OCTOBER
1 - Music on the Railway - At Wiscasset, Waterville & Farmington Railway, 97 Cross Road, Alna. Departure 2 p.m. to The Pavilion at Alna Center Station for an afternoon of music featuring Maine-based musicians Lauren Crosby, Jenny Lou Drew and Darby Sabin. Tickets and more info: https://bit.ly/3Hn0fAV
1-8 - Maine Day Ventures/Foodie Tours - Enjoy a guided walk through town and visit restaurants and shops to taste the culinary delights of Boothbay Harbor. Wednesday through Sunday 10:30 a.m. to 1:30 p.m. Private tours available. Reservations: 207-233-7485.
2 – 30 - Wiscasset Rec Scavenger Hunt - Hints to find the hidden scarecrow can be found on the Wiscasset Rec Center Facebook page. When you find one, take a photo and send it via FB Messenger or email Lucy at loyster@wiscassetrec.com
5 - Boothbay Farmers Market - Final market of 2023! Thursday on Boothbay Common, 9 a.m.-noon.
6 - Wiscasset Farmers Market – Last market for 2023! Friday Route 1 at the Wiscasset Town Office parking lot - 9 a.m.-noon.
6 - First Friday Art Tour - The final 2023 event of this self-guided tour of Boothbay Harbor’s galleries in the region. Demos, new art, refreshments!
7 - Cider Pressing at Pownalborough Court House - Cider pressing and sampling 10 a.m.-2 p.m. Open for tours from 10 a.m. to 4 p.m. $10 for adults; free for kids under 16. 23 Court House Road, Dresden.
7, 14, 21 - Pumpkin Pickin’ Trains to SeaLyon Farm: Hayrides, snacks, food, games and, of course, pumpkins await. Multiple train departures from the WW&F Railway, 97 Cross Road, Alna. FMI/tickets: www.wwfry.org
7, 8 - Fall Foliage Festival – Hours: 10/9 – 9 a.m. to 5 p.m.; 10/10 – 10 a.m. to 4 p.m. Large craft fair, live music, pumpkin carving contests, giant pumpkin carving, fair food, more than 100 artists and makers, children’s activity corner. Boothbay Railway Village, 586 Wiscasset Road/Route 27, Boothbay. 207-633-4727. http://railwayvillage.org
14 – Scarecrow Fest – Wiscasset! 11 a.m. to 3 p.m. Face painting, stories, games and scarecrow building, $5 to leave it, $10 to take it home; Maine Obsolete Auto League's vintage car collection; Touch-a-Truck, from noon to 3 p.m.; vendors and craft tables. Free coffee. Food and beverages for sale. A family movie will be running during the event. Plus: The Chili/Chowder/Pumpkin Dessert Challenge! Wiscasset Municipal Building.
14 - Sheepscot Star Gazing Special - At Wiscasset, Waterville & Farmington Railway, 97 Cross Road, Alna. Departure: 7:30 p.m. Be part of a Central Maine Astronomical Society Party! FMI/tickets: https://bit.ly/3AzfliT
21 – Kathy Mattea – Opera House at Boothbay Harbor – 7:30 p.m. Advance discounted tickets $40, available through the box office: Regular tickets $45 online: https://boothbayoperahouse.com and day of show. 86 Townsend Ave., Boothbay Harbor.
27 - Railway Spooktacular! - Boothbay Railway Village, 586 Wiscasset Road/Route 27, Boothbay. 10 a.m. to 4 p.m. Barrel rides, tricks and treats, train rides, games, the monster dig! FMI/tickets: https://bit.ly/3HhQYtx
28 - Tannahill Weavers - Opera House, 86 Townsend Ave., Boothbay Harbor. 7:30 p.m. Advance discounted ticket $25 through box office: 207-633-5159, regular tickets $30 at www.boothbayoperahouse.com and at the door.
31- Halloween Parade -From 3 to 4 p.m. take a walk through the haunted Boothbay Harbor Memorial Library (BHML) and sip warm cider (courtesy of Boothbay Harbor Region Chamber of Commerce). Play giant-sized lawn games before the lineup for the parade through town starting at 4 p.m., 4 Oak St. FMI: 207-633-3112.
31 - Nightmare on Federal Street - 4-6:30 p.m. Ghoulish fun: Halloween parade. Block party - music, food; 5:45 - costume contest: must sign up by 5:30.