Festivals near Wolfeboro, NH.

Goffstown Giant Pumpkin Weigh-Off & Regatta

• Oct. 18 - Oct 19, 2025
• Downtown Goffstown - Goffstown, NH USA

One third giant pumpkin weigh-off, one third fall festival and one third pumpkin regatta? The Goffstown Giant Pumpkin Weigh-Off and Regatta has it all ....

Portland Elks Harvest Craft & Bake Sale

• Oct. 18 - Oct 18, 2025
• Portland Elks Lodge 188 - Portland, ME USA

A day full of local crafters filling the Alden Ballroom; lunch served in the Member's Lounge; Bake Sale with lots of cakes, cookies, and candies. Home ....

Riverside Ink Art

• Oct. 17 - Oct 18, 2025
• 519 Cumberland Ave #2 - Portland, ME USA

• Arts (Arts & Crafts)
• Arts (Tattoo)
• Food / Wine / Beer
• Music
• Outdoor / Recreation

• $25 - $50

The Riverside Ink Art Festival isn’t your typical tattoo event. It’s a wild mix of ink, art, music, and stories shared by people who live ....

9th Annual Mt. Sunapee Duck Drop

• Oct. 12 - Oct 12, 2025
• Mount Sunapee Resort - Newbury, NH USA

Northcape Design Build is proud to be back for the 9th annual Duck Drop at Mount Sunapee Resort on October 12 from 10 a.m. to 2 p.m. with awards at 3 ....

Concord Skelly Run

• Oct. 11 - Oct 11, 2025
• Concord - Concord, NH USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

78th Annual Warner Fall Foliage Festival

• Oct. 10 - Oct 12, 2025
• Downtown Warner - Warner, USA

If you’re a lover of fall in New England, this is the event for you. The best part? It is all free. Come and celebrate the rural life and vibrant foli ....

Trucks at the Track

• Oct. 7 - Oct 7, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

Smuttynose Rockfest Half Marathon and 5K

• Oct. 5 - Oct 5, 2025
• Hampton Beach, NH - Hampton, NH USA

• Sports / Fitness

• $25 - $50
• $50 - $100

The 16th Annual Smuttynose Rockfest Half Marathon and 5K returns to Hampton, NH on Sunday, October 5, 2025. Join thousands of runners as you rock your ....

26th Annual Autumn Craft Festival on the Lake

• Oct. 4 - Oct 5, 2025
• Mill Falls Marketplace - Meredith, NH USA

• Community (Local / Fair)
• Holiday (Other)

Celebrate the Beauty of Fall at the Autumn Craft Festival on the Lake Embrace the colors, flavors, and creativity of the season at the 26th Annual Au ....

BrickUniverse Portland, ME LEGO® Fan Expo

• Oct. 4 - Oct 5, 2025
• James A Banks Sr Portland Exposition Building - Portland, ME USA

• Community (Family & Kids)

• $10 - $25

Highlights Marvel at amazing works of art built with LEGO® bricksMeet renowned artists and gain insights into their unique building techniquesUnl ....

41st Annual Apple Harvest Day

• Oct. 4 - Oct 4, 2025
• Downtown Dover - Dover, NH USA

You haven’t experienced fall in New Hampshire if you haven’t been to Dover’s storied Apple Harvest Day. This daylong celebration of all thing autumnal ....

ArtsFest

• Oct. 3 - Oct 3, 2025
• 111 Bedford St - Portland, ME USA

• Arts (Performing Arts)
• Community (Community / Social)
• Community (Family & Kids)
• Music
• Other / General

• FREE!!

Join us for ArtsFest, celebrating the grand opening of the University of Southern Maine's Crewe Center for the Arts from 1-5 pm. Experience live stude ....

NH Book Festival

• Oct. 3 - Oct 4, 2025
• Capitol Center for the Arts - Concord, NH USA

Welcome to the New Hampshire Book Festival — where stories come alive and community thrives. Join us in downtown Concord, NH, October 3–4, 2025, for a ....

Cafely Roast Rally

• Sep. 29 - Sep 29, 2025
• Cafely - Portsmouth, NH USA

• FREE!!

Get ready to raise a mug and celebrate National Coffee Day on September 29, a day that brews up warmth, connection, and a whole lot of flavor across t ....

Start Your Sip Story with Cafely on National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Kittery, ME USA

• FREE!!

Hey coffee lovers! Have you ever paused to think about what makes a simple cup of coffee so special? With National Coffee Day coming up on September 2 ....

Hello Newman - A Sunday Funday Casablanca Concert Cruise!

• Sep. 28 - Sep 28, 2025
• Casablanca Cruises - Portland, ME USA

• Community (Local / Fair)
• Music

• $25 - $50

That '90s band ! Hello Newman is "That '90s Band" you vaguely remember from your best nights out in Maine. Having played over 1000 shows, more than h ....

Hello Newman - A Sunday Funday Casablanca Concert Cruise!

• Sep. 28 - Sep 28, 2025
• Casablanca Cruises - Portland, ME USA

• Music

• $25 - $50

That '90s band ! Hello Newman is "That '90s Band" you vaguely remember from your best nights out in Maine. Having played over 1000 shows, more than h ....

Open Farm Day- Hackmatack, Berwick, Maine

• Sep. 28 - Sep 28, 2025
• Hackmatack Farm \u0026 Playhouse - Berwick, ME USA

June 22nd (Raindate: June 29th) & September 28th (Raindate: October 5th) Twice a year the land at Hackmatack opens up for two family-friendly festival ....

Bedford Big Band Live at the Rockingham Ballroom

• Sep. 27 - Sep 27, 2025
• Rockingham Ballroom - Newmarket, NH USA

• Music

• $10 - $25

The Rockingham Ballroom is turning 91, and we’re marking the occasion in style with the return of a true crowd favorite, the Bedford Big Band! This po ....

Trucks at the Track

• Sep. 27 - Sep 27, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

Biddeford Oktoberfest

• Sep. 27 - Sep 27, 2025
• Pearl Street - Biddeford, ME USA

• Food / Wine / Beer

• $25 - $50

Join us for Biddeford's Third Annual Oktoberfest on Saturday, September 27, 2025 from 1-6pm, with VIP early access starting at 12pm! Heart of Biddefor ....

CELEBRATE CORNISH 25

• Sep. 27 - Sep 27, 2025
• Cornish Fairgrounds - Cornish, ME USA

• Food / Wine / Beer

A DAY OF FUN AT CORNISH TROTTING PARK ....

Latin Dance Party with DJ Javier & Fluere Dance

• Sep. 20 - Sep 20, 2025
• Rockingham Ballroom - Newmarket, NH USA

• $10 - $25

Feel the rhythm take over the Ballroom as DJ Javier lights up New England’s largest wooden dance floor with a high-energy Latin mix perfect for dancer ....

GUITAR MONSTERS with Jon Butcher, Johnny A, Chris Anderson, and James Montgomery

• Sep. 19 - Sep 19, 2025
• Tupelo Music Hall - Derry, NH USA

• $25 - $50

This great line-up features 3 Grammy nominees, 2 New England Music Hall of Fame inductees, 1 Boston Music Hall of Fame inductee and a legendary Southe ....

Alison Krauss and Union Station, Jerry Douglas & Willie Watson at Bank of NH Pavilion

• Sep. 19 - Sep 19, 2025
• BankNH Pavilion - Gilford, NH USA

• Music

• $50 - $100

The Queen Bluegrass and her band are back in a big way! They're promising to bring new music, and they're also going on a tour with other standouts of ....