If you’re looking for a way to spice up an evening in Annapolis, this haunted pub crawl might be just what you need. It’s an experience that combines a walk through historic streets with some creepy tales and, of course, the chance to enjoy a drink or two. While we haven’t done it ourselves, the reviews and details paint a pretty clear picture of what to expect—so here’s a rundown to help you decide if it’s your kind of fun.
What we really like about this tour is the way it blends history with ghost stories, making the city’s past come alive in a way that’s both engaging and slightly spooky. Plus, the fact that it takes you inside some of the oldest and most haunted pubs in Annapolis adds a layer of authenticity and charm. On the downside, it’s worth noting that alcohol isn’t included, and drinks are purchased separately, which can add up if you’re not mindful.
This pub crawl tends to suit those who enjoy a bit of storytelling, a taste of local history, and a fun, social atmosphere. It’s a perfect activity for friends looking to kick off a night out, or anyone curious about Annapolis’s darker, ghostly side. If you’re after a relaxed, informal experience that combines walking, stories, and some drinks, this could be a good pick.
Key Points

- Authentic historic pubs: The tour visits some of the oldest, most haunted taverns in Annapolis.
- Engaging guide: A local, knowledgeable guide keeps the stories lively and interesting.
- Flexible route: Tour route varies based on weather, guide, and pub availability, making each experience unique.
- Time in each pub: About 30 minutes at each stop to enjoy drinks and stories.
- Cost-effective: At $31 per person, it offers a fun way to experience Annapolis without breaking the bank.
- Age restriction: Must be 21+ with proper ID, and drinks are purchased separately.
A Deep Dive into the Haunted Pub Crawl Experience
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What’s the General Vibe?
This tour is designed to be lighthearted yet spooky, with a focus on entertaining storytelling about Annapolis’s haunted past. The tour lasts approximately 2 hours, during which you’ll walk from pub to pub, learning about ghostly legends tied to the city’s history. The atmosphere is casual, perfect for those who enjoy a mix of history, ghost stories, and socializing over drinks.
How Does the Itinerary Unfold?
The tour starts at The Maryland Inn, a historic hotel that’s part of the Historic Inns of Annapolis. This is the only pub crawl permitted inside the oldest and most haunted pubs in downtown Annapolis, which really adds to the thrill. The guide will lead you through the streets and alleyways where history and ghost stories intertwine—some tales so spooky, they’re described as “scary enough to scare you sober!”
You’ll spend around 30 minutes at each of the three venues. The stops are carefully chosen for their haunted reputation, their historic significance, and their lively atmospheres. Expect to hear tales involving long-dead barmaids, ghostly figures, and perhaps even some spectral romantic encounters.
The Pubs and Their Stories
The first stop, The Maryland Inn, sets the tone with stories about the building’s long history and its ghostly inhabitants. The guide will share tales that are “so spooky, ‘they’ll scare ya sober!’” According to reviews, it’s a mix of researched history and local lore, which makes the stories feel authentic rather than fabricated.
While the exact route varies night-to-night, the overall experience is immersive. The guide’s local knowledge shines through, keeping everyone engaged—even in colder weather, as one review mentioned enjoying the experience despite the chilly conditions.
What’s the Value?
At $31 per person, this tour is fairly priced, especially considering the insider stories and the chance to explore historic parts of Annapolis in a relaxed, social setting. Remember, drinks aren’t included but are available for purchase at each stop, giving you flexibility to enjoy a cocktail or soft drink as you listen to the stories.
The Guide and Company
Reviews highlight the expertise of the guides—one reviewer praised Megan for her storytelling skills. Another commended Cerise for knowing the city’s history inside and out. It’s clear that the guide’s local insights elevate the experience, making the ghost stories more vivid and believable.
Considerations and Tips
- Timing: Tours typically start at 7 or 8 pm, but there’s been some confusion about timing changes. It’s wise to confirm your start time and arrive 15 minutes early.
- Weather: This tour runs in all weather conditions, so dress accordingly—layer up in winter or bring rain gear if needed.
- Walking: Be prepared for about 30 minutes of walking between stops. Comfortable shoes are recommended.
- Age restrictions: You must be 21+ with valid ID, so it’s not suitable for children.
- Drinks: Remember, you’ll buy your own drinks, so budget accordingly.
Who Will Love This Experience?

This tour is ideal for anyone interested in Annapolis’s haunted history, especially if you enjoy a good ghost story paired with a casual night out. It’s a fun way to explore the old town, hear some spooky tales, and get a taste of local legends—all with a guide who genuinely knows their stuff.
If you’re a group of friends wanting to start an evening, this makes for a lively, memorable outing. It’s also suitable for those who appreciate storytelling and don’t mind a little chill in the air—just dress warmly!
Not Ideal For
If you’re looking for a pure historical tour or a more upscale, included experience, this might fall a bit short. Also, if you’re not comfortable with walking or don’t want to purchase drinks separately, it’s worth considering other options.
Final Thoughts

The Original Haunted Pub Crawl by Annapolis Ghost Tours offers a lively, authentic peek into the city’s ghostly legends, set against the backdrop of its oldest pubs. The experience is well-suited for those who enjoy storytelling, local history, and a bit of spooky fun, all within a relaxed, social atmosphere.
The guides seem to make a big difference—adding personality, knowledge, and local flavor that truly bring the stories to life. For the price, it’s a great way to see a different side of Annapolis, especially if you’re into ghost tales or just want a quirky way to start an evening out.
Of course, it’s not a fancy dinner or a luxury experience, but if you’re after something informal, fun, and a little eerie, this pub crawl could be just your thing. Just be sure to come prepared for the weather, bring some cash for drinks, and enjoy the spooky stories that make Annapolis such a historic and haunted city.
The Original Haunted Pub Crawl by Annapolis Ghost Tours
“It was a great experience to learn about some history of Annapolis and hear some ghost stories. Megan was an excellent tour guide!”
FAQ

Is this tour suitable for children?
No, the minimum age is 21, and proper ID is required. It’s designed for adults who want to enjoy drinks and ghost stories.
Are drinks included in the price?
No, drinks are available at each pub for purchase. The tour price is just for the guide and the experience.
How long does the tour last?
It lasts about 2 hours, with roughly 30 minutes spent at each of the three pubs.
Where does the tour start and end?
It begins at The Maryland Inn in downtown Annapolis and usually ends around the Market Space or City Dock area, with routes varying based on weather and availability.
What should I wear?
Comfortable walking shoes are recommended, and dress appropriately for the weather since the tour operates in all conditions.
How many people typically join?
The tour group is capped at 25, which helps keep the experience intimate and manageable.
What if I need to cancel?
You can cancel for a full refund if you do so at least 24 hours before the start time. Cancellations within 24 hours aren’t refundable.
If you’re curious about Annapolis’s haunted side and enjoy a laid-back night with stories and friends, this pub crawl might be just the quirky adventure you’re after. It offers a good mix of history, ghostly tales, and social fun—all led by guides who genuinely know their stuff.



