Middleton's Tavern in Annapolis is featured in "The Ghost in My Room" podcast.
Middleton's Tavern in Annapolis is featured in "The Ghost in My Room" podcast. (By Paul W. Gillespie / Capital Gazette Staff)

If you’re the only person having a pint at Middleton Tavern, you still have a drinking buddy. He’s just dead.

In episode three of the podcast “The Ghost In My Room,” which was released last week, bartender Mike Conroy talks about encounters with a ghost named Rolland. A former regular who has been haunting Middleton since the 1770s, Rolland moves around glasses and bottles, drops silverware and sneaks the occasional drink when alcohol goes missing.

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But Conroy also has stories of less playful encounters with Rolland.

“I don’t really believe in ghosts but I know what I saw,” he told host and former NPR reporter Kara McGuirk-Allison.

McGuirk-Allison also talked to Melissa Huston from Annapolis Tours and Crawls, who gave the history of the Middleton Tavern building and her theories on Rolland.

Huston said Rolland has also messed with her once while she was giving a tour.

“I’ve been doing tours for eight years...so it really takes a lot to fluster me," Huston said. "That threw me off my game.”

“The Ghost In My Room” episode is available on Apple Podcasts, Spotify or Google Podcasts.

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