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Halloween on Martha's Vineyard: The Puppet Parade, Happy Haunting, Circuit Avenue and the Up-Island Parties, Town by Town (2026)

Halloween on Martha's Vineyard 2026, town by town: Edgartown's Happy Haunting on Sunday, October 25, Halloween in Oak Bluffs on Saturday, October 31, the museum's Halloween on the Hill, the library events, haunted Edgartown walks and Circuit Arts' revue at the Grange, plus how the Vineyard Haven puppet parade ran in past years (set for October 31 at 4 PM).

By Updated Oct 30, 2026Facts checked Oct 30, 2026 · 1 tracked 13 min read
Halloween on Martha's Vineyard: The Puppet Parade, Happy Haunting, Circuit Avenue and the Up-Island Parties, Town by Town (2026)
Fall · a lane under the treesPhoto by MV Vacation

A wet lane under the trees in fall, yellow leaves still on the branches and plenty more on the ground. The island’s color peaks in the Halloween week, two or three weeks after the mainland’s.

Halloween on Martha’s Vineyard is a small-town holiday that runs for a week. In 2026 Halloween falls on a Saturday, and the Oak Bluffs Association has set Halloween in OB for the day itself, Saturday, October 31. Also posted for the 31st: Halloween on the Hill at the Martha’s Vineyard Museum, the West Tisbury library’s party, and evening hours with cider and candy at the Vineyard Haven library. In the days before come the Vineyard Preservation Trust’s haunted walking tour in Edgartown (October 22) and Circuit Arts’ Halloween revue at the Grange Hall (October 27 to 31). Also confirmed now: Edgartown’s Happy Haunting on Sunday, October 25. Vineyard Haven’s puppet parade is set for Saturday, October 31 at 4 PM, starting at the Mansion House. Martha’s Vineyard Screenprinting has now posted its haunted house for October 30 and 31. Vineyard Haven’s business association has now posted its anticipated Halloween night plan: the parade walks from the Mansion House to Church Street from 4 PM, Main Street is closed by the Capawock from 4:30, and Spring and William Streets close for trick-or-treating from 5 to about 9 PM. Not announced for 2026 yet: the Ag Hall and Chilmark fire department parties. Confirmed events below carry their 2026 date; the rest are described as they ran in 2024 or 2025, with the year named.

05 LINES
THE DATES Thursday, October 22 to Saturday, October 31, 2026

Posted so far: the haunted Edgartown walk on the 22nd, Circuit Arts’ revue at the Grange Hall from the 27th to the 31st, and on Saturday the 31st Halloween in Oak Bluffs, the museum’s party and the West Tisbury and Vineyard Haven library events. Happy Haunting in Edgartown is Sunday the 25th; the Vineyard Haven puppet parade is Saturday the 31st at 4 PM; the up-island parties are not announced for 2026 yet. In 2027 Halloween is a Sunday.

THE BIG NIGHT Vineyard Haven, Saturday, October 31

In 2025 the 15th annual puppet parade left the Mansion House on Main Street at 4, William Street trick-or-treating started at 5:30, and parts of Spring and William Streets were closed to cars until about 9. For 2026, Visit Vineyard Haven’s posted plan (marked anticipated): the parade gathers at the Main Street entrance from 3:30, walks from the Mansion House to Church Street from 4 to 4:30, and Main Street is closed at 35 Main, the block by the Capawock, from 4:30 to 6:30 for the festivities. From 5 to about 9 PM Tisbury Police close Spring Street from Look Street to Main and William Street from Spring Street to Woodlawn for trick-or-treating. A car parked on Spring, Center, William or Church that needs to leave before 10 PM should be out by 3. Confirmed so far: the Vineyard Haven library stays open 5 to 8 PM on the 31st with cider and candy.

THE SATURDAY TOWN Oak Bluffs, Saturday, October 31

The Oak Bluffs Association has set Halloween in OB for the 31st this year: trick-or-treating at the Circuit Avenue businesses from noon to 3 PM and a costume contest at the Flying Horses at 2 PM, with a trunk-or-treat at the Oak Bluffs School from 5 to 7 PM the evening before. In 2024 it brought trick-or-treating at the Circuit Avenue businesses, a costume parade and contest, movies at the Strand, a dog costume contest and mini-pumpkin decorating. In 2025 the town also closed Vineyard Avenue to cars from 4 to 8 PM on Halloween night for the door-to-door crowd.

THE DAYLIGHT ONE Edgartown, Sunday, October 25

Happy Haunting, the Board of Trade’s shop-to-shop trick-or-treating downtown, is 10 AM to 1 PM on Sunday, October 25, rain or shine, and in past years the Edgartown police have set out an impressive candy bar spread at the bottom of Main Street. The FARM Institute has not posted its Halloween barnyard event for 2026, and after dark there are the haunted walking tours below.

THE WEATHER Highs around 60, sunset 5:40

Late October is jackets and wood smoke, with the clocks still on summer time until November 1. The afternoon parties are in daylight; the door-to-door part is in the dark, so a flashlight earns its place in the candy bag.

The cream front of the Strand Theatre on Oak Bluffs Avenue with its script sign and white columned entrance, a green lamppost and an orange shop next door
Oak Bluffs · Oak Bluffs AvenuePhoto by MV Vacation

The Strand Theatre on Oak Bluffs Avenue, which has shown spooky films during Halloween in OB in past years. Circuit Avenue, where the shop-to-shop trick-or-treating has been, starts around the corner.

Town by town, in the order the week runs

Know Before You Go

Confirmed for 2026, and how past years ran

EDGARTOWN

Confirmed for 2026: the Vineyard Preservation Trust’s Haunted Historic Edgartown Walking Tour with Seamus Rattigan, Thursday, October 22, 7 to 8:30 PM from the Carnegie on North Water Street, $30 a person, a benefit for the Trust. The Trust lists it as sold out. His regular Haunted Edgartown walk (90 minutes, $30, PG-13) runs Saturdays through October 31, usually at 7:30 PM, with 5:30 PM twilight walks on October 17, 24 and 31 for families who want to be home before dark. Confirmed for 2026: Happy Haunting, the Board of Trade’s shop-to-shop trick-or-treating downtown, on Sunday, October 25, 10 AM to 1 PM, rain or shine.

VINEYARD HAVEN

Confirmed for 2026: the Vineyard Haven Public Library at 200 Main Street stays open 5 to 8 PM on Saturday the 31st, with cider and candy from the Friends of the Library for families taking a break from trick-or-treating. The puppet parade leaves the Mansion House at 4 PM on the 31st. Confirmed for 2026: the haunted house at Martha’s Vineyard Screenprinting, 426 State Road, on Friday and Saturday, October 30 and 31, with kid-friendly spooks from 4 to 5:30 PM and lights-out horror from 7 to 10 PM, $10 for adults and $5 for children 10 and under, the proceeds going to the Tisbury Fire Department. William Street isn’t announced for 2026 yet. In 2025 the parade left the Mansion House at 4 PM, William Street got going at 5:30 with parts of Spring and William Streets closed until about 9.

THE MUSEUM, THE 31ST

Confirmed for 2026: Halloween on the Hill at the Martha’s Vineyard Museum, 151 Lagoon Pond Road in Vineyard Haven, Saturday, October 31, 4:30 to 6 PM, free with donations welcome: trick-or-treating, popcorn, games, seasonal crafts and a quiet sensory space, with costumes and candy buckets encouraged. For grown-ups, the museum’s talk on Thursday, October 29 (5 to 6 PM, registration on its events page) is Tales from the Grave, island historian Chris Baer on the Vineyard’s lost and unmarked burial places. Walking or biking up the hill is the easy way.

OAK BLUFFS, SATURDAY THE 31ST

Confirmed for 2026: Halloween in Oak Bluffs on Saturday, October 31, set by the Oak Bluffs Association and on the town calendar: trick-or-treating at the Circuit Avenue businesses from noon to 3 PM, the Flying Horses open for rides from 10 AM to 4:30 PM with a costume contest at 2 PM, and a 21+ Murder on the Dance Floor gala at Red Cat Kitchen at 9 PM. The night before, Friday the 30th, brings the Oak Bluffs PTO’s trunk-or-treat at the Oak Bluffs School from 5 to 7 PM, a zombie bar crawl from Black Joy Kitchen at 6 PM and Beetlejuice at the Strand at 7:30 PM. In 2024, when it was held the Saturday before Halloween, it ran trick-or-treating at participating businesses from noon to 3, a costume parade from the Island Theatre at 2 with the contest winners named in Healy Square, movies at the Strand, a dog costume contest and mini-pumpkin decorating, and the Best Fest Parade with the Upis Land Band filled Circuit Avenue that evening. In 2025 Vineyard Avenue was closed to cars from 4 to 8 PM on Halloween night for the door-to-door crowd, and the Ritz threw a costume party with $500 in prizes.

UP-ISLAND AND THE GRANGE

Confirmed for 2026: the West Tisbury library’s Halloween party on Saturday the 31st, 2 to 4 PM, free, with costumes, a hayride, games, spooky refreshments and trick-or-treating at the Field Gallery; How To Be A Witch, a read-aloud with potion making for ages 4 and up, at the same library on Thursday the 29th, 3:30 to 4:30; and Circuit Arts’ Halloween show, Spirits and Spirits: Vivienne Vale’s Vaudeville Revue, at the Grange Hall from October 27 to 31, $25 general admission, at 7:30 PM Tuesday to Friday and twice on Halloween itself, at 6 and 8:30 PM. Earlier, on Saturday, October 17 from noon to 1:30, the island libraries’ costume swap at the West Tisbury library let families take home a gently used costume, with or without one to trade in. Not announced for 2026 yet: the Ag Hall party (in 2025 from 6 PM, with pizza, games and hayrides through the cemetery after dark) and the Chilmark Fire Department’s party at the Chilmark Community Center (5 to 5:45 PM on Halloween night in 2025).

Main Street in Edgartown lined with parked cars, shade trees and American flags
Edgartown · Main StreetPhoto by MV Vacation

Main Street in Edgartown under the trees, flags out and the shops open. On Sunday, October 25 these sidewalks fill with costumes from ten in the morning, the shopkeepers handing out the candy.

Glass display cases at the Chicken Alley Thrift Shop in Vineyard Haven filled with Halloween decorations: skull candles, a skeleton paper lantern, a grim reaper candy bowl, a stuffed ghost and fall leaf garlands
Vineyard Haven · Chicken AlleyPhoto by MV Vacation

Halloween decorations on the shelves of the Chicken Alley Thrift Shop in October: skull candles, a skeleton paper lantern, a grim reaper candy bowl and garlands of fall leaves.

Coming for it from off-island

The week falls in the off-season, so the ferry has room, rooms cost far less than in August, and the leaves are in full color. The Steamship Authority is on its fall timetable through October 22 and its winter one from the 23rd, so every boat lands at Vineyard Haven, roughly every 75 minutes, and a car is a flat $127 each way in October and $79 from November 1; a walk-on ticket is $11, and the fare-free bus reaches Vineyard Haven, Oak Bluffs and Edgartown. Vineyard Haven’s Main Street and library are a few blocks from the terminal, the museum is up the hill on Lagoon Pond Road, Oak Bluffs is a bus ride or a bike path away, and Edgartown is a bus ride too. Our ferry guide has the timetable, the fall guide the closures, and this weekend on the island will carry the confirmed times as the towns post them.

Once the weekend is over the island settles into its winter rhythm. Our what’s open year-round guide lists the restaurants, shops and ferries that keep going, and the winter photo hub shows each town in the cold months.

The white Edgartown Town Hall with green garlands over its entrance and a flag above the door in November
Edgartown · Town HallPhoto by MV Vacation

Edgartown Town Hall on Main Street in November, the garlands already up. Within days of Halloween the pumpkins come down and the holiday lights go up.

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Practical notes

Know Before You Go

Before you promise the children

DATES MOVE

The towns tend to post their Halloween programs in mid-October. Oak Bluffs held its celebration on the Saturday before Halloween in 2024; for 2026 the association has picked Saturday, October 31 itself. The town, library and organizer pages, and this one, carry the final times in the last two weeks of October.

THE ROADS

Vineyard Haven’s anticipated 2026 closures: Main Street by the Capawock 4:30 to 6:30 PM, then Spring Street (Look Street to Main) and William Street (Spring Street to Woodlawn) from 5 to about 9 PM; move a car parked on Spring, Center, William or Church by 3 PM. In 2025 Oak Bluffs closed Vineyard Avenue from 4 to 8; its 2026 closures are not posted. If you are staying on either street, parking before four has been the easy move.

THE DARK

Sunset is about 5:40 in the last week of October, and the door-to-door hours are after dark, on side streets. Reflective tape and a flashlight are the island parents’ rule.

DOGS

The Chamber of Commerce’s Bark and Boo in Vineyard Haven has been the dog event (the 2026 date is not posted yet), and Halloween in OB has had a dog costume contest; the parades and trick-or-treat streets are crowded and loud, and plenty of families leave the dog at the house. For 2026 there is also a free Howl-o-Ween dog show and costume contest at the Ag Hall in West Tisbury, run by the Agricultural Society and West Tisbury Animal Control, on Saturday, October 31 from 2 to 4 PM.

THE WEEK AFTER

The clocks change on November 1 and sunset drops to 4:40. If Halloween is the trip, the Sunday is worth adding: the island is quiet and cheaper, and the October guide and the Christmas in Edgartown guide cover what comes before and after.

Plan the whole trip, one step at a time

Vineyard Haven, on film

Our own footage from Vineyard Haven.

Frequently Asked Questions

When is Halloween celebrated on Martha’s Vineyard in 2026?

Halloween itself is Saturday, October 31, 2026, and that is the day the Oak Bluffs Association has set for Halloween in OB. Also confirmed for the 31st: Halloween on the Hill at the Martha’s Vineyard Museum (4:30 to 6 PM), the West Tisbury library party (2 to 4 PM) and evening hours with cider and candy at the Vineyard Haven library (5 to 8 PM). Before that come the haunted Edgartown walking tour on October 22 and Circuit Arts’ Halloween revue at the Grange Hall, October 27 to 31. Edgartown’s Happy Haunting is on Sunday, October 25, 10 AM to 1 PM. Vineyard Haven’s puppet parade leaves the Mansion House at 4 PM on Halloween; the Ag Hall and Chilmark parties are not announced for 2026 yet.

Where is the best trick-or-treating on the island?

By long tradition, William Street in Vineyard Haven. In 2025 the puppet parade left the Mansion House at 4 PM, William Street trick-or-treating started at 5:30, and parts of Spring and William Streets were closed to cars until about nine. In 2026 the parade again walks from the Mansion House from 4 PM, and the business association’s anticipated plan closes Spring and William Streets for trick-or-treating from 5 to about 9 PM. Oak Bluffs is the other big one: shop-to-shop trick-or-treating during Halloween in OB (set for October 31 this year) and, in 2025, Vineyard Avenue closed to cars from 4 to 8 PM on Halloween night for the door-to-door crowd.

Is there a haunted house?

Yes: Martha’s Vineyard Screenprinting at 426 State Road in Vineyard Haven first ran its haunted house in 2019, benefiting the Tisbury Fire Department. For 2026 it runs Friday and Saturday, October 30 and 31: kid-friendly spooks from 4 to 5:30 PM, then lights-out horror from 7 to 10 PM, $10 for adults and $5 for children 10 and under. For a different kind of fright, the Haunted Edgartown ghost walks are confirmed through October 31.

Is Halloween a good time to visit Martha’s Vineyard?

Yes: the island is in peak color, rooms cost far less than in August, the ferry has room and the towns put on a week of free events. It is the off-season, so plan meals around the year-round restaurants and check what is open.

A park gate with pumpkins, potted mums, hay bales and corn stalks, a lawn with fall decorations and a skeleton on a bench, gray-shingled buildings and tall ship masts against a blue sky
Vineyard Haven · Boch ParkPhoto by MV Vacation

Boch Park in Vineyard Haven dressed for late October: pumpkins, mums, hay bales and corn stalks at the gate, a skeleton on the bench, and schooner masts in the harbor beyond.

Are the events free?

Most of them. Confirmed free for 2026: Halloween on the Hill (donations welcome), the West Tisbury library party and the Vineyard Haven library’s Halloween evening. The street trick-or-treating, the parades and Happy Haunting have been free in past years. Ticketed: the haunted Edgartown walks ($30) and Circuit Arts’ revue at the Grange Hall ($25); the haunted house charges $5 to $10, and the Ritz costume party was a bar night for adults.

How we checked this

The 2026 events were checked on October 2 and again on October 6, 2026 on the organizers’ own pages: the Oak Bluffs Association and the Oak Bluffs town calendar, the Martha’s Vineyard Museum, the Vineyard Preservation Trust, Haunted Edgartown, Circuit Arts, and the West Tisbury and Vineyard Haven libraries. Visit Vineyard Haven’s anticipated street-closure plan for October 31 was posted on October 29 (we read it the next morning); the Chamber of Commerce and The FARM Institute had not posted 2026 Halloween dates; the Edgartown Board of Trade’s Happy Haunting, the Agricultural Society’s Howl-o-Ween dog show and the Oak Bluffs Association’s program were checked on October 21. The haunted house details are from Martha’s Vineyard Screenprinting’s 2026 poster on its own site, checked October 13. The PA Club dance party is from the event flyer posted by Galaxy Gallery on Instagram, checked October 13. Past-year details are from the Vineyard Gazette’s Halloween coverage of October 2024 and October 2025, its 2024 calendar listing for Halloween in Oak Bluffs and the Martha’s Vineyard Times. Ferry fares and dates are the Steamship Authority’s 2026 schedule. We update this page as the towns post.

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