Each year, Old Rittenhouse Inn and Bayfield, Wisconsin, host many Special Events. These events create even more reasons to visit the “Best Little Town in the Midwest” at any time of year. See what’s coming up below.

April, 2020
Day(s) Date(s) Event
Sun April 12, 2020 Easter Sunday Brunch

An Easter Tradition at Bayfield’s Landmark
Enjoy a 3-course gourmet brunch this Easter Sunday at Landmark Restaurant, located in the historic Old Rittenhouse Inn. Start with fresh baked breads and a choice of three items: a Spring Green Salad with Blackberry vinaigrette dressing, Chicken Amaretto Soup, or Poached Apples with yogurt, raspberry sauce and granola. A choice of delicious entreés includes Crab Benedict, French Toast with Bacon, Chicken and Brie Crepes, Blackened Lake Trout, and Pork Loin Steak with brandy mushroom cream sauce. Finish your dining experience with desserts including Hot Fudge, Rum and Turtle Sundaes, Tiramisu, or French Silk Pie.
Hours: 10am to 2pm Sunday, April 12, 2020. Call (715) 779-5111 for reservations.

Fri & Sat April 17, 18, 2020 Red Wine Weekend

Sample and enjoy a variety of Cabernets, Zinfandels, Merlots, and Pinot Noirs and more at this weekend dedicated to great wine, food, and friends.

May, 2020
Day(s) Date(s) Event
Mon May 1, 2020 Bayfield in Bloom

The city of Bayfield knows how to celebrate Spring in style. Local farms and orchards welcome visitors with plant sales and shopping opportunities. Gardening enthusiasts will love the city wide Garden Tour. Cap things off with a live airing of Garden Talk with Larry Meiller on NPR broadcasting live from the Bayfield Pavilion. Event Website

Sun May 10, 2020 Mother's Day Brunch

Rittenhouse Brunch for Mom is served in 3-courses. To start, guests enjoy homemade bakery and preserves along with a fruit dish such as a Peach-Blueberry Parfait, or Mixed Greens Salad.

Brunch is offered from 10am to 2pm on Mother’s Day. Reservations are recommended, call (715) 779-5111

Thurs - Sat May 14 - 16, 2020 Chequamegon Bay Birding & Nature Festival

Nature lovers and birders of all ages and skill levels can participate in over 100 field trips and programs covering all things nature. The event coincides with the peak of spring migration on Wisconsin’s South shore of Lake Superior. A variety of field trips, seminars and live action will excite, entertain and enlighten you! Event Web Site

Fri - Sun May 29 - 31, 2020 Sound Cheq Music Fest

Experience a 3-day weekend’s worth of music in nearby Washburn with local and regional musicians performing Friday through Sunday at 6 different venues. One wristband gets you into every show. Sound Cheq Music Fest Web Site

Sat May 30, 2020 Bayfield Garden Tour

Bayfield is known for its many beautiful gardens. On this special weekend visitors are invited to view the gardens and ask questions of the gardeners. Bring your design notes and get ready to be inspired. Garden Tour Web Page

June, 2020
Day(s) Date(s) Event
Sun June 14, 2020 Traditional Blessing of the Fleet

An annual event in Bayfield, the Blessing of the Fleet is meant to ensure a safe and bountiful season for all mariners. This tradition has its roots in Mediterranean fishing villages, when the local Catholic priest would bless the ships and their crews. At the 1:00pm Parade through Bayfield City Harbor, you ca expect to see commercial fishing boats, tugs, powerboats, sailboats, excursion crafts, kayaks, rowboats and more. All vessels in the Chequamegon Bay are invited to participate.

Sat June 20, 2020 Apostle Islands Inline Skate Marathon

Glide over smooth pavement through scenic woodlands with breathtaking views of Lake Superior and the Apostle Islands. This inline race has a full marathon, half marathon and fun race. The 8.7-mile looped course features a combination of flats, curves, straightaways and two hairpin turns through beautiful Madeline Island. Apostle Islands Inline Skate Marathon Web Site

Tue June 23, 30, 2020 Concerts By The Lake

Bayfield’s Concerts By The Lake take place from mid-June to early September at Memorial Park featuring popular local and regional musicians. The Tuesday night shows are free and open to the public. Event Web Page

Show time is 7 – 9pm. 

Sat June 27, 2020 Superior Vistas Bike Tour

During this eco-friendly, family oriented ride (not a race!), you’ll appreciate the scenic, paved, low-traffic roads. Cruise gently rolling hills with views of Lake Superior and the surrounding forest and countryside. Ride options include loops of 13, 19, 34, 52, and 70 miles, a 40-mile out and back, and a 100-mile century ride. Superior Vistoas Bike Tour is a supported ride with route map, support vehicles, and food/beverage stops en-route and at the finish line. Superior Vistas Bike Tour Web Site

July, 2020
Day(s) Date(s) Event
Tue July 7, 14, 21, 28, 2020 Concerts By The Lake

Bayfield’s Concerts By The Lake take place from mid-June to early September at Memorial Park featuring popular local and regional musicians. The Tuesday night shows are free and open to the public. Event Web Page

Show time is 7 – 9pm. 

Fri - Sun July 17 - 19, 2020 Bay Days

Nearby Ashland’s premier summer festival is Bay Days, held at Bayview Park on Chequamegon Bay. From festival food to face painting, live music and contests, there is something for everyone at this annual event. Event Web Site

Sat & Sun July 18, 19, 2020 Bayfield Festival of the Arts and Gallery Tour

The Bayfield Community shares a close connection to the arts. From local artists and musicians who live and work in the area, to the many who find inspiration in the unspoiled beauty of the Bayfield Peninsula, Lake Superior and the Apostle Islands. The Bayfield Festival of the Arts features a juried arts and crafts show held in the Memorial Park overlooking Bayfield Harbor. There’s also a live art auction, local gallery tours and demonstrations. Festival of the Arts Web Page

August, 2020
Day(s) Date(s) Event
Sat August 1, 2020 Point to LaPointe Swim Race

This annual swim race from Bayfield to Madeline Island consistently sells out its 550 spots. Support personnel accompany swimmers by kayak. Event Web Page

Tue August 4, 11, 18, 25, 2020 Concerts By The Lake

Bayfield’s Concerts By The Lake take place from mid-June to early September at Memorial Park featuring popular local and regional musicians. The Tuesday night shows are free and open to the public. Event Web Page

Show time is 7 – 9pm. 

September, 2020
Day(s) Date(s) Event
Tue September 1, 8, 2020 Concerts By The Lake

Bayfield’s Concerts By The Lake take place from mid-June to early September at Memorial Park featuring popular local and regional musicians. The Tuesday night shows are free and open to the public. Event Web Page

Show time is 7 – 9pm. 

October, 2020
Day(s) Date(s) Event
Fri - Sun October 2 - 4, 2020 Apple Festival

Named one of the Ten Best Fall Harvest Festivals in the Nation by USA today, Bayfield’s Apple Fest is now in its 56th year. Make your lodging plans well ahead of time, as the average attendance is over 50,000. Bayfield Apple Festival Web Site

Sat October 10, 2020 Whistlestop Marathon, Blues & Brews

Nearby Ashland’s premier fall event combines a marathon and half marathon with a blues festival and beer tasting. The marathon course is relatively flat and well paved, winding its way through lush woods full of gorgeous fall color. Event Web Page

November, 2020
Day(s) Date(s) Event
Wed - Sat November 4 - 7, 2020 Big Water Film Festival

Featuring films by local and regional artists, as well as national and international releases, the Big Water Film Festival is held at nearby Ashland WI’s Bay Theater with additional screenings in Bayfield, Washburn and Drummond, WI. Event Web Site

Fri & Sat November 6, 7, 2020 Fall Brew Weekend

Sample a wide variety of local, regional, and imported brews at this entire weekend dedicated to great beer, food, and friends. Meet the brewers, take a tour, and try the many styles including Pilsners, Lagers, Pale Ales, ‘Fest’ Beers, Porters, and more.

Fri & Sat November 13, 14, 2020 Red Wine Weekend

Sample and enjoy a variety of Cabernets, Zinfandels, Merlots, and Pinot Noirs and more at this weekend dedicated to great wine, food, and friends.

Wed - Fri November 25 - 27, 2020 Thanksgiving at the Inn

Landmark Restaurant at Old Rittenhouse Inn is open for Thanksgiving Dinner from 1:00pm to 7:00pm. We will offer a special 2-night Thanksgiving Lodging and Dining Package, available Wednesday through Friday.

Fri - Mon November 28 - 30, 2020 Shop Hop Passport

Experience the best of holiday shopping at Bayfield’s Holiday Shop Hop. Enjoy great deals and holiday prizes all while supporting local businesses! Learn More

Sat November 28, 2020 Holiday Tree Lighting Ceremony

Come usher in the holiday on one of Bayfield’s magical winter nights. Enjoy treats, warm drinks, and Christmas carols! Read More.

Join us between 4:30 and 6pm on Saturday, November 28th.

Sat November 28, 2020 Madeline Island Holiday Boutique

Visit the Madeline Island Museum and browse an enticing variety of hand-crafted arts and goods for sale at this beloved traditional holiday event featuring local and regional arts and crafts.

Sat & Sun November 28, 29, 2020 Wassail Concert

11/28 6:30PM Wassail Concert
11/29 12:00PM Wassail Concert

People of all ages will enjoy this event combining a gourmet meal with holiday chamber music by the Old Rittenhouse Singers. Our 1890s Queen Anne Victorian Mansion is decorated for the season with pine bough roping and twinkling white lights, with a gigantic 16′ Christmas tree decorated with hundreds of ornaments. More Info

December, 2020
Day(s) Date(s) Event
Tue December 1, 2020 Bayfield Hometown Holidays

Bayfield is a special place to spend the holiday season. In addition to our Wassail Concerts at Old Rittenhouse Inn, there is much to see and do in our town including holiday shopping, celebrating with friends, or taking advantage of Bayfield’s wealth of outdoor activities. The scheduled events include the Holiday Shop Hop, the Holiday Tree Lighting Ceremony, Bayfield’s Shop Local for the Holidays Night, the Holiday Spirit Gallery Tour and, of course, Santa’s Arrival on the Madeline Island Ferry! Event Web Page

Tue - Mon December 1 - 14, 2020 Shop Hop Passport

Experience the best of holiday shopping at Bayfield’s Holiday Shop Hop. Enjoy great deals and holiday prizes all while supporting local businesses! Learn More

Thur - Sun December 3 - 6, 2020 Wassail Concert

12/3 6:30PM Wassail Concert
12/4 12:00PM Wassail Concert
12/5 12:00PM Wassail Concert
12/5 6:30PM Wassail Concert
12/6 12:00PM Wassail Concert

People of all ages will enjoy this event combining a gourmet meal with holiday chamber music by the Old Rittenhouse Singers. Our 1890s Queen Anne Victorian Mansion is decorated for the season with pine bough roping and twinkling white lights, with a gigantic 16′ Christmas tree decorated with hundreds of ornaments. More Info

Fri December 4, 2020 Bayfield's Shop Local for the Holidays Night

Celebrate the holidays with special sales and late hours at our local businesses! Learn More

Event hours are from 5 – 8pm. 

Sat December 5, 2020 Holiday Spirit Gallery Tour

Come experience the best of Bayfield’s galleries with local tours featuring handmade jewelry, pottery, paintings, and more! You’ll find something for everyone on your gift list. Read more.

Explore the galleries from 10am – 5pm on Saturday, December 5th.

Sat December 12, 2020 Santa Arrives on the Ferry

Bring the kids for pictures with Santa Claus as he rides into town on the Madeline Island Ferry! Read More

Come meet Santa from 11:30am – 1pm on Saturday, December 12th.

Sat & Sun December 12, 13, 2020 Wassail Concert

12/12 12:00PM Wassail Concert
12/12 6:30PM Wassail Concert
12/13 12:00PM Wassail Concert

People of all ages will enjoy this event combining a gourmet meal with holiday chamber music by the Old Rittenhouse Singers. Our 1890s Queen Anne Victorian Mansion is decorated for the season with pine bough roping and twinkling white lights, with a gigantic 16′ Christmas tree decorated with hundreds of ornaments. More Info

Sat & Sun December 19, 20, 2020 Wassail Concert

12/19 12:00PM Wassail Concert
12/19 6:30PM Wassail Concert
12/20 12:00PM Wassail Concert
12/20 6:30PM Wassail Concert

People of all ages will enjoy this event combining a gourmet meal with holiday chamber music by the Old Rittenhouse Singers. Our 1890s Queen Anne Victorian Mansion is decorated for the season with pine bough roping and twinkling white lights, with a gigantic 16′ Christmas tree decorated with hundreds of ornaments. More Info

January, 2021
Day(s) Date(s) Event
No Events this Month
February, 2021
Day(s) Date(s) Event
Sat & Sun February 6, 7, 2021 Apostle Islands Sled Dog Race

Grab your winter gear and get ready for some fun at the 25th Annual Apostle Islands Sled Dog Race. Pick a team and follow them through the checkpoints, or find a good spot and watch all the mushers come through. Each station provides coffee and hot water to warm up, and there are a variety of other activities to enjoy throughout the weekend. AISDR Web Site

March, 2021
Day(s) Date(s) Event
No Events this Month