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In a dark scene, a lit-up jack-o-lantern sits next a v-shaped cocktail glass with liquid in it that has an indiscernible source of light glowing behind it as well.
Lots of places serve spooky drink specials for Halloween.
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11 Ways to Do Halloween 2022 Around Boston

Make your own tacos at a dive bar, catch Halloween drag shows, paint a pumpkin at an Irish pub, and more

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Lots of places serve spooky drink specials for Halloween.
| Shutterstock

Have you prepared your Halloween costume(s) yet? Plenty of bars and restaurants in and around Boston are getting creative, a little spooky, and very spoopy leading up to the actual day itself — especially since October 31 falls on a dreaded Monday this year — so don’t wait too much longer to prepare. Whether you want a cozy night in with a vegetarian party box full of chickpea-based “bat wings,” a kid-friendly costume party at an Italian restaurant, a John Waters-themed drag show with ghastly cocktail specials, or something else entirely, you’ll find it here.

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R. F. O'Sullivan & Son

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From 6:30 to 9:30 p.m. on Wednesday, October 26, classic Somerville pub R. F. O’Sullivan & Son will host “green witch” Veronica Keddy to perform first-come, first-served readings of different lengths, prices, and tools — tarot cards, naturally, but also a pendulum, chicken feet, or teeth. At the same time, bar is offering a grisly food challenge: Finish five of the famously tall half-pound burgers, onion rings, French fries, and pickle spears to get your meal and a t-shirt free and your picture on a Hall of Fame board.

Pazza on Porter

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East Boston Italian restaurant Pazza on Porter is throwing two Halloween parties Saturday, October 29. The first, from 11 a.m. to 2 p.m., is kid-friendly, with a costume party and treats for children who dress up, a photographer taking family photos, themed pancakes, and free drinks for little ones. The second event, from 9 p.m. to 1 a.m., is a 21-plus costume party with prizes for the best-dressed, a DJ, and food and drink specials like pumpkin gnocchi with sage and brown butter sauce and a pumpkin-spice vodka shot.

Night Shift Brewing

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At its West End location on Lovejoy Wharf, Night Shift Brewing is serving up a Halloween drag lunch with queens BinxKori KingPlane JaneLarissa Montes, and Atlas from noon to 3 p.m. Saturday, October 29. A $20 ticket covers entry and your first drink, including seasonal releases like Phone Home, a peanut butter porter inspired by E.T. The company’s Everett taproom is also throwing some “Owloween” events, including a costume party Saturday, October 29, and a dog costume competition Sunday, October 30.

Clover Food Lab

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Vegetarian and kosher favorite Clover Food Lab, now at 15 stores throughout Greater Boston, has a Halloween party box available for light at-home prep Friday, October 28, and Saturday, October 29. Estimated to feed two to four people, the box includes ghoulish goodies like carrot cupcakes to decorate like mummies and chickpea-based “bat wings” with feta sauce. Preorder ends at 5 p.m. Thursday, October 27 or when supplies run out.

Silhouette Lounge

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From 7:30 p.m. to 1 a.m. on Monday, October 31, Allston dive bar Silhouette Lounge’s free Halloween party features a $50 gift card for best costume and a make-your-own taco bar from Amelia’s Taqueria, whose neighboring store was gutted by a fire last month. For $10, you can enter the Sil’s dart room for live music from the likes of Tyler & The Names and Meteor Police. And don’t forget: If you show up rocking a Silhouette Lounge-themed tattoo, you could also score free hot dogs for life.

Rebel's Guild

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Revolutionary War-themed restaurant Rebel’s Guild at the Revere Hotel downtown is channeling “The Legend of Sleepy Hollow” for a five-course dinner — costumes optional — on Monday, October 31. Make a dinner reservation from 4 to 9 p.m. to partake in dishes like citrus-poached lobster and rosemary-crusted steak as well as cocktails like the Headless Horseman (Whistlepig rye, apple cider, cinnamon syrup, and Night Shift Brewing Pumpkin Piescraper), all backed by a DJ spinning tunes from 6 to 9 p.m.

The Banks Fish House

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The Banks Fish House in Back Bay is hosting Himmel Hospitality Group’s eighth annual Rise and Rumble doughnut competition this year from 11 a.m. to 2 p.m. Sunday, October 30. Tickets cost $40 and get you entry; doughnuts from eight pastry chefs, including Benjamin Brady of Banks and Tess Cunningham of Sarma; some free drinks (there’s also a cash bar for cocktails); and $15 off a future brunch at the restaurant. Naturally, you’ll be called upon to judge the doughnuts in a variety of categories, but also the chefs’ costumes and decorations.

Lansdowne Pub

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You’ve got eight days of pumpkin-painting parties to pick from at Irish Fenway standby the Lansdowne Pub, which has seatings from 5 to 6:30 p.m. and 6:30 to 8 p.m. daily from Monday, October 24, through Monday, October 31. A $25 ticket includes materials, and you can add on seasonal cocktails like a pumpkin-spice martini and a prix fixe meal. Lansdowne is also doing costume parties with live music on Saturday, October 29, and Monday, October 31, for $10 each, and taking part in the massive Crawl-O-Ween bar crawl on October 29.

Summer Shack

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Back Bay’s Summer Shack, home of decadent seafood towers worth the splurge, is hosting two Beyoncé-themed drag dinners on Halloween, with seatings available at 5:30 p.m. and 8:15 p.m. on Monday, October 31, for $20. The restaurant is also doing four Hocus Pocus-themed drag brunches this month, but three are already sold out; at the time of writing, tickets are still available for 11 a.m. Saturday, October 29.

Shore Leave

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Shore Leave has transformed into Scare Leave for the month, outfitting its entire South End space with spoopy decorations like skeletons in inner tubes. The tropical cocktail menu has gotten a full makeover, too, with themed drinks like Ghost Town Sour (aged rum, rooibos chai, and lemon). Of course, there will be events, including karaoke 9:30 p.m. to midnight on Monday, October 31, and a John Waters-themed drag night and costume party starting at 6 p.m. Sunday, October 30.

Time Out Market Boston

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Fenway’s Time Out Market Boston is getting into the spirit with a Dia de los Muertos-themed Halloween party from 9 p.m. to midnight on Saturday, October 29, featuring tarot card readings, a DJ, costume contests, photo booths, and drink specials. It’s free to enter but requires advance registration.

R. F. O'Sullivan & Son

From 6:30 to 9:30 p.m. on Wednesday, October 26, classic Somerville pub R. F. O’Sullivan & Son will host “green witch” Veronica Keddy to perform first-come, first-served readings of different lengths, prices, and tools — tarot cards, naturally, but also a pendulum, chicken feet, or teeth. At the same time, bar is offering a grisly food challenge: Finish five of the famously tall half-pound burgers, onion rings, French fries, and pickle spears to get your meal and a t-shirt free and your picture on a Hall of Fame board.

Pazza on Porter

East Boston Italian restaurant Pazza on Porter is throwing two Halloween parties Saturday, October 29. The first, from 11 a.m. to 2 p.m., is kid-friendly, with a costume party and treats for children who dress up, a photographer taking family photos, themed pancakes, and free drinks for little ones. The second event, from 9 p.m. to 1 a.m., is a 21-plus costume party with prizes for the best-dressed, a DJ, and food and drink specials like pumpkin gnocchi with sage and brown butter sauce and a pumpkin-spice vodka shot.

Night Shift Brewing

At its West End location on Lovejoy Wharf, Night Shift Brewing is serving up a Halloween drag lunch with queens BinxKori KingPlane JaneLarissa Montes, and Atlas from noon to 3 p.m. Saturday, October 29. A $20 ticket covers entry and your first drink, including seasonal releases like Phone Home, a peanut butter porter inspired by E.T. The company’s Everett taproom is also throwing some “Owloween” events, including a costume party Saturday, October 29, and a dog costume competition Sunday, October 30.

Clover Food Lab

Vegetarian and kosher favorite Clover Food Lab, now at 15 stores throughout Greater Boston, has a Halloween party box available for light at-home prep Friday, October 28, and Saturday, October 29. Estimated to feed two to four people, the box includes ghoulish goodies like carrot cupcakes to decorate like mummies and chickpea-based “bat wings” with feta sauce. Preorder ends at 5 p.m. Thursday, October 27 or when supplies run out.

Silhouette Lounge

From 7:30 p.m. to 1 a.m. on Monday, October 31, Allston dive bar Silhouette Lounge’s free Halloween party features a $50 gift card for best costume and a make-your-own taco bar from Amelia’s Taqueria, whose neighboring store was gutted by a fire last month. For $10, you can enter the Sil’s dart room for live music from the likes of Tyler & The Names and Meteor Police. And don’t forget: If you show up rocking a Silhouette Lounge-themed tattoo, you could also score free hot dogs for life.

Rebel's Guild

Revolutionary War-themed restaurant Rebel’s Guild at the Revere Hotel downtown is channeling “The Legend of Sleepy Hollow” for a five-course dinner — costumes optional — on Monday, October 31. Make a dinner reservation from 4 to 9 p.m. to partake in dishes like citrus-poached lobster and rosemary-crusted steak as well as cocktails like the Headless Horseman (Whistlepig rye, apple cider, cinnamon syrup, and Night Shift Brewing Pumpkin Piescraper), all backed by a DJ spinning tunes from 6 to 9 p.m.

The Banks Fish House

The Banks Fish House in Back Bay is hosting Himmel Hospitality Group’s eighth annual Rise and Rumble doughnut competition this year from 11 a.m. to 2 p.m. Sunday, October 30. Tickets cost $40 and get you entry; doughnuts from eight pastry chefs, including Benjamin Brady of Banks and Tess Cunningham of Sarma; some free drinks (there’s also a cash bar for cocktails); and $15 off a future brunch at the restaurant. Naturally, you’ll be called upon to judge the doughnuts in a variety of categories, but also the chefs’ costumes and decorations.

Lansdowne Pub

You’ve got eight days of pumpkin-painting parties to pick from at Irish Fenway standby the Lansdowne Pub, which has seatings from 5 to 6:30 p.m. and 6:30 to 8 p.m. daily from Monday, October 24, through Monday, October 31. A $25 ticket includes materials, and you can add on seasonal cocktails like a pumpkin-spice martini and a prix fixe meal. Lansdowne is also doing costume parties with live music on Saturday, October 29, and Monday, October 31, for $10 each, and taking part in the massive Crawl-O-Ween bar crawl on October 29.

Summer Shack

Back Bay’s Summer Shack, home of decadent seafood towers worth the splurge, is hosting two Beyoncé-themed drag dinners on Halloween, with seatings available at 5:30 p.m. and 8:15 p.m. on Monday, October 31, for $20. The restaurant is also doing four Hocus Pocus-themed drag brunches this month, but three are already sold out; at the time of writing, tickets are still available for 11 a.m. Saturday, October 29.

Shore Leave

Shore Leave has transformed into Scare Leave for the month, outfitting its entire South End space with spoopy decorations like skeletons in inner tubes. The tropical cocktail menu has gotten a full makeover, too, with themed drinks like Ghost Town Sour (aged rum, rooibos chai, and lemon). Of course, there will be events, including karaoke 9:30 p.m. to midnight on Monday, October 31, and a John Waters-themed drag night and costume party starting at 6 p.m. Sunday, October 30.

Time Out Market Boston

Fenway’s Time Out Market Boston is getting into the spirit with a Dia de los Muertos-themed Halloween party from 9 p.m. to midnight on Saturday, October 29, featuring tarot card readings, a DJ, costume contests, photo booths, and drink specials. It’s free to enter but requires advance registration.

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