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    Kenny's Tipperary Inn

    3.5 (86 reviews)
    Open • Open 24 hours

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    Chunjai K.

    Nice affordable Dog friendly place to stay. We book a regular room because we mostly will be outside. In September, the weather isn't too hot and because it's out of season, everything seemed to be good enough, I can enjoy the garden and pool as much as I want. Our regular room is okay, not many amenities. You must check what they will offer you in the room before you book it. I check and prepare everything I need to use that they don't have. The room is small so one AC is good and sometimes we have to turn it off because it is too cold. The motel has great garden spaces, the garden around the pool and the back garden that decorate with Budda statue, beautiful painting and calm music. It was raining during the stay, so they put carpet all over the walkway, so it is wet. Some water drops from the second-floor balcony. And the worst part is next door put his pants outside and smell is TERRIBLE! My dog is freak out during the night because the second floor keep running around and it is very loud. The reception and housekeeper are nice. Somehow my phone has no connection, so I mostly use the place Wi-Fi instead. Overall, I couldn't complain too much because the price we get is good for the pet friendly place to stay in Montauk. If you do the research and compare your options of the place you want to stay, I believe you won't get so much of disappointment.

    Lily T.

    Good location for sure and pretty comfortable beds. Close to many sights and restaurants. The onsite pool was nice with some nice areas to sit. There were definitely a lot of room for improvement however. There was only one AC in the livingroom but we booked a two bedrooms apartment. We were all hot in the rooms at night with the doors closed. Only one room had black out shades. We booked an apartment with a sofa bed in the livingroom and there was no blackout shade there either. It made sleeping in hard for sure with all the light. There was a coffee machine in the room but no coffee. With the priced we paid, any coffee inside the room would be appreciated. Also there was no hair dryer as advertised. Also the table TV was hard to work with. Otherwise, good location again and easy check in and check out. Plenty of parking.

    Adrienne J.

    We had a great stay at Kenny's Tipperary Inn. We were a group of girls staying in the two bedroom apartment. This included one bedroom with a king bed, one bedroom with a queen beed, and a living room with a futon + a kitchen area. This was about $835 a night total including tax. Kenny's is in Montauk in a great location - there were some places walking distance (E.g., TT's, Grey Lady, Lynn's Hula Hut) and the other places we went in Montauk were about 10-15 minute drive away. The pool was nice and clean and the apartment seemed to have been updated recently and was also clean. I'm giving this 5 stars with the caveat of this is what was in our price point in Montauk. It's still a motel/airbnb type vibe, rather than a nice fancy hotel, but it went above our expectations and we would stay again!

    Really unique atmosphere in a perfect location! Close to the marina and about a 5 minute drive to town. We came here to celebrate our anniversary and just loved it! Room was clean and spacious with a mini fridge which was great! The grounds of the motel were pristine with really cute eclectic touches like flower tables and the zen gazebo. Would highly recommend and definitely coming back!

    This is the lovely front door. Look behind that ratty curtain and you'll see that the glass door has been KICKED IN. NOT SAFE.
    Thomas R.

    Read their posting: "Quality," "well maintained" is all b*llsh*t. If there is ANYPLACE within 50 miles, go there instead. This place is VERY poorly maintained, in disgusting condition, staff are snarly, and they charge $650/night for a seedy run-down motel room!?! Have a look a the photos. This is from July 2021. The owners should go to prison. The advertising is false. This place is trashed and they don't care because of high demand.. They charge $650 for a room that should be $39. I asked for, and finally received a partial refund. DO NOT STAY THERE. You have been warned.

    Anne M.

    Great place to stay - especially if you travel with your pups. Very nice, well-appointed room right by the Harbour. The staircase and lighting coukd use a little work which is why I didn't give all five stars.

    Living area/pull out couch in kitchen
    Christie S.

    Here's the thing: MTK is not the getaway from the tragically hip urbanites it once was. Used to be that they would flock to the Hamptons and MTK was left pristine from pricks. Now? Hmmmmm notsomuch. But those in the know avoid the ridiculous posers and appreciate the beautiful small town for what it is: unbelievably unspoiled beach, bay, biking, running, fresh from the boat seafood and a place to relax and unwind in this soothing paradise. Hadn't been to Kenny's in 15 years, it is a small, rustic inn steps away from West Lake Marinas/Docks and some of the finest food (Salivar's, The Dock, Liar's, Hula Hut, West Lake Fish House, Gosman's, Swallow East) and drink in town. It is not fancy. Our one bedroom suite had a gigantic kitchen/den dishwasher, granite countertops full sized fridge and a large flat screen (and another in King BR) There was also a seating area and a pull out couch if you had an extra guest. It was nice to be able to cook a quick pre run Breakkie or snack and have everything necessary to do so already there. The BR was large enough, bed was dream inducing and while the bathroom was tiny, my BF joked the walk in closet was larger than most Studio Apts in the city. The patio in front of each room had a table and chairs, and these or the Zen Garden were the scene of sunset Champs and whispered sweet nothings. The pool was not opening for a few more days, but we were steps from the ocean/Bay/Sound...who needed a pool? Jamie at the Front Desk was charming and helpful, always greeting with a smile. His tips for pubbin & grubbin were spot on. Honestly, it is not the fanciest place to stay, but we didn't go to "The End" to stay in our room. We went to soak up as much natural beauty and relaxation as possible and Kenny's helped us accomplish that mission. Manucci's Restaurant on property served up one of the largest Chicken Parms I've ever seen (another review) and has a full bar and breakfast buffet. Not only would I recommend staying here, I plan to again ASAP. If it is doable, we'll see you during my next trip home in a few months. You can spend a helluva a lot more $$$ on lodging, but why?! Leave Star Island to the invaders, we'll take West Lake. Such a fan!

    Erin L.

    I have to admit something embarrassing here. I have been fascinated by Montauk ever since seeing Eternal Sunshine of the Spotless Mind. Yes, those words "Meet me in Montauk" really stuck with me and made me say, "Yes, let me go meet you in Montauk and see how it is." So when I was given the job of watching my parents' car for 2 weeks I decided to pack up the boyfriend and drive out to Montauk. Just to see what all the fuss is about. Well, we found MANY places that explained what all the fuss was about. The Tipperary Inn was not one of them. It was fine enough for an impromptu overnight in Montauk but nothing I would feel the need to do again. They had someone filling in for the real manager and she didn't know how to swipe a credit card. Then someone else came and couldn't figure out how to swipe my card either. Finally they requested that I take the cash out for the stay. That did not fill me with joy but it was virtually the only room available in the whole town. The room was fine. Pretty spacious, not that expensive, little balcony thing that looked onto the parking lot. But the door never felt like it really locked, there was a very long window with no curtain right above the bed and the TV had no channels except for a few fuzzy ones. Meh. I'd give it a 2.5 if I could but it was just OKAY. If you can stay somewhere else...do it. But if you're in a bind this place is fine.

    that was behind my bed on the boxspring. BYE no thanks. don't stay here

    ants. that's all i'm saying. ants everywhere. do not stay unless you truly want a shitty night sleep or don't care about your mental health either. helllllll no. this was the reason for a part of the ant problem we had

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    Our room door opened to their garbage can area plastic flowers and artificial grass bathroom grout old Big Meh!

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    7 years ago

    Rooms were clean. Plenty of outdoor seating. Well worth it. For the $ I didn't expect much but I was pleasantly surprised

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    Ask the Community - Kenny's Tipperary Inn

    Review Highlights - Kenny's Tipperary Inn

    “The owner, Ed Kenny is friendly and kind and will share stories with you of an old Montauk while getting to know you.”

    Mentioned in 3 reviews

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    The 1770 House - House TarTare

    The 1770 House

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    One of the worst dining experiences I have ever had…read more My partner became ill and was unable to join me for dinner. We called the restaurant to either move our reservation to another day or cancel it, and were told that only the manager could assist us. However, we were told the manager was unavailable because he was busy speaking with regulars at a table. I asked if we could simply be placed on hold until he was available so we could find a solution. We were told no. Instead, the employee said they would "leave a note" and that someone would call us back if they were able to help. Meanwhile, we were told that if the reservation was canceled, we would be charged a $135 cancellation fee -- despite the fact that we were actively trying to work with the restaurant to either reschedule or resolve the situation. The experience became even more unacceptable when the employee eventually hung up on us and then stopped answering our calls. The restaurant only answered after American Express contacted them on our behalf. To be clear, I have no issue with a restaurant having a cancellation policy. What I have an issue with is the way this situation was handled: being told the manager was "too busy" to speak with us, being refused the simple courtesy of being placed on hold, having our calls screened, and ultimately being hung up on. That is an embarrassing level of customer service for an establishment of this caliber. I genuinely hope someone in management -- above the person working the restaurant that evening -- takes this seriously and addresses this behavior. A cancellation policy is one thing; treating a customer with this level of disrespect is another.

    We recently had dinner at 1770 House and really enjoyed the beautiful outdoor garden setting, it…read moremade for a lovely evening catching up with friends. The service was excellent and the ambiance is definitely the highlight. As for the food, it was good but didn't quite live up to our expectations. A few of our dishes arrived overcooked and only lukewarm, which was a bit disappointing. That said, we still had a nice experience overall. I wouldn't hesitate to come back, especially to enjoy the beautiful garden atmosphere. Overall, a nice spot for a relaxed night out.

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    I spent a weekend here with my two dogs this summer. Overall, I had a nice time, but there were a…read morefew areas that could be improved. Starting with the room, the size was good, but it could have been cleaner. I noticed some dust and dirt in the corners, and the room felt like it could use an update. The coffee machine looked older and wasn't very clean, the refrigerator wasn't working properly, and there wasn't an ice machine nearby--you have to call the front desk for ice. At night, the room wasn't very soundproof. You can hear footsteps from the room above, along with other noises, so if you're a light sleeper, it's something to keep in mind. On the weekend, the hotel was lively because of a wedding and the nightclub. There was music until around midnight, and when guests left, the noise from the cars made it difficult to get a full night's sleep. The food and drinks were very good, although they were on the expensive side. I was happy with the quality of the dining experience. Most of the staff were fine, though I noticed a few employees who seemed less welcoming. Thankfully, everyone I interacted with was polite. The overall atmosphere was the highlight of my stay. The property has a beautiful, relaxing vibe with a classy crowd, and I especially loved the morning yoga classes. I spent about $5,000 for a two-night stay, so I expected a more luxurious room experience. Mine was one of the more affordable room categories, and it didn't feel especially upscale for the price. Next time, I would probably visit for the food, drinks, beach, or spa day pass instead of staying overnight. If you're looking for a lively resort with plenty of events and activities, this is a great choice. If you're looking for a very quiet hotel, you may want to consider other options.

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    My husband, fur baby & I stayed for the weekend and absolutely loved our visit. We stayed in the…read moreBeach Suite, which was clean, spacious & comfortable. The breakfast each morning was out of this world... Just the smell alone, wafting up the stairs was enough to make you hungry. As a vegetarian (who doesn't eat eggs), Victor & Cam prepared a delicious breakfast for me. Also, Cam's blueberry muffins are chef's kiss! The enclosed backyard is a nice perk, my little guy loved running around & sniffing everything. The owners have an elderly dog, Molly, who is an absolute sweetheart - Very welcoming to us newcomers invading her space. We will absolutely come back! I just asked my husband what he would like to add to the review and he simply said "it was too short". So there you have it!

    Our (me, my husband and our lab/husky mix Jade) stay at 434 Main was above and beyond amazing! Cam,…read moreVictor and Molly are such kind and generous hosts. The space was beautiful, clean, and COVID safe. Our room (we stayed in the Beach room) was soooo nice, spacious & comfortable - the bathroom is incredible with a beautiful tub and huge rainfall shower! The YARD is amazing and a beautiful space for you and your pup to run around freely. Also the location is so convenient with shops just down the road as well as the beach. We were there in "off peak" season but had pretty great weather. Cam and Victor's breakfasts are also sooo delicious (the biscuits!!!). We can't say enough about how great this visit was- and so thankful for their hospitality- and loving on our Jadey girl. We'll definitely be back!

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    Art House Bed & Breakfast

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    Our Artful experience at The Art House Villa B&B in East Hampton was quite wonderful…read more My wife and I enjoyed our night stay in the Master Suite and Spa Room. The Steam Room, the Sauna, the Rain Shower and Shiatsu Jacuzzi were just a few of the luxurious highlights. Our Room had a veranda with exceptional views of exquisite gardens, trails and sculptures. The owners/hosts Michael and Rosalind are just amazing and warm. We felt quite at home with their kindness and enthusiasm. They are also both exceptionally talented artists and sculptors. They each have their own personal studios within the villa with amazing pieces of their personal talents. The exquisite gardens, trails, and sculptures along with the extraordinary grounds adorned with a variety of greenery and colors, paint a vivid picture of a serene and beautiful environment all around you. There also are several imported artifacts all around as you walk the grounds. The fresh breakfast prepared by the staff and the access to Clearwater Beach were delightful additions to our experience. I would highly recommend a stay at The Art House

    This place is beyond beautiful. If you appreciate art this place is an amazing experience. They…read morehave an indoor infinity pool and outdoor pool that's completely frozen over (it's February). The entire house has displays of artwork everywhere - this is like MoMa. Did I mention the fire place? What's better than ending the night cuddled up by the fireplace with your loved one. There's a gym, a butlers pantry, games, and more. I can't wait to come back in the summer. There are things here that need to be seen and experienced when it's warmer. The ocean is a block away but it's too cold for that right now. They provide an exceptional breakfast in the am. The hosts make you feel extremely welcome - as if we were old friends. What more can I say? Stay here - you'll thank me later :-)

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    (50 reviews)

    Great Bed and breakfast. This intimate, immaculate, homey B&B is in a perfect location to explore…read moreand enjoy Long Island's beautiful North Fork. Our Hosts Veda and Wilfred were friendly and very attentive to all our needs. Beautiful well-appointed rooms. Incredibly comfy beds. Charming common areas with a lovely piano to play. All modern conveniences in a comfy welcoming setting. In the morning before breakfast, coffee and or tea is left outside your room. Just a few minutes from beautiful Southold, a short distance to many vineyards and just seven miles to Orient State Park. You will be treated to an excellent home cooked breakfast prepared with love by Veda. Each day Wilfred served us a big fresh fruit salad, OJ, salad with homemade dressing, followed by a yummy filling breakfast entre. The first day the entre was the best cheese omelet I ever had and sausage with home fries. The second day the entre was corned beef hash, biscuits, plantains, both days muffins, OJ and very fresh coffee. Veda is very accommodating to dietary concerns. When we were done eating Veda came out and we enjoyed wonderful conversations with both Wilfred and Vida. They are warm, interesting, knowledgeable helpful and welcoming hosts. We will definitely return. Highly recommended

    A superb and thoughtfully curated experience from start to finish! Innkeepers Wilfred and Veda did…read morean incredible job welcoming us into their beautiful home and making us feel like family. We arrived late on the Jitney, which conveniently drops you off right in front of Arbor View House, and Wilfred was there to greet us with a warm smile and genuine hospitality. The room was tidy, comfortable, and incredibly relaxing. The mattress was excellent, and we slept wonderfully throughout our stay. Each morning, coffee was ready at 8 AM, and we enjoyed wonderful conversations over Veda's delicious homemade breakfasts. The 9 AM breakfast featured a fresh fruit bowl, a beautifully dressed salad, and a flavorful entrée. On our first morning, we had chorizo, cheese eggs with biscuits; on the second, chickpea fritters and salmon cakes. Everything was so delicious that I practically finished it in one bite! Beyond the exceptional quality of the food, what truly stood out was the engaging conversation. Wilfred is incredibly knowledgeable, engaging, and has the gift of gab. We loved hearing his stories and insights throughout our stay. The location is also favorable, a short distance from Greenport, and we had no trouble getting around without a car. We enjoyed meeting and chatting with the other guests and genuinely felt welcomed throughout our visit. Arbor View House made our North Fork getaway truly special, and we highly recommend it to anyone visiting the area!

    The Whaler's Inn - Gorgeous sunlight streaming through our coastal inspired lobby in our Hoxie House in Downtown Mystic at The Whaler's Inn.

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    4 hours ago on Google We have been coming to The Whaler's…read moreInn for years, which is why this visit was especially disappointing\. At over $615 per night, we expected a much better experience\. When we arrived, the toilet in our room was broken\. It took approximately 1 hour and 45 minutes to repair, during which time we couldn't use the bathroom or shower before going out to dinner\. The bathtub also wasn't draining properly until we finally figured out a way to get it to drain ourselves\. In addition, the refrigerator wasn't cold on the first day\. We had actually called ahead to ask them to make sure it was turned on because we experienced the same issue during a previous stay\. The next day, we returned to the room to put our baby down for a nap and found contractors installing new carpet directly outside our door\. The constant hammering and nailing made it impossible for our baby to sleep\. We asked if the work could pause for just an hour, but we were told no\. The only solution offered was to move us to a much smaller room where the only bathroom was located inside the children's sleeping area, which wasn't a practical option for our family\. The staff offered us a bottle of wine as compensation, we declined\. We then asked if there was another way to make the situation right, such as adjusting our room rate, but the manager said no\. We've always enjoyed staying at The Whaler's Inn, which makes this experience particularly frustrating\. Maintenance issues can happen, but multiple room problems, disruptive construction during the day without accommodation, and the lack of a meaningful resolution left us feeling that the value did not match the price we paid\. We hope management will take this feedback seriously and improve the guest experience\.we will not be coming back . I do not recommend - the staff were SO RUDE

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    The Inn At Stonington - The Inn At Stonington 4-star hotel in Stonington, Connecticut

    The Inn At Stonington

    (48 reviews)

    Can I give a six star review?…read more We've stayed at expensive hotels this year in Philadelphia and Chicago and this experience is head and shoulders over those. Huge room, comfortable, quiet and cozy. 6 star The quiet, do we even have anyone in the Inn or the town? The insulation is top notch. The dark The ultra sleeping experience. I guarantee the owner slept in this room at least one night to get feel for the room and make those little touches. How many hotels do you go to where the shades don't keep out the light or that the various clocks and smoke alarms and power strips and wall outlets all have bright led lights on them? How many times have I draped a sock over something. Not here, even the clock has a bright, dim and off option. I love a blacked out room and very very rarely get one. The shower - powerful and hot and oversized. Wow. Massive bathtub with jacuzzi option, wow. A well hidden TV, a really nice touch. We don't want it dominating the room. Bed, I've returned 3 mattresses after purchasing them at my house so I am picky and this bed is elite. Huge comfy chairs, comfy robes, this room has it all and the a/c is powerful. Resort 6stars Wine and cheese and fruit and cracker happy hour, bring $5 to tip Susan, she is a cheerful conversatalist. Breakfast is massive, don't plan to go anywhere else for brunch or breakfast. Highly recommend it and the seating areas are many, inside and out. Staff - great recommendations and Beatrice drew upon her knowledge of growing up in the town. Plus they had a ready list of 5 places to eat to walk to, so nice. The town,what a find, a classic NE town, they filmed mystic pizza here. So quiet and so much to do! Good amount of folks walking around, plenty of sites to see. Love it here.

    Great inn, we love all the rooms we have stayed in Keep…read morecoming back, always something to do between mystic and Watch Hill. Fall is my fave

    Kenny's Tipperary Inn - hotels - Updated September 2026

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