3rd Oct, Coastal Vibe Cruises
5th Oct, 9.30am Weymouth Beach (dog friendly area)
Meet Love Dogs West Dorset's V.I.P (very important pooch) Walter Wagworthy, give hima high 4 and get your picture taken!
25th Oct - 2nd Nov, Halloween Family Fun (further details in Halloween section below)
31st Oct - 1st Nov, Nothe of the Living Dead (further details in Halloween section below)
3 - 5 October
Weymouth Town & Beach (starting at Weymouth Bridge) FREE Event
3-5 October
Weymouth Pirate Fest, draws on this pirate history with a family friendly festival of fun and shenanigans! Events and re-enactments will take place throughout the town and visitors as well as locals are welcome to dress up and join in. Highlights include:
Nao Victoria
Pirate Parade
Live music
Mini Buccaneers
3rd Oct, Old Time Sailors 7.30pm
Ahoy there shipmates! The Old Time Sailors are setting sail for a venue near you… This year, UK audiences are invited to jump aboard the good ship The Sailorette and join the raggle taggle band of sea gypsies for an adventure on the high seas; time travel, theatre, and roaring tunes!
Grand Opening Fri 3rd Oct, Sticks & Bones
Ahoy, adventurers! A thrilling new escape room has docked at Sticks & Bones —The Legend of Captain Bones is now open and ready to test your wits. Perfect for thrill-seekers, puzzle lovers, and anyone craving a swashbuckling challenge. Follow Sticks & Bones on Facebook to stay updated on all the latest news and events!
A small number of slots will be available on a first come first served basis at the Sticks & Bones Makers Market on Sun 14 Sept from 10am.
Sat 4 Oct, Sticks & Bones
Set sail for a night of rollicking rhythms and salty sea shanties as the Thirsty Ferrets take the stage at Sticks & Bones.
Sat 4th - Sun 5th Oct, Nothe Fort
Ahoy, pirates! On Saturday 4th and Sunday 5th October, Nothe Fort invites you to a weekend of swashbuckling fun—treasure hunts with chocolate coin prizes, pirate games on the Parade Ground, and family-friendly activities throughout the site. All activities are included with admission and free for Annual Pass holders.
Vist the website for more details https://nothefort.org.uk/events/family-fun-pirate-weekend/?occurrence=2025-10-04
4th Oct, Weymouth Beach (opposite The Black Dog)
Calling all Jack Sparrows & Wanna Be's! Time to get dressed up as your favourite pirate Capt Jack Sparrow and join the crew for a great photo opportunity. Suitable for all ages.
4th Oct, The Belvedere Inn, doors 1.45pm (2pm start) FREE Event
4th Oct, Finns
Live music from Balance of Power PLUS a large selection of rum!!!
4th Oct, Coastal Vibe Cruises
Weymouth Library & Learning Centre, details tbc
Library Gets Lively; pirate themed story and crafts!
2nd - 6th Oct, 10am - 8pm Visitors Pontoon at Weymouth Harbour
Step aboard history this October in Weymouth! From 2–6 October, the stunning replica of the Nao Victoria—the protagonist of the first ship to circumnavigate the globe—will dock in Weymouth Harbour, opening her decks to the public. Tickets £8 Adults, £4 Kids, Families £20 (t&c applies)
Tickets available at: tickets.fundacionnaovictoria.org
Ahoy there, cheese connoisseurs! The Cheese Rack in Weymouth is setting course for flavour as it joins the Pirate Festival with a bold and briny Pirate-Themed Menu that’ll send your taste buds on a high-seas adventure. From the mighty Buccaneers Bounty Burger to the legendary Jolly Rogers Cheeseboard, every dish is a treasure waiting to be devoured!
Open from 11am - 6pm EVERY DAY!
Set sail for flavour at Wafflicious in Weymouth this Pirate Fest, where the menu’s gone full buccaneer! Whether ye be landlubber or seasoned sailor, drop anchor at Wafflicious and feast like a pirate—X marks the spot for delicious loot!
See also 40's-50's Week Highlights Page
17- 26 Oct
Are you going to join in?
- Weymouth Pavilion - Lipstick On your Collar Fri 17th
- Knitwits - Knit and Knatter for the over 60's at Whitehead Ross
- Dry Dock- 40/50 acoustic music set
- Wafflicious - 40/50's Diner Discounts for dressed up customers!
- Weymouth Rock & Roll Weekender on Saturday 25th & Sunday 26th October
- 40-50's film showings at Weymouth Pavilion incl: Singing in the Rain (Sun 19) and Some Like it Hot (Tue 21)
- Jive dancing in the streets - timings to be confirmed
See also TC Jive And Stroll - NEW 6-week Jive and Stroll Course + Sunday Night Messaround starting 14 Sept at The Centenary Club
Visit the 40's/50's weekend highlights page for more details
See also Half Term Highlights Page
25th October ONLY 10am-1pm- Ticketed EVENT
This Halloween, old fairy tales awaken as familiar faces, like Little Red Riding Hood, Cinderella, Hansel and Gretel, and more, find themselves hunted down and cast out from their homes by the most evil villains of story and song, from Prince UNCharming to the Wickedest Stepmother of all!
We hope you'll come and find out as you venture through Weymouth on a Halloween trail where riddles must be unravelled, puzzles conquered, and cunning tested.
All those correctly completing the challenge will win a small prize. LIMITED number of slots (Last year we SOLD OUT) so early booking advised here www.tickettailor.com/events/weareweymouth/1748270
26th Oct - 2nd Nov
FREE EVENT
If you didn't manage to catch the LIVE Zombies, then you can still do the Scary-tale this Halloween via the QR code POSTERS!
How will you triumph in the face of such darkness?
Are you brave eniough to take up the challenge and help win back the Magical Kingdom of Grimm?
This October half term, we hope you'll come and find out if the villains be banished back into the shadows before the wicked curse takes hold forever. All you need is a QR code compatible mobile phone and the willingness to crack the code! All correct answers submitted will be entered into a prize draw.
Thu 30th Oct, 4.30 - 8pm Starting at Millenim Square (outside The Range)
Get ready to haunt the town! Whether you're a ghoul, witch, zombie, vampire, or something delightfully spooky, we want YOU to join the Halloween Parade and Trunk or Treat in full costume!
Halloween Parade - 4.30pm, starting at Millenium Square
Trunk or Treat 6-8pm, Melcombe Regis Car Park
Join the reimagined Halloween Parade through town, ending in a Trunk or Treat extravaganza at Melcombe Regis Car Park! Expect around 40 decorated cars, sweets and gifts for the kids, activities, refreshments available to purchase and prizes for the most scary Halloween trunk!
18th Oct - 1 Nov, 5pm til late, Southside Funfair
Screams guaranteed this Halloweenat Weymouth's biggest Zombie Funfair! Expect trick or treat for the kids, hook a monster, teen zones, jump scares or ride the ghost train of terror if you dare! £4 per person.
Don’t miss out – book your slot today at: https://tinyurl.com/4z5sbat3
Fri 31st Oct - Sat 1 Nov, Nothe Fort (various time slots) Minimum age 16, under 18's to be accompanied by a paying/participating adult. Ticketed event.
Nothe of the Living Dead combines jump scares and escape dungeon-style challenges and puzzles in an hour-long experience that sees participants take on a chilling quest to save the world from an undead takeover.
Tickets avail at https://www.tickettailor.com/events/islandcommunityaction/1844051</a
Thu 30th Oct, 7.30pm, The Closet Bar & Night Club
Get ready for a monstrously fun evening at the Halloween Shrek Quiz Night on 30th October! For just £3 entry, you’ll enjoy a night packed with Shrek-themed cocktails, a pumpkin carving competition, and a chance to win cash prizes. Expect plenty of laughs, giveaways, and ogre-sized surprises—don’t miss out!
Sat 25th Oct - Sun 2 Nov 10.30am - 4pm, Nothe Fort
This October half term, the Nothe Fort is brewing up a Spooktacular mix of Halloween fun for all ages! Hunt for mischievous mice, play Pumpkin Golf, bowl with ghosts, and enjoy fiendish games and creepy crafts. Don’t miss the Spooky Cave Adventure on 29–30 Oct, courtesy of South Coast Adventures. More eerie surprises still to come!
This event is included in the price of admission and is free with an Annual Pass.
30th Oct, 8pm til late, Sticks & Bones
Get ready to do the Time Warp again! On 30th October, Sticks & Bones transforms into a glittering den of glam, camp, and chaos for Rocky Horror Night!
Fri 31st Oct, from 7pm, The Closet Bar & Night Club
Join The Closet this Halooween for Shrek Sing-alongs, Shrek decor and drag mayhem! Plus aprize Bingo and drag show with Rougie. Ticket entry £15 (or bottomless coctails for £30) Pay for Bingo entry and ger free entry to the Shrek rave after party.
October half term, Weymouth SEALIFE Adventure Park
Get ready to follow an immersive trail, protect the ocean, and complete spook-splash-tastic challenges to become a true Sea Defender. Visit the website for more details.
31st Oct, Sticks & Bones
3-6pm - Face painting - add a splash of spooky style to your Halloween
7pm - Spooky Quiz—a ghoulishly good night of trivia and terror!
31st Oct, The Award Winning Royal Oak, Dorchester Road
Get ready for a spooktacular night at The Royal Oak this Halloween! Join them for a hauntingly good time with live music kicking off at 4pm from the talented Jordan Watts, followed by the electrifying sounds of The Thirsty Ferrets from 9–11pm.
Weymouth Pavilion, all tickets £5, age rating: U
26th Oct - Hotel Transylvania
28th Oct - Hotel Transylania 2
30th Oct - Hotel Transylvania 3: Summer Vacation
31st Oct - Hotel Transylvania 4: Transformania
25th Oct, 6-9pm, Dry Dock
Get ready for a spine-tingling night of thrills and tunes at Open Mic Fright Night! This Halloween-themed bash brings together local talent and eerie vibes, topped off with a special live performance from Aaron Carter.
13 Oct - 3rd Nov, Rendezvous and Royal Oak Weymouth
Expect devilishly good cocktails, spine-chilling shots, haunted décor, and the fang-tastic return of the Halloween Bottomless Brunch. It's all happening at Rendezvous - where the spirits come out to play!