Seemor
Fool's ErrandB+Worth Trying
1377 Boylston St, Boston, MA 02215
· Bar, Cocktail bar, Restaurant
· 4.5/5 Google (130 reviews)
Takeout · Outdoor seating
Intimate Fenway cocktail bar with standout bartenders, creative drinks, and snacky comfort bites; occasional service inconsistency and unexpected closures noted.
Why it gets a B+ for overall quality
Fool's Errand delivers solid neighborhood bar quality through exceptional bartender expertise and thoughtfully designed ambiance that justify its reputation as a hidden gem near Fenway. Occasional off-nights and mediocre cocktails prevent a higher grade, while the intimate but cramped layout limits broader appeal. Best experienced as a destination for one exceptional cocktail and shareable snacks rather than a full dining experience.
Restaurant Summary
Tucked along Boylston, this intimate room feels like a cozy hideaway with chandeliers, maximalist touches, and bartender-led hospitality. Guests rave that drinks are "balanced and thoughtful," and several note allergy-aware service. A few nights skewed off, citing flat cocktails or staff distracted by friends. The cooking leans playful and cocktail-driven—snacks like the wagyu hot dog, burrata with brown butter chaat, and even a caviar service back up a creative bar program. The culinary approach leans contemporary and produce-driven: modern riffs and premium ingredients rather than heavy theatrics. Ideal for pre-game sips, date nights, or a choose-your-own-adventure cocktail. Families should know it is a bar-first space with limited seating and a snack-forward menu. Kids may like the wagyu hot dog or burger, but there is no kids menu and the vibe is intimate. For full meals or picky eaters, consider dinner elsewhere and stop here for one great drink.
At a Glance
- Creative, bartender-led cocktail program with custom builds
- Cozy, speakeasy-like ambiance with standout decor details
- Small space and limited seating; can fill up on event nights
- Occasional off-nights with mediocre cocktails or service
- Reports of unexpected closures or early closing on some dates
What Sets It Apart
- custom_cocktail_program
- intimate_speakeasy_aesthetic
- premium_snack_pairings
What People Love
- Warm, attentive bartenders who tailor drinks
- Balanced, inventive cocktails with thoughtful presentation
- Cozy design and fun bathroom decor
- Snacky bites that pair well with drinks
Points of Concern
- Small room; limited seating and potential waits during events
- Inconsistent service quality on a few nights (dismissive or distracted staff)
- Isolated reports of early or unexpected closing; check hours before visiting
- Pricing is premium for the area (cocktails ~high teens) and may feel steep to some
Service & Dining Experience
Service StyleTable Service
Average Cost$40-62 per person
ReservationsNot required
What to Order
- Pair a stirred classic with the wagyu hot dog for a balanced bite
- Vegetarians can lean on burrata and olives; ask for spirit-forward builds without sweet modifiers
Perfect For
- Pre-game or post-concert cocktails near Fenway
- Date night in a cozy, intimate bar
- Solo bar seating with conversational bartenders
- Cocktail enthusiasts seeking custom creations
Location Insights
Area: Fenway–Kenmore nightlife corridor with game-day crowds, concertgoers, and neighborhood regulars.
Safety: Generally safe, high foot traffic on event nights; typical urban awareness advised.
Nearby: Near Fenway Park, concert venues, bars, and casual dining; convenient pre/post game stop.
Back BayBack Bay offers a sophisticated dining environment with a mix of high-end restaurants, trendy cafes, and classic Boston eateries. The social atmosphere is lively yet refined, attracting a crowd that appreciates quality dining and stylish settings. The area is safe, walkable, and well-served by public transit, making it a popular destination for both casual meals and special occasions.
Fenway TriangleThe Fenway Triangle is a smaller sub-area near the Fenway neighborhood, known for its proximity to cultural institutions and a more eclectic dining scene that blends casual and upscale options. It has a youthful vibe due to nearby universities and arts venues.
Practical Information
Opening Hours
Monday
Tuesday
Wednesday16:00–00:00
Thursday16:00–00:00
Friday16:00–01:00
Saturday16:00–01:00
Sunday16:00–00:00
Available: Takeout, Outdoor seating
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