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    South Side Tavern

    3.6 (7 reviews)
    InexpensiveBars, Music Venues

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    3 years ago

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    4 years ago

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    3 years ago

    Great place to go for a drink after the elks closes. One of the few bars in skow that are actually fun to visit!

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    3 years ago

    Not a fan of south side or bloomies tbh both get rowdy and the drinks suck at south side.

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    11 years ago

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    6 years ago

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    5 years ago

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    Easy Street Lounge - More interior

    Easy Street Lounge

    4.7(24 reviews)
    33.1 mi
    $$

    I love weird bars--they're my favorite. For a while I thought there weren't any to be had around…read morecentral Maine. Enter Easy Street. I would love to know where they get the decor for this place. I'd imagine a lot of flea markets (fabulous ones)? It's hard to pick my favorite decor item because there are so many, but it's somewhere between the chairs shaped like hands and the giant silver octopus tentacle under the T.V. Ooo and the corner with all the clowns! Drinks are strong and cheap. The bartenders are friendly. There's a patio, but it's a bit small. There are plenty of comfy chairs/couches. They have live music pretty often, so if that's your thing, you'll be happy there on weekend nights. The only thing is the space is kind of small for live music, so it can get really loud. This is an excellent chill option if you're in Hallowell and want to skip bars that tend to get a bit fratty like The Quarry Taproom. Highly recommend!

    I don't get to spend a lot of tine in Hallowell anymore since I moved away from the area in 2010,…read morebut it seems as though every time I do, we somehow end up at Easy Street. Friends of ours wanted to play some pool after we had dinner nearby at Lucky Garden, so we did exactly that. It was a slow night and no one was waiting for the table, so we played about 4 or 5 games and had a lovely time. The decor is awesome, the bar is clean, and the staff were friendly. I've always had a good time here, and I enjoy the artwork too!

    Photos
    Easy Street Lounge - The bar

    The bar

    Easy Street Lounge - Funky art

    Funky art

    Easy Street Lounge - Easy Street around Christmastime

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    Easy Street around Christmastime

    The Elms at Castine - View from "VIP" area before start of event

    The Elms at Castine

    5.0(3 reviews)
    51.5 mi

    It is a very interesting and beautiful house. Bright & airy. Meticulously restored. Elegant yet…read morewarm and friendly. Incredible woodwork throughout the house. Lots of thoughtful amenities throughout. It's a treat to stay at this house.

    ORIGIN: In the course of preserving a landmark home that…read moresits on top of a hill overlooking the Penobscot Bay, Justin Cooper, a co-owner/musician, has recently transformed the enclosed front porch into a music and special event venue. The site named after the towering elm trees that populate the town. CONCEPT: The event space brings life back into the former 18,000 square foot circa 1895 residential building, and provides a community music venue in which neighbors can gather and hear a variety of musicians from across the country. EXPERIENCE: I experienced a performance of the Young Fables, a musical and real life female/male duo formed by Laurel Wright and Wes Lunsford. The duo was on tour in the region, and hail from Tennessee. They had been solicited by The Elms at Castine owner to perform two consecutive summer nights. Justin Cooper introduced the duo, and set an expectation that everyone would hear the entire performance. The makeshift performance space is narrow, holding 12 large round tables, each accompanying four guests. To further reduce distractions, a fifteen minute intermission was scheduled between the 8:30-10:30 PM performance. The intermission allowed time for community connections, which is a significant component of events at The Elms at Castine. Given the residential building most recently served as an inn, there is a bar near the performance area, and guests are able to bring their purchases to their assigned tables. In speaking to homeowners in the community, it is clear that they appreciate the addition of an evening entertainment venue. I was impressed by the talent of the duo, Laurel's voice, and Wes's guitar playing, an opinion shared by the audience. Although an audiophile, such as my husband or professional musician could notice some acoustic issues due to the makeshift performance environment, it was not apparent to me. TIPS: Upcoming performances are listed on the website, and tickets can sell out quickly. By clicking "buy on map" customers can view and select seats that are available. There is an Americans with Disabilities Act compliant ramp to help those who need it, but to avoid interior steps into the main performance space those with disabilities will need to reserve a special, limited "VIP" seating area that overlooks the enclosed porch. Unfortunately this area currently demands an additional charge, 50% more than the $40 general admission.

    Photos
    The Elms at Castine - Promotion for one event

    Promotion for one event

    The Elms at Castine - Porch seating map showing yellow coded table and "VIP" section availability. All seats are in fact positioned to face the stage

    Porch seating map showing yellow coded table and "VIP" section availability. All seats are in fact positioned to face the stage

    The Elms at Castine - Exterior in the fall

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    Exterior in the fall

    Widowmaker Lounge - Nachos & pretzel

    Widowmaker Lounge

    3.0(20 reviews)
    35.2 mi
    $$

    The Widowmaker Lounge is exactly what you hope to find at a ski resort--a classic ski‑bar hangout…read morewith cozy lodge vibes and a laid‑back atmosphere that makes it the perfect stop between runs. It's the kind of place where you can kick back, warm up, and enjoy a drink without any fuss. Service was great throughout our visit, and we had zero concerns there. We grabbed a couple of appetizers to refuel, and both were fantastic. The honey barbecue wings were absolutely delicious, especially paired with the ranch and blue cheese sauces. The feta‑topped French fries were another standout--crispy, flavorful, and surprisingly addictive. We also ordered a couple of 16‑ounce draft beers, which were fresh and great‑tasting. Combined with the lively ski‑lodge ambience, it all made for a fun, relaxing break from the slopes. Overall, the Widowmaker Lounge is a great spot to unwind, grab a bite, and enjoy the mountain atmosphere. A must‑stop between runs if you're spending the day on the slopes.

    Stopped by the Widowmaker after a long day of skiing to enjoy some après-ski and the live music…read more Conveniently located at the bottom of the slopes in the main ski resort area, it's a great way to cap off a day on the mountain. We tried the nachos and the pretzel, both of which were good but nothing to write home about. Four stars only because the food was pretty average but then again still pretty good for on the mountain, resort-owned dining.

    Photos
    Widowmaker Lounge - View from bar

    View from bar

    Widowmaker Lounge
    Widowmaker Lounge - Moldy chicken sandwich I was served at the Widowmaker.

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    Moldy chicken sandwich I was served at the Widowmaker.

    South Side Tavern - bars - Updated May 2026

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