The Winni Chase Regatta is Postponed
Brewster Academy has made the difficult decision to postpone the Winni Chase Regatta scheduled for Saturday, September 26, due to the forecasted nor’easter and concerns about strong winds and potentially hazardous conditions on Lake Winnipesaukee.
Brewster is now working with participating teams and community partners to reschedule the Winni Chase for May 2027, with a new date to be announced shortly.
Please reach out to communications@brewsteracademy.org with any questions.
THE RACE
2026 WINNI CHASE REGATTA
On Wolfeboro Bay, Lake Winnipesaukee
HOSTED BY BREWSTER ACADEMY
Join us for the Winni Chase Regatta Kickoff Reception on Friday, September 25 from 6-8 p.m. at the Downtown Grill. Register Here.
DATE: Saturday, September 26, 2026
TIME: 7:30 a.m.
LOCATION: Pinckney Boathouse at Brewster Academy, Lake Winnipesaukee, Wolfeboro NH
TYPE OF RACE: 4,500 meter Head Race on a protected area of scenic Winnipesaukee
REGISTRATION: Team registration opens in August and is managed through regattacentral.com
TENTATIVE RACE SCHEDULE:
7:30 a.m. – Mens Jr 4x+
7:40 a.m. – Womens Jr 4x+
7:50 a.m. – Womens Jr 1x
8:00 a.m. – Mixed Jr Novice 8+
8:10 a.m. – Mens Jr 1x
8:20 a.m. – Mens Jr 2x
8:30 a.m. – Womens Jr 4+
8:40 a.m. – Mens Jr 4+
8:50 a.m. – Womens Jr 2x
9:00 a.m. – Mens Jr JV4+
9:10 a.m. – Womens Jr JV 4+
9:20 a.m. – Mixed Jr 2x
9:30 a.m. – Men’s Jr. 8+
9:40 a.m. – Women’s Jr. 8+
9:50 a.m. – Mixed Coxswain Sprint 4+
RACE DETAILS
Brewster Academy is proud to host the fourth annual Winni Chase! This regatta is an early-season competition and a great opportunity to practice BIG S turns in plenty of time for the Charles. We look forward to welcoming you and your team to Lake Winnipesaukee on September 26! Please reach out to the regatta director Sydney Ford with any questions at sford@brewsteracademy.org.
RACE COURSE DESCRIPTION AND RACE RULES
View the race course description and rules for the Winni Chase here.
TEAM REGISTRATION AND TRAILER PARKING
Team Registration at Pinckney Boathouse on Brewster’s campus starts at 7 a.m. Trailers and coaches must check in at the registration table and confirm bow numbers.
Trailer spaces will be determined upon arrival of the truck/trailer. All trailers should have chocks for parking.
VISITOR PARKING AND VIEWING
TEAM TENT AREA
Brewster is a smoke-free and alcohol-free campus. Pets are allowed on campus, but not Brewster Beach. Pets must be on a lead at all times and owners must clean up after their pets.
Team tents may be set up on Palazzo Field located next to the Pinckney Boathouse. Please be sure to clean up your site completely before leaving. You will be able to view the race from Palazzo Field.
Please visit the Downtown Grille tent to purchase coffee and refreshments!
VISITOR VIEWING AREAS
- Pinckney Boathouse
- Palazzo Field
- Brewster Beach (see details below)
Brewster Beach is located just before the finish line and is also a great place to view the race! See the driving directions tab for directions to the Brewster Beach parking lot (please note Brewster Beach is adjacent to campus, and has a separate parking lot accessible from Clark Road. It is not on the main campus of Brewster Academy).
- Pets are not allowed at Brewster Beach
- Tents are not permitted at Brewster Beach
- No lifeguard will be on duty at the beach. There is no swimming allowed on race day.
- Public parking and restrooms are available
DRIVING DIRECTIONS
Brewster Main Campus (and Pinckney Boathouse) Directions
For GPS, enter 80 Academy Drive, Wolfeboro, New Hampshire.
From northern or southern New Hampshire, take Interstate 93 to Exit 15E in Concord, N.H. (I-393). Follow I-393 East to the Epsom traffic circle. From the Epsom circle follow signs for Route 28 North to the Alton traffic circle. Again follow signs for Route 28 North. Shortly after entering Wolfeboro, stay on Route 28 North by turning left at the blinking yellow light (Weston Auto Body). Soon you will see Brewster Academy. Turn left into the main entrance and park in the visitors’ parking area to the left. (If you pass two gas stations on your right, you’ve gone too far.) Turn left into the main entrance and park in the visitors’ parking area to the right on DeWolf Field. Parking is free.
…or…
From Boston, take Route 95 North to Portsmouth, N.H. Take Exit 4, the Spaulding Turnpike/”White Mountains” (left side exit). Follow the turnpike to Exit 15 (Route 11 West), continue to the Alton traffic circle and take Route 28 North. Shortly after entering Wolfeboro, stay on Route 28 North by turning left at the blinking yellow light (Weston Auto Body). Soon you will see Brewster Academy. Turn left into the main entrance and park in the visitors’ parking area to the left. (If you pass two gas stations on your right, you’ve gone too far.) Turn left into the main entrance and park in the visitors’ parking area to the right on DeWolf Field. Parking is free.
Brewster Beach Directions
GPS 87 Clark Road Wolfeboro, N.H. Follow above directions from 28 North Wolfeboro, take left onto Clark Road which is before Brewster Academy. Beach parking is adjacent to Brewster Beach. (please note Brewster Beach is adjacent to campus, and has a separate parking lot accessible from Clark Road. It is not on the main campus of Brewster Academy).
VOLUNTEER OPPORTUNITIES
If you are interested in volunteering to help with the Winni Chase, please contact Nancy Prevost at nprevost@brewsteracademy.org.
SPONSORSHIP OPPORTUNITIES
If you are interested in being a sponsor of the Winni Chase, learn more here or please contact Nancy Prevost at nprevost@brewsteracademy.org.
SPONSORSHIPS
Thank You to Our Sponsors!
PARTNER SPONSOR
David '54 and Rosamund
Carlson Family
JOHN BREWSTER SPONSOR
BREWSTER BOBCAT SPONSOR
PINCKNEY SPONSOR
CREW MEMBER
SPONSORSHIP OPPORTUNITIES
Become a proud sponsor of the 2026 Winni Chase Regatta, and align your brand with one of the premier early-season rowing events in the region! Hosted by Brewster Academy, this regatta offers an exceptional opportunity for teams to fine-tune their skills on Lake Winnipesaukee, perfecting those crucial BIG S turns well before the renowned Head of the Charles.
Sponsoring the Winni Chase Regatta not only provides you with exposure to a passionate and engaged community but also supports a tradition of excellence in competitive rowing. Your sponsorship helps ensure the success of this growing event while offering you prime visibility among athletes, coaches, families, and rowing enthusiasts.
TAKE A CAMPUS TOUR!
The Brewster Admissions Team will be offering group tours after the race for any prospective families who are interested. Tours will depart from the boathouse area at 11 a.m. Look for the Admissions table on the morning of the race to inquire, or contact the office beforehand at 603-569-7200 or admissions@brewsteracademy.org.
WOLFEBORO
While you are here for the Winni Chase, don’t miss out on venturing into Wolfeboro, 2023 runner-up winner Best Small Lake Town in America by Travel & Leisure Magazine. Grab some post-race lunch at one of our many restaurants, and browse through the many retail shops to end your race day in the Oldest Summer Resort in America.
Visit the Wolfeboro Chamber of Commerce website to learn about more special events happening, including Wolfeboro’s Annual Fall Festival, Sidewalk Sale, and Wolfeboro’s Great Pumpkin Hunt 2026, along with places to eat, shop, and stay while you are visiting.
