Nov
3
to Nov 21

Hometown Hero Season of Fuel Giveaway

Sometimes our neighbors need a little extra kindness. Which is why we are thrilled to announce that Eastern Propane is again rewarding one lucky Hometown Hero a FREE season of fuel this winter, along with assistance to three more heroes. They want and need your help to do so.

If you, or someone you know, is on Active Duty, a Veteran, or Police, Fire, or EMT nominate them for a FREE season of fuel by Friday, November 21st. The recipient can be a family member, friend, neighbor, or even yourself. Fill out the form at https://eastern.com/season-of-fuel-giveaway/ and tell them your hero story for a chance to win FREE fuel for the rest of the 2025-26 heating season!

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Nov
21
6:00 PM18:00

An Evening with Gingerbread Amy

Location: Dark Lake Lodge
Wolfeboro
Event dates: November 7, 14, and 21
Web: yourticketopportunity
Gingerbread Amy is rehearsing her act for a winter residency in Hood River, Oregon, and you are invited to participate. We will meet at Dark Lake Lodge, Gingerbread Amy's personal residence in Wolfeboro, and create a cottage of gingerbread together, enjoy fresh baked cookies, and learn additional crafts. It's about hanging out in a relaxed way and having a good time. Wine and cheese too!

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Nov
27
2:00 PM14:00

Community Thanksgiving Dinner

Location: First Congregational Church
115 South Main Street, Wolfeboro
Telephone: 603-569-1555
Web: http://www.wolfeboroucc.org/upcoming-events

Would you like a hot family style Thanksgiving Dinner? Would you like some people to be with on what can be a very lonely day? Do you just enjoy eating, chatting, and meeting new people? Consider yourself invited to a FREE Community Thanksgiving Dinner with all the fixings.

Appetizers will be available at 2pm. Dinner will be served around 4pm.

RSVPs are helpful but not necessary.

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Nov
29
9:00 AM09:00

27th Annual KRHS Craft Fair

Location: Kingswood Regional High School
396 South Main St, Wolfeboro NH
Telephone: 603-569-2055
Web: http://sites.google.com/site/kingswoodcraftfair

9 am - 3 pm

Free Admission

Handicap Accessible 

Plenty of Free Parking

Santa Claus

Face Painting

Raffle 

Gift Wrapping

Fun for the Entire Family!

Presented by Kingswood Student Organizations:

Future Business Leaders of America  

National Honor Society

 
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Nov
29
3:00 PM15:00

Christmas in Wolfeboro Parade

Location: Main Street, Wolfeboro
Brewster Memorial Field to Mill St.
Telephone: 603-569-2200
Web: www.wolfeborochamber.com
Join us in the parade!
Here is the ENTRY FORM

Noon - 4:00p.m. “Fill A Truck with Toys” collection for Wolfeboro Children’s Christmas Fund. Bob’s Firetruck will be parked at the Chamber of Commerce/former Railroad Station. 32 Central Ave, on your way to the parade.

3:00p.m. Christmas in Wolfeboro Parade travels from Brewster Academy North to Mill St. Santa and Mrs. Claus will turn around at Mill Street returning to use his magic to light Wolfeboro’s Community Christmas Tree!

Then warm up at the First Congregational Church (115 S. Main St.) for a free Community Christmas Carol Singalong hosted by Clearlakes Chorale. All are welcome, no tickets are required. Come and go as you like and enjoy singing in the season with all your favorite carols!

4:00 - 5:00p.m. Visting with Santa Claus and Mrs. Claus at Santa’s Hut

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Dec
4
to Dec 14

Festival of Trees

Location: Wright Museum of World War II
77 Center St, Wolfeboro NH
Web: https://www.wolfeborofestivaloftrees.com/

The Festival of Trees is a two-weekend holiday celebration that raises funds each year for a variety of local charities and nonprofit organizations. Nearly 100 uniquely decorated trees, created by local businesses, organizations, and individuals, fill both levels of the Wright Museum of World War II. While the museum is normally closed in winter, Festival guests are invited to tour the exhibits during their visit.

Thursday, December 4 – Preview Gala (6–8 PM)
Tickets go on sale November 1 via Eventbrite ($75/person, advance purchase required).
A festive evening featuring wine, beer, and hors d’oeuvres from local restaurants, with live music and the first viewing of the decorated trees. This year we are introducing a Silent Auction being supported by local merchants and businesses.

Wednesday, December 10 –
Pizza & Beer/Wine Night (6–8 PM)

Saturday, December 13 –
Kids Holiday Festival with Santa (10 AM–4 PM)

Saturday, December 6 –
Festival & Craft Fair (10 AM–4 PM)

Sunday, December 7 –
Festival Open (12–3 PM)

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Dec
7
5:00 PM17:00

Lakes Region Humane Society Holiday Dinner and Awards Ceremony

Register:

  1. Register Online Now! 

  2. Phone: Call us at (603) 539-1077 with your credit card information.

Parking is available on both the north and south sides of the O Bistro Barn.

Date: Sunday, December 7th at 5 pm
Location: O Bistro Barn, Wolfeboro, NH
Cost: $85.00 per person
This event is a sellout. Payment confirms registration but is non-refundable.


Annual Awards Ceremony honoring:
- Jake Award Recipient – Revo Casino & Social House

- Volunteer of the Year – Dawn Hogan

- President’s Award – Carole Hunt

What to Expect:
Dress: Holiday Attire

Cash Bar: Cash & Credit Cards

Giving Opportunities to support our furry friends

  • Mac & cheese

  • Bread & herb butter

  • Coffee & dessert

Menu Highlights:

  • Assorted appetizers

  • Beef tenderloin & herb roasted chicken

  • Garlic mashed potatoes, carrots, green beans


We look forward to celebrating the season with you!

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Dec
19
7:00 PM19:00

Rock My Soul - Ringin' in the Merry Holiday Concert

Location: First Congregational Church
115 South Main Street, Wolfeboro
Telephone: 603-569-1555
Web: Tickets

Get ready for an evening where gospel spirit meets holiday joy! Join us for a high-energy celebration featuring R&B, pop, soul, and doo-wop–inspired Christmas carols and festive favorites.

Experience the magic on Friday, December 19
Tickets: $25 (children under 12 free)

Proceeds support ProjectMusicWorks and the missions of FCCW. Don’t miss this uplifting holiday event for the whole family!

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Nov
14
6:00 PM18:00

An Evening with Gingerbread Amy

Location: Dark Lake Lodge, Wolfeboro
Event dates: November 7, 14, and 21
Web: yourticketopportunity

Gingerbread Amy is rehearsing her act for a winter residency in Hood River, Oregon, and you are invited to participate. We will meet at Dark Lake Lodge, Gingerbread Amy's personal residence in Wolfeboro, and create a cottage of gingerbread together, enjoy fresh baked cookies, and learn additional crafts.

It's about hanging out in a relaxed way and having a good time. Wine and cheese too!

View Event →
Nov
7
6:00 PM18:00

An Evening with Gingerbread Amy

Location: Dark Lake Lodge
Wolfeboro
Event dates: November 7, 14, and 21
Web: yourticketopportunity
Gingerbread Amy is rehearsing her act for a winter residency in Hood River, Oregon, and you are invited to participate. We will meet at Dark Lake Lodge, Gingerbread Amy's personal residence in Wolfeboro, and create a cottage of gingerbread together, enjoy fresh baked cookies, and learn additional crafts. It's about hanging out in a relaxed way and having a good time. Wine and cheese too!

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Sep
27
11:30 AM11:30

Kingswood Youth Center's 16th Annual Chili Challenge

Location: Foss Field Pavillion
88 Lehner St., Wolfeboro NH
Fundraising organization: Kingswood Youth Center (KYC)
Telephone: 603-569-5949
Email: info@thekyc.org
Web: www.thekyc.org

KYC's 16th Annual Chili Challenge (at Wolfeboro Parks and Recreation's Fall Festival!) Taste and be the judge of chili prepared by some of our community's best chefs! Tickets are $10 for adults and $5 for children. All proceeds support Kingswood Youth Center's services to local youth.

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Sep
26
to Sep 27

Wolfeboro Sidewalk Sale Days

Location: All around town.
Wolfeboro, NH 03894
Telephone: 603-569-2200
Email: assistant@wolfeborochamber.com

Please note - many shops participating in Sidewalk Sale Days will have indoor sales, without a table on the sidewalk. Go on inside the shops!
Also,
Winding Brook Direct Primary Care - On Saturday -set up on sidewalk at the entrance to Cate Park

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Sep
26
to Sep 28

Wolfeboro's Great Pumpkin Hunt

  • Google Calendar ICS

Get your Pumpkin Hunt Map
Maps can also be picked up at the Wolfeboro Area Chamber of Commerce.
Pumpkins may be painted, carved,
plastic, 3-D etc.
Who will win the first Wolfeboro’s
Great Pumpkin Award!


Presented by: Wolfeboro AreaChamber of Commerce
603-569-2200 assistant@wolfeborochamber.com

Friday, September 26 - Sunday, September 28:
Find the pumpkin in participating businesses and vote for your favorite!

Turn in your vote along with your list of pumpkins found no later than 10:30 Monday morning September 29. 32 Central Ave, Wolfeboro or send to assistant@wolfeborochamber.com

Those finding all pumpkins on the map will be entered to win $100 in Chamber Dollars. Chamber Dollars may be spent as cash with any member business of Wolfeboro Area Chamber of Commerce.

Find a minimum of ten (10) pumpkins and you will be entered to win $25 in Chamber Dollars

Friday and Saturday: 10a.m. to 3p.m. - Stop by the Chamber of Commerce/Information Center and guess how many candy corn are in the pumpkin! Closest guess to the total takes home the jar of candy and a chocolate pumpkin!

Look, there is even more fun for you this weekend!
Sidewalk Sale Days

James Montgomery Concert

Winni Chase Regatta

Walk For Jim

2nd Annual Flower Festival

Wolfeboro’s Annual Fall Festival

Kingswood Youth Center's 16th Annual Chili Challenge

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