Ski Boot and Stiletto Challenge, women’s 3-inch stiletto heel race and men’s ski boot race, benefits the Lift Up Foundation, DiMillo’s Floating Restaurant, Portland. $25, $30; $75 per team. liftupfondation.org. 5 p.m. (rain date Oct. 27).


Miss Maine and Friends, Julie Furtado sings and dances, benefits Miss Maine’s journey to the top and the Children’s Miracle Network, City Theater, Biddeford. $10, $12. [email protected] 7 p.m.

Live Benefit Auction, benefits missions of the church, Peoples United Methodist Church, South Portland. 799-1413. Viewing 6 p.m., auction 7 p.m. 


High Hopes Jam, benefit concert for Waterville’s High Hopes Clubhouse by Tim Sullivan and The Funk Punks, The Gabriel Zacchai Trio, and Frank Hopkins and Line of Force; Unity Centre for the Performing Arts. $15. 948-7469. 7:30 p.m.

Hardy Girls Healthy Women’s Freaky 5K Fun Run and Walk, with prizes and a costume contest, Colby College (Alfond Athletic Center), Waterville. $25; $15 for students. 861-8131. 9:30 a.m.

Halloween Dance, benefits the 19th-century Willowbrook Museum, 21-plus; Sokokis Hall, Limerick. $15; $25 per couple; BYOB. 793-2693. 8 p.m. to midnight.

“It’s Time to Pick Apples for Charity,” apple picking for Good Shepherd Food Bank, Thompson’s Orchard, New Gloucester. Free. 542-3723. 8 to 10 a.m.

Benefit 5K Run and Walk, benefits the Kennebunk Downtown Association, Duffy’s Tavern and Grill, Kennebunk. $22. duffyskennebunk.com. 8 a.m.

SailMaine Soiree Auction, live music by Sly-Chi, hors d’oeuvres and a silent auction, Portland Yacht Services Complex. $30 to $40. sailmaine.org. 7 to 10 p.m.

Twilight in the Park, display of light in tribute to all of your friends, neighbors and loved ones who have touched your life; benefits Hospice of Southern Maine; Deering Oaks, Portland. $10. 289-3643. 5:30 to 7:30 p.m.


First Annual Grahamtastic Connection 5K Run and Walk, benefit for the Grahamtastic Foundation, which helps seriously ill children stay connected with laptops, Grahamtastic Connection Office, Springvale. Free. 608-5088. 10 a.m


Third Annual Yarmouth Art Festival, works from 75 artists for sale, St. Bartholomew’s Episcopal Church, Yarmouth. Free admission. yarmouthartfestival.com. 10 a.m. to 7 p.m. today and Friday; 10 a.m. to 4 p.m. Saturday.

Falling Leaves Craft Fair, Standish Baptist Academy. 642-5358. 9 am. to 3 p.m. Friday and Saturday.

66th Annual Harvest Fair, crafts, Christmas items, raffles, white elephant tent, kids’ carnival, silent auction and more, Pride’s Corner Congregational Church, Westbrook. 318-0778. 6 to 9 p.m. Friday; 9 a.m. to 2 p.m. Saturday.

OgunquitFest, scarecrow contest, haunted house, classic car show, Bridge to Beach Bed Race, pumpkin decorating, ghost stories, craft bazaar and more, Main Street, Ogunquit. visitogunquit.org. Various times Friday to Sunday.

First Parish Market Arts and Crafts Fair, First Parish Church, Freeport. firstparishmarket.com. 10 a.m. to 4 p.m. Saturday.

We Love Munjoy Hill Festival, live music, food, vendors, kids’ crafts and activities, games and demonstrations, East End Community School, Portland. munjoyhill.org. 10 a.m. to 3 p.m. Saturday.

Second Annual Harvest Fest, pancake breakfast, costume parade, hay rides, pumpkin decorating, concerts on the bridge and more, downtown Kennebunk. kennebunkfestivals.com. 8 a.m. to 6 p.m. Saturday.

Fall Family Festival, fall labryinth, magician, pumpkin carving, face painting, treat-bag decorating and more, Farnsworth Art Museum, Rockland. $5/donation. farnsworthmuseum.org. 10 a.m. to 1 p.m. Saturday.

Harvest Festival, cider pressing, apple bobbing, feedsack races, pie contest, bake sale and face painting, Morris Farm, Wiscasset. Free. morrisfarm.org. 10 a.m. to 2 p.m. Saturday.

Great Maine Apple Day, vendors, apple art, cider making and more, Common Ground Education Center, Unity. $4; $2 for MOFGA members. 568-4142. Noon to 4 p.m. Sunday.



A Dash of Diva: Girls Night Out, comic Karen Morgan, band The Awesome, belly dance troupe Naya Trance, cocktails and more; Holiday Inn By the Bay, Portland, $20, $30. 791-6600. 4:30 to 10 p.m.

Full Dome Double Feature, “Two Small Pieces of Glass” and “IBEX,” shows about the history and science of telescopes and the solar system’s outer edge, USM Southworth Planetarium, Portland. $5, $6. 780-4249. 7 and 8:30 p.m.

“The Jungle Book,” rhythmic reinterpretation performed for and by children, Children’s Museum and Theatre of Maine, Portland. $8, $9. 828-1234. 4 p.m. Friday; 1 p.m. Saturday; 4 p.m. Sunday.


National Theater in London Live, encore screening of “The Kitchen,” Lincoln Theater, Damariscotta. $15. 563-3424. 1 p.m.

Candlelight Harvest Dinner, with live entertainment, Faith Lutheran Church, Windham. $15; by donation for children under age 12. 892-9158. 5 p.m.

Family Walk Through Riverton Neighborhood and Trolley Park, map-guided walks; 1K, 5K or 10K routes; Riverton Community Center, Portland. Free. 774-3415. Registration 8:30 to 11:30 a.m.

WMPG’s “Watch Your Language” Live, two half-hour episodes will be recorded, Mayo Street Arts, Portland. $5/donation. wmpg.org. 4 to 5:30 p.m.

“Moon Witch,” fun Halloween show for the entire family, USM Southworth Planetarium, Portland. $4, $6. 780-4249. 3 p.m. Saturday and Sunday. Through Oct. 30.


Tales for Families: An Evening of Story, with Susan Dries and Bill Hinderer, Little Meetinghouse of North Windham, Windham. $5; $3 per child; $10 per family. 892-9346. 7 p.m.


Met Opera Live, encore screening of Donizetti’s “Anna Bolena,” Strand Theatre, Rockland. $27. rocklandstrand.com. 1 p.m.

Port Veritas Spoken Word Night, World Series Poetry Slam, Local Sprouts Cooperative, Portland. $3, $5. localsprouts.coop. 7 p.m.

OCT. 27

Dinner with the Pirates, Portland Pirates coaches, players and Ice Girls will be guest servers, Ri Ra Irish Pub, Portland. Menu prices. 761-4446. 7 p.m.



Movies at the Museum: “Sholem Aleichem: Laughing in the Darkness” (2011), Portland Museum of Art. $ 7. 775-6148. portlandmuseum.org. 6:30 p.m. Friday; 2 p.m. Saturday and Sunday. Through Oct. 30.


Banned Book Film Festival: “Beloved” (1998; rated R), Portland Public Library. Free. portlandlibrary.com. 1:30 p.m.


Fall Film Series: “Indencies” (2010), York Public Library. Free. 363-2818. 3 p.m.

“Orbit” (2011), 80-minute movie about the solar system, USM Southworth Planetarium, Portland. $8; $6 for ages 12 and under. space538.org. 1 p.m.


“Stars,” Bowdoin College (Sills Hall), Brunswick. Free. 725-3928. 7 p.m.


“Fright Night” Film Series: “Psycho” (1960), Patten Free Library, Bath. Free. 443-5141. 6:30 p.m.

“In Good Time: The Piano Jazz of Marian McPartland” (2011), documentary of jazz legend, Bowdoin College (Sills Hall), Brunswick. Free. 798-4141. 7 p.m.



Mystery Month of Maine Crime Authors, with Gerry Boyle, author of “Port City: Black and White,” Lithgow Public Library, Augusta. Free. 626-2415. 6:30 p.m.

Caitlin Shetterly, author of “Made for You and Me: Going West, Going Broke, Finding Home,” Norway Memorial Library. 743-5309. 7 p.m.

Barbara Walsh, author of “August Gale: A Father and Daughter’s Journey into the Storm,” Longfellow Books, Portland. 772-4045. 7 p.m.


Kennebooks Presents Tomie DePaola, author of “Strega Nona’s Gift,” Nonantum Resort, Kennebunkport. Free. 967-6136. 4:30 p.m.

Poetry Reading, with Nancy Henry, Anna Wroebel and Jim Donnelly, Harlow Gallery, Hallowell. $3. 685-3636. 7 p.m.


Jessica Kinney, author of “The Pig Scramble,” Fryeburg Academy. 935-9232. 2 p.m.


Ann Murray Paige, author of “Pink Tips,” breast cancer survivor and filmmaker, University of New England Hannaford Lecture Hall, Portland. 620-6641. 4 p.m.

Bobby Gross, author of “Living the Christian Year,” Stroudwater Christian Church, Portland. 523-9071. 7 p.m.


Brown Bag Lecture, with Richard Shane Cohen, author of “Healing After Dark,” Portland Public Library. Free; bring a lunch. 871-1710. Noon.

Mystery Month of Maine Crime Authors, with Paul Doiron, author of “Trespasser,” Lithgow Public Library, Augusta. Free. 626-2415. 6:30 p.m.


Swing Dance, music by Maine Swingin’ DJs, Deering Grange Hall, Portland. $8. 653-5012. Lessons at 8 p.m.; dance at 9 p.m. Friday.

Contra Dance, music by Soupbone with caller Maggie Robinson, Mayo Street Arts, Portland. $7. mayostreetarts.org. 8 p.m. Saturday.

Ecstatic Dance, with DJ, The Awake Collective, Portland. $10 to $20. theawakecollective.com. 10 a.m. to noon Sunday.