Wellesley Wonderful Weekend 2026 will be held on May 16-17.
Wellesley Wonderful Weekend will be held on Saturday, May 16 and Sunday, May 17. Check back at this location for updates to the schedule
Schedule for 2026 Weekend
Month of May
Wellesley Wonderful Weekend
Wellesley Main Library
Historical Displays – 250th Anniversary of the Birth of America – Main Library, 530 Washington Street
Regular Hours – Monday to Thursday, 9 a.m. to 9 p.m. Friday, 9 a.m. to 6 p.m.; Saturday, 9 a.m. to 5 p.m.; Sunday, 1 p.m. to 5 p.m.
Thursday, May 14th
7:30 p.m. to 9 p.m.
‘Voices and Songs of Liberty‘
A Patriotic Concert Celebrating the 250th Anniversary of the Birth of America
Concert by Wellesley Symphony Orchestra, Wellesley Town Band and the Wellesley Choral Society.
Special Guest Soloist — Ayla Brown
Wellesley Hills Congregational Church
207 Washington Street
Friday, May 15th
All Weekend – Historical Displays – Main Library, 530 Washington Street, Library hours – Friday 9 a.m. to 6 p.m.; Saturday: 9 a.m. to 5 p.m.; Sunday, 1 a.m. to 5 p.m.
Saturday, May 16th
Encampment Display
Living History Presentations –
18th Century military equipment, Royal Irish Artillery—Morton Park Field, 485 Washington Street
8 a.m. to Noon
*Pancake Festival* at Wellesley High School — Wellesley Key Club, Wellesley Kiwanis Club, Location: Wellesley High School, 50 Rice Street
8 a.m. to Noon
Free Vision Screening and Eyeglass Collection —Wellesley Lions Club, Location: Wellesley High School, 50 Rice Street
9 a.m. to Noon
“Touch a Truck” at Department of Public Works, 20 Municipal Way (off Rt. 9). Sensory Hour held from 11 a.m. to Noon, no honking.
9 a.m. to 1 p.m.
Open House at Wellesley Municipal Light Plant, 4 Municipal Way (off Rt. 9)
10 a.m. to 11:15 a.m.
Hemlock Gorge Guided Walk (3/4 mile) Wellesley Trails Committee
Explore near silent trails, seven-arched Echo Bridge and field once dotted with wigwams. 381 Eliot Street, Newton Echo Bridge Office Park, park on side of parking lot facing river.
10 a.m. to 1 p.m.
Open House at Wellesley Main Fire Station #2
457 Worcester Street
10 a.m. to 1 p.m.
Open House at Wellesley History & Exhibit Center
Wellesley Historical Society
323 Washington Street
10 a.m. to 2 p.m.
Tollhouse Shop Sale —
Wellesley Historical Society, 229 Washington Street
11 a.m. to 3 p.m.
Open House at Wellesley Police Station, 485 Washington Street
Noon to 2 p.m.
Open House at
Wellesley Council on Aging
500 Washington Street
1 p.m. to 2 p.m.
Meet Paul Revere, Re-enactment of Drafting of Declaration of Independence — Wellesley Celebrations Committee, Sponsor: Community Fund for Wellesley. Town Hall, 525 Washington Street.
1 to 3 p.m.
Build Your Own — Nancy’s Troll and Fairy House Event” — at Pickle Point on Morses Pond — in memory of Nancy Bagdasarian. Wellesley Conservation Land Trust, Crosstown Trail. Parking area -opposite 49 Russell Road (for elementary school kids and their families)
2 p.m. to 3 p.m.
Front Lines of Valley Forge,
General George Washington — Davenport Family Letters Detail Soldier’s Life and the Hardships for Families and Service Members — Presented by Family Descendants — Wellesley Celebrations Committee, Sponsor: Community Fund for Wellesley. Town Hall, 525 Washington Street.
3:30 to 6 p.m.
*Pups in the Park, Rotary Club of Wellesley, Friends of Wellesley Veterans, Inc., and Wellesley Celebrations Committee, Hunnewell Field, 438 Washington Street
4 p.m.
Veterans Ecumenical Memorial Mass at Saint Paul Church, organized by Wellesley Veterans Council, 502 Washington Street
Sunday, May 17th
8 a.m. — 5K Run
9 a.m. — Kids Run
Wonder Run 5K Race and Kids Fun Run –
Certified family 5K road race, followed by a Kids Fun Run and activities/prizes. Wellesley Hills Junior Women’s Club, Wellesley High School, 50 Rice Street
Wellesley Hills Junior Women’s Club (WHJWC) is pleased to present the 13th annual Wonder Run 5K & Kid’s Fun.
USATF certified 5k road race through scenic Wellesley Hills that starts and ends at the High School. Proceeds from the Wonder Run directly support scholarships for deserving local students, and grants for organizations and programs that provide education, enrichment, and essential services to our local community.
Registration is online (click here) at Wellesley Hills Junior Women’s Club Wonder Run 5K & Kid’s Fun Run
8 to 10 a.m.
Guided Bird Walk at Morses Pond — Wellesley Conservation Land Trust. Meet at Turner Road gate to Morses Pond. Park on the wooded side of Turner Rd.
8 a.m. to 12:30 p.m.
Antique Car Show “Wheels of Wellesley XIII” on Central Street, Wellesley Square Organized by the Modifiers Car Club and the Wellesley Celebrations Committee (from Juniper Restaurant to Fire Station 1)
1 to 3 p.m.
58th Annual Wellesley Veterans Parade 2026 Theme: 250th Anniversary
of Birth of America.
Route from Wellesley Community Center, 219 Washington Street Along Washington Street (Route 16) to Central Street in Wellesley Square. Reviewing Stand in front of Wellesley Village Church. Wellesley Celebrations Committee
4:30 p.m. to Dusk
Picnic in the Park at Hunnewell Field,
438 Washington Street
Food by Captain Marden’s and others, *Food, *drinks, *kids’ rides, crafts, games, *ponies, & other fun.
“Opener Concert” Features
Wellesley Town Band
Headliner Concert Features
The Reminisants
and a musical theatrical performance by The Wellesley Theatre Project
Dusk
Fireworks – The Biggest and the Best! at Hunnewell Field, 438 Washington Street Sponsors: Roche Bros. Sudbury Farms, Needham Bank and the Donohue Family
Wednesday, May 20th
*Taste of Wellesley
Charity event featuring local restaurants, cafes and caterers
Wellesley Country Club,
Rotary Club of Wellesley
*Please note, asterisk indicates a small fee may be charged.