New England Events attract hundreds of thousands annually to attend Country Fairs, Festivals, Celebrations, and Annual Traditions.
Explore the Top New England Events below. Include Your New England Event! Feature your New England Event in New England Living Magazine.
Every June, sweet-toothed travelers from across New England and beyond converge on Dover-Foxcroft, Maine, for the state’s most mouth-watering event: the Maine Whoopie Pie Festival. This joyous annual celebration draws thousands of attendees to the Piscataquis County town for a day filled with whoopie pies, live entertainment, games, and community spirit. Recognized as the most attended annual event in Maine during the month of June, the festival has earned a special place in the hearts of locals and visitors alike.
Whether you’re a dessert connoisseur, a fan of small-town fairs, or just looking for an unforgettable day out with the family, the Whoopie Pie Festival promises a taste of authentic Maine fun.
The Maine Whoopie Pie Festival began in 2009 as a way to celebrate Maine’s iconic dessert—the whoopie pie. A whoopie pie traditionally consists of two chocolate cake-like cookies with a fluffy white filling, and it’s so beloved that it was designated Maine’s official state treat in 2011.The festival was the brainchild of Dover-Foxcroft’s Center Theatre, a non-profit performing arts organization looking to create a family-friendly fundraiser that would also showcase the town’s unique charm. What started as a modest community gathering quickly grew into a signature summer event. Over the years, the festival has featured local bakers, professional dessert chefs, and ambitious amateur competitors—all vying for top honors in the whoopie pie competitions.
Today, the event attracts more than 6,000 attendees each year, making it one of the largest and most anticipated small-town festivals in Maine. It has been featured in Yankee Magazine, the Boston Globe, and various culinary travel blogs, solidifying its reputation as a must-visit Maine experience.
📅 Date: Annually in late June (typically the last Saturday)
📍 Location: Downtown Dover-Foxcroft, Maine
🎟 Admission: Modest entry fee (children under 12 free)
Dover-Foxcroft is located in central Maine, in the heart of Piscataquis County. The town offers scenic views, access to nature, and a warm, welcoming vibe. The downtown area is transformed into a festive pedestrian-only zone during the event.
Browse the map below to locate current VRBO vacation homes, hotel rates, and special offers.
5 East Main Street, Dover-Foxcroft, ME 04426
A charming boutique inn located in a historic downtown building just steps from the festival grounds. Offers modern rooms with rustic charm and a popular on-site café serving locally sourced dishes and coffee. Ideal for couples or solo travelers.
41 Elm Street, Dover-Foxcroft, ME 04426
This cozy B&B is set in a restored colonial home with antique furnishings and a home-cooked breakfast. The welcoming hosts make this a top pick for visitors looking to relax in an authentic Maine setting. Walking distance to the festival.
Sebec Lake Area – Address Provided on Booking
Ideal for families or small groups, Harrison’s Hideaway is a lakeside cottage rental about 10 minutes from downtown Dover-Foxcroft. Fully equipped kitchen, lake access, and peaceful surroundings make it a popular choice for an extended stay.
🌐 Available via Airbnb and VRBO.
24 Elm Street, Guilford, ME 04443 (10-minute drive)
Located in nearby Guilford, this stately Victorian inn offers a serene atmosphere with gardens, country breakfasts, and comfortable rooms. It’s a great alternative if downtown lodging fills quickly.
261 Haskell Road, Bangor, ME 04401 (~40-minute drive)
A trusted brand hotel with modern amenities, an indoor pool, complimentary breakfast, and easy access from I-95. Ideal for travelers wanting to stay closer to Bangor but commute in for the day’s festivities.
Parking is available in designated lots with shuttle service offered during the event.
Stay Overnight: Lodging fills up quickly—book early!
The Maine Whoopie Pie Festival is more than just a sweet treat—it’s a feel-good community celebration that captures the spirit of small-town New England. It’s a place where kids laugh through frosting-smeared smiles, bakers share their finest creations, and everyone goes home with a little extra joy (and maybe a few extra calories). Whether you’re a Maine local or a visitor from afar, it’s a unique cultural and culinary event that you’ll want to experience again and again.
Where to Stay when visiting the Maine Whoppie Pie Fair?
Browse Dover-Foxcroft, Maine, area VRBO Vacation Home Rentals, Hotels, Inns, Resorts, and Airbnb Rentals below.
Contact us for information about featuring your business in New England Living Magazine.