handful of things to do in Bayfield, as well as places to shop, eat, and drink.
I’ve only listed a few of the awesome establishments that Bayfield has to offer; I would highly encourage you to take a gander for yourself as well so you and your adventuring crew can find the perfect spots to check out!
“The Howl adventure center was a great stop. An easy way to enjoy bikes, beer and patio dogs along with frisbee golf and a great view of the lake! 10/10 would do it again.” – Marcus W ⭐⭐⭐⭐⭐
Apostle Islands Cruises Boat Tour
“Interesting explanation of the area and Apostle Islands with a bit of humor, gorgeous landscapes and clean, sturdy ship… can’t be beat!” – Micaela K ⭐⭐⭐⭐⭐
“This was a great little hike tucked behind the Apostle Island visitor center. The top of the rim was a nice easy walk through the woods, but when you venture down into the ravine, the terrain is a bit more moderate. At the bottom there is a nice water fall and flowing creek. Beautiful.” – Stephanie G ⭐⭐⭐⭐⭐
“Hidden little gem 💎 in downtown Bayfield. Free admission, although they accept donations (which I left a few dollars). All volunteer staff, which to me says a lot about a small town museum. If you’re in the area and looking for a quick little educational experience, definitely check out the Bayfield Maritime Museum!” – Chas’en Squirrels ⭐⭐⭐⭐⭐
“I had a massage with Charles today! I am pleased to say I was very impressed with his professionalism, and his massage quality! The spa is so sweet, and relaxing. I am glad they are open on Sundays now. I will definitely be returning!” – Kate M ⭐⭐⭐⭐⭐
Bayfield Civic League – Memorial Park
“Great park for a picnic! A pavilion is there for seating with great views of the shore. It is located right near the sailing company docks and a short walk from the ferry. No bathrooms on site.” – Aaron W ⭐⭐⭐⭐
“Most scenic golf course I have played. Interesting and well maintained fairways. It’s just a joy to walk this course no matter how you are playing. Call in advance to get a T time for a discount.” – Dan P ⭐⭐⭐⭐⭐
Shopping in Bayfield
When you’re out and about, you’re guaranteed to come across some adorable local shops, one of the many quirky and cutesy things to do in Bayfield is known for. Below are a few of the sweet shops you can get lost in with all of their fine-quality items; I hope you find some real gems!
“Came across this gem of a bookstore while passing through. Great selection, good vibes and very friendly, knowledgeable staff. Will definitely be back.” – Jason C ⭐⭐⭐⭐⭐
Eckels Pottery and Fine Craft Gallery
“Great stop on our vacation. Lot’s of different and unique items. Very helpful and friendly staff. Really liked the lamps and the fact they are one of a kind. When my wife and I go on vacation we always try to purchase at least one unique item to remember the time spent away from home. Thank-you for those items.” – John ⭐⭐⭐⭐⭐
“This bookstore is so peaceful and tidy! The selection wasn’t stuffed full of recently popular novels- they seemed to have an intentional collection of local authors and stories set in local regions like northern MN, WI and the UP of MI and I appreciated that. A great little spot I could have spent an entire day at!” – Abbie B ⭐⭐⭐⭐⭐
“fun place to thrift shop!” – Sydney P ⭐⭐⭐⭐⭐
“Wonderful high-end Scandinavian products store. Great selection of unique items of high quality design. Amazing customer service from a knowledgeable and courteous staff” – Raul C ⭐⭐⭐⭐
Places to Eat/Drink in Bayfield
All of that exploring and shopping really works up your appetite, huh? Take a load off and have some good food at one of the many terrific establishments that Bayfield has to offer!
I’ve listed a variety of restaurants, coffee shops, and pubs that Bayfield has, but there are many more; I’d encourage you to take it upon yourself to discover the other hidden gems in Bayfield to make your adventure fun and interesting.
“I’m pretty particular about the places I eat. This place blew me away in every aspect. Food was superb. Wait staff was phenomenal. Atmosphere was amazing. Highly recommend this place. Was so good I went there twice. Had the gyro omelette and seafood pizza. Both were spectacular.” – Mike B ⭐⭐⭐⭐⭐
“The perfect breakfast spot for Bayfield! With all the tourist traffic that can clog things up, this is a perfect place to get a grab and go breakfast before you hit the town. Super friendly service, delicious healthy options, quality ingredients, and quick!!” – Sal A ⭐⭐⭐⭐⭐
“Really good tavern style pizza here! Really tasty chewy crust. We got the works! Highly recommend.” – Rachel ⭐⭐⭐⭐⭐
“Food was fantastic, service was great, atmosphere was family friendly.” – Clyde S ⭐⭐⭐⭐⭐
“Superior Taco Truck is truly amazing, the different taco options are so flavorful with great salsas & guac, & the loaded tots are incredible. The veggie yam taco option is so good. This is a great option for hungry souls in Bayfield & perfectly located at Howl. Chef Nolana & Shawn are the best!
Vegetarian options: There are multiple vegetarian options that are all very good.
Parking: Plenty of parking since it is at Howl Adventure Center.
Kid-friendliness: Howl Adventure Center is the perfect place for children to play around.” – Nick H ⭐⭐⭐⭐⭐
“Delicious local coffee shop! Love the vibes ❤️” – Amanda R ⭐⭐⭐⭐⭐
“Just wandered around town and found this place first; glad we did. Great food, great service, trivia on the TV, and this dude absolutely crushing instrumental keyboard versions of pop classics which was so delightfully strange.” – Kenny S ⭐⭐⭐⭐⭐
“Had a few drinks with my fellow colleagues and the service was great. Atmosphere was awesome with the excitement of watching the packer game. The bartender was awesome and the locals were welcoming.” – Sonya K ⭐⭐⭐⭐⭐
When you’re planning an adventure, whether it’s for Apple Fest or a fun weekend getaway, it can be a bit stressful to look at many places to stay in Bayfield. I hear that! My hope is that by checking out The Pilot House B & B I’ve helped you narrow those choices of Bed and Breakfast options in Bayfield down.
The plus side to having lots of places to stay in Bayfield and things to do in Bayfield is that you’ll have the perfect excuse to come again soon, so you can check them all out. You know you’ve got beautiful memories in the making when you’re hanging out On Lake Superior!
