Interview with Apostle Islands Cruises
So, you are looking to propose… congratulations! Bayfield, Wisconsin is the perfect place to get away and have a romantic weekend. Many couples choose Bayfield to be their destination for their wedding, elopement, honeymoon or proposal!
We have put together a really great list of ways to make your Bayfield winter proposal extra special! We hope you enjoy!
You’ve decided the “when” now you need to think of the “how”! First off, we recommend booking your overnight accommodations. Bayfield has a beautiful array of hotels, bed and breakfasts, condos and cabins to choose from! Old Rittenhouse Inn is known for their romance, and they even have a special proposal package for you! Centrally located right in town, you’ll be able to walk to the restaurants and shops.
If you’re looking for more seclusion we recommend renting a cabin in the woods. Hauser’s Bayfield Cabin, Brickyard Cottage 41 and Whispering Pines on Lake Superior are just a couple of options for your woodland getaway. Curl up next to a cozy fire, spend time hiking outside the snowy woods and don’t forget to pick up wine from Bayfield Wine and Spirits!
See all the lodging Bayfield has to offer and the availability by clicking here.
What to Do During Your Stay
Whether you’re looking for a relaxing trip spent curled up by the fire or for a weekend adventuring the outdoors, Bayfield has all of this and then some. Spend some time at Seven Ponds Winery, which also features select wine from Bayfield Winery. Superior Body Massage and Spa is located right in town, and they even have couples packages. Bayfield offers outdoor activities like skiing, hiking, snowshoeing and dog sledding. See our Get Active this Winter post for more ideas. If the ice caves are open, those are a must-see as well!
Peruse shops and galleries downtown like Eckels Pottery and Fine Craft Gallery, Howl Clothing & Adventure , Silverwaves Jewelry, Sweet Sailing and Bates Art Gallery. Make sure to get something special to take home!
Depending on the time of the year and ice conditions, you can take the Madeline Island Ferry Line or drive on the ice road over to Madeline Island. Make sure to stop over at Madeline Island Candles and Woods Hall Gallery and Studios.
Where to Dine
From fine dining to pubs, Bayfield has many dining options that will surely delight you. We recommend Old Rittenhouse Inn’s Landmark Restaurant and Lakeside Dining Room at The Bayfield Inn if you are looking for a delicious and romantic dinner. The Fat Radish is a must-stop if you are looking for cuisine made with local ingredients and many vegan + gluten-free options.
Making your Proposal Special
We can’t tell you exactly how to propose, because that comes from you! We recommend reflecting back on your relationship and thinking about the special moments that come to mind. Do something meaningful and memorable! Whether you propose over dinner, in the snowy woods or out in the ice caves- make it unique and special for both of you.
Photo Credit: Ps 139 Photography
A relaxing, romantic and adventurous honeymoon is exactly what Bayfield can offer newlyweds looking to get away! Pinehurst Inn is one of many beautiful Inns here in the Bayfield area- a perfect place to honeymoon! We interviewed with Becky Haller to hear all about their honeymooners and what Pinehurst Inn has to offer. Enjoy!
Tell us a little bit about yourself and Pinehurst Inn.
Mike and I purchased Pinehurst Inn in March of 2016. We made the move from Chicago to Bayfield to enjoy a slower paced life and the beauty of Lake Superior and the Bayfield area. Owning an inn allows me to cook and bake for guests, which I love to do. The Inn is comprised of 2 buildings—the original home built in the late 1800s, which includes 5 guest rooms, and the garden house built in 2003, which includes 3 guest rooms. A 3 course breakfast and an afternoon snack is provided each day.
What makes Pinehurst Inn special for honeymooners?
The Pinehurst Inn is located 3 miles south of downtown Bayfield on 3 ½ acres, surrounded by soaring pines and adjacent to Pike’s Creek. Couples can enjoy the peace, beauty and tranquility that the property offers, yet be just minutes away from Lake Superior and the many activities the Bayfield area has to offer. Many of our rooms have large jetted tubs and fireplaces, and some have private decks—some of the favorite amenities of our honeymooners. We have a number of porches, a patio, and other sitting areas on the property allowing couples to find their own special spot.
What time of the year is busiest for honeymooners?
The summer is the busiest for honeymooners, which is a great time of the year for enjoying Lake Superior, Madeline Island, and all the many hiking and biking trails in the area.
What activities do you typically recommend to honeymooners who stay with you?
It all depends on the couple’s interest. Many of our honeymooners have enjoyed kayaking to the sea caves, exploring Madeline Island, taking a private boat tour to some of the Apostle Islands, hiking the nearby trails, and visiting the local wineries, orchards and farms.
What recommendations do you have for couples looking to honeymoon in Bayfield?
Make sure they schedule any kayaking or small boat tours ahead of time so they are not disappointed if they cannot take the tour they want, but don’t over schedule your trip. Most couples enjoy some down time and the Pinehurst Inn is ideal for rest, relaxation and connecting with one another.
Many couples, families and friends plan trips to Bayfield every year. Whether you’re a first timer or you travel here every summer, the Bayfield area is a perfect destination for your getaway. What better way to propose to your sweetie than surprising them during your vacation!
Matt and Jenn live in Milwaukee and planned a summertime trip up with their closest friends. Jenn had no clue that Matt had another reason for their trip- to propose to her! We spoke with Jenn all about their trip and proposal, we hope you enjoy it!
Matt and I met in 2010 at Valparaiso University in Indiana. I was a freshman in college at Carroll University in Wisconsin and took the train through Chicago to visit a friend that ended up being in the same fraternity as Matt. Matt was so sweet, he offered me his coat when I was cold and (reluctantly) watched Friends with me. As they say, the rest is history. Matt graduated in 2012 and moved to Milwaukee so we could begin our forever together.
What made you choose Bayfield for your trip?
This is a fun story. So we were sitting in one of our favorite Milwaukee bars with Matt’s childhood friend Pat and his wife Meghan planning out our summer. It was the dead of winter and we wanted to road trip somewhere fun! We planned a trip to Bayfield to kayak the Apostle Islands. The weekend was all set in July, I was in charge of the playlist (bad idea), and we were excited. Somewhere between that January weekend and July, unbeknownst to me, Matt decided to bring a ring!
Tell us about your Bayfield trip and your proposal!
Early one Friday morning in July we picked up our friends, packed the car, grabbed coffee and set out north! Even just the road trip up was a blast as we climbed further and further north and made note off all the gorgeous scenery and local color.
Emily, of Lace & Brass Events, is a long time friend of Matt so he reached out and consulted with her on best places to stay, eat, things to do, candy shops to eat everything at, etc. She was instrumental in not only planning a wonderful vacation getaway but also a beautiful proposal!
So we arrive to the perfect Winfield Inn, settled in and met everyone for dinner. We then spent the evening walking around town a little bit and taking it all in. The next morning we jumped on the ferry to Madeline Island to meet up with our kayak guide. We set off in our kayaks and had an amazing time cruising in and out of all the caves along the shore.
After a FULL day of kayaking we were all sore, mosquito bitten, sunburnt- really in a romantic place as you can imagine. On the way back to our rooms, I mentioned that I was planning to wear jeans to dinner instead of the dress I brought. Meghan, knowing what was about to happen exclaimed “NO!” and politely but persistently asked that I change my mind (in hindsight I am so glad she did!). We had a great dinner at The Pier, right in the heart of downtown looking over Lake Superior. As the sun was setting with pinks and oranges bouncing off the lake and we were enjoying our after dinner drinks, Matt began telling me how much he loved his life with me in it. Being completely unaware of what was actually happening, I started to reciprocate my feelings and explain how much I loved him too. Later, come to find out, Pat was ready to kick me under the table and let me know this was not a two sided conversation…
Remember that Matt’s legs are terribly sunburnt from sitting in a kayak but he continues talking and before I know it he is down on one knee with a ring extended out to me asking me to marry him. I was so surprised, I looked at him and all I could say was “SHUT UP!”
Once I gained a slight amount of composure, I said yes, of course! Our friends cheered, the nearby tables realized what was happening and congratulated us, and our amazing waitress brought us a dessert to celebrate. I was still in shock with everything but it was the perfect proposal.
After dinner we continued to walk around town and just enjoy our engagement. All of the cute shops were fun to walk through and the owners were excited to hear our news. My favorite stop was The Candy Shoppe where I picked out a ring pop to enjoy alongside my new ring! Still being a little shaky from the nights events, I actually ended up knocking over a box of candy. As I was picking it all up, Matt proudly exclaimed that it was ok, I could do what I want because we were getting married!!
After the sun set completely it was time to let EVERYONE know! Opening the door to our room, we saw the most beautiful flowers and champagne that Emily arranged with Winfield Inn. Sitting on the porch with that bottle of champagne, cigars and our friends, we alternated calling everyone that needed to know. It was a beautiful night with the moon shining over the trees. A great way to end a perfect day!
The next morning, still elated from the day before, we packed up everything and met Emily and family in town for brunch at The Egg Toss. We enjoyed some celebratory mimosas and continued our stroll through the town’s stores. After our thanks and goodbyes, we set off down the road back to Milwaukee, nearly planning the entire wedding in the car on our way home.
Are there any recommendations you have for someone looking to propose in the Bayfield area?
Plan your trip when that January cabin fever is really setting in. It’s nice to just unplug for a weekend, enjoy the great outdoors and experience a new area. What’s so fun about Bayfield is the natural lake town feel. Everyone is so kind and laid back and the views of Lake Superior are amazing. A never ending supply of outdoor adventuring right at your finger tips. For the actual “big question,” Matt has said it was so helpful having Emily with Lace & Brass Events recommend places to go and thing to do during the trip so the happy couple can focus on one another.
We love hearing love stories, especially those that take place here in Bayfield, WI! When we first heard about Stephen and Melissa’s proposal that happened Apple Festival weekend we knew how special it was.
From the couple, “Our Bayfield trip is something we always look forward to and 2016 proved to be yet another great year! Great people and great memories sure to last a lifetime!” Read ahead to hear their story, and how Stephen pulled off his beautiful surprise proposal!
Tell us a little bit about yourselves and how you met.
Stephen does sales for a Life Safety company and I work at a dental office and have my own Pure Romance business. I have a daughter and found it difficult to meet other people looking to date. Stephen and I met on OkCupid and had our first date at a Mexican restaurant. We had so much fun that night, he even escorted me to Walmart where I had to pick up a pair of fuzzy socks for a friend’s birthday- talk about a keeper!
What made you choose Bayfield?
Stephen’s parents own a place up in Montreal and he had been to Bayfield before, telling me how gorgeous it was. In 2015 we made our first trip up to Apple Festival where we shopped, ate and drank our way through the day and it was perfect! It was only fitting to go back for 2016. Little did I know, he had MANY more tricks up his sleeve for this year!
Tell us about your Bayfield trip and the proposal!
Stephen had a lot of help from Manitou Sailing when it came to the proposal. We were supposed to take a sailboat out that day for a nice sail, but it was pretty cloudy and there were some strong winds making about 6-8 foot waves. Kat with Manitou Sailing brought us a bottle of wine and champange to make it all come together. We were able to sit there to chat have a glass or two of wine and before I knew it, Stephen asked me to be his wife! After that we spent the day shopping, drinking, and eating our way through Apple Festival. The last surprise he had up his sleeve was Old Rittenhouse Inn!! He acted like we were going to have to drive home and when we got back to the car he opened the trunk and took out our bags. The service at Old Rittenhouse Inn was AMAZING. They went above and beyond and made our weekend one we will never forget. It was an incredibly memorable experience.
Are there any recommendations you have for someone looking to propose in Bayfield?
If you are planning on getting engaged in Bayfield don’t wait! It’s a hidden gem that I am so happy to have apart our lives forever!