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All 6 Montauk B&Bs / inns

Kenny's Tipperary Inn

432 W Lake Dr., P.O. Box 5015, Montauk, NY 11954
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Ranked #2 of 6 Montauk B&B and Inns
A recent review
5 of 5 stars reviewed 3 days ago
VanessaW2 New York City, New York
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217 people have reviewed this hotel

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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4.5 of 5 stars
Traveler tips help you choose the right room.   Room tips (43)
Date | Rating
  • English first
  • French first
  • German first
  • Italian first
  • Portuguese first
  • Any
English first
New York City, New York
12 reviews 12 reviews
5 hotel reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

My fiancé and I booked a night here after spending a few days with friends in Sag Harbor. One of the greatest last-minute decisions we could have made. This is a moderately priced gem within walking distance of Gossman's Dock and a quick drive into the main strip in town. The pool was clean and lovely. The rooms were large... More

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2 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed 6 days ago NEW via mobile

Gentleman at front desk, Jamie, was so courteous and made sure we were extremely comfortable. Including a nice tour of the place which includes a phenomenal pool, and grill/pit and picnic area which we used to grill our catches from the day! Jamie also offered to stow and refrigerate a surprise birthday cake. This place is by far the best... More

Was this review helpful? Yes 1
Norwalk, Connecticut
14 reviews 14 reviews
12 hotel reviews
20 helpful votes 20 helpful votes
3 of 5 stars Reviewed 1 week ago NEW

My boyfriend and I went out to Montauk to celebrate my birthday. He told me had booked at Kenny's and after looking at the reviews, I was really looking forward to staying here. We arrived very early and the room wasn't ready, which was to be expected. We stopped back several times throughout the day, and even after 4 (when... More

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2 reviews
5 of 5 stars Reviewed 1 week ago NEW

Stayed here in August with my wife and 10year old son and really enjoyed it. Rooms perfect, clean, 2 large double beds, small balcony. Nice swimming pool to relax around, also very well kept. Great location, few minutes walk down to the port, very good Italian restaurant next door. Finally, most important, staff ALL very helpful

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Astoria, New York
1 review
5 of 5 stars Reviewed 1 week ago

My boyfriend and I spent a few days in Montauk, and were lucky to reserve a room at Kenny's Tipperary Inn during the peak season. We were welcomed by Jamie, who is awesome, and was always around to help us with anything we needed, including giving us stellar recommendations for restaurants and activities since my boyfriend and I have never... More

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1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 1 week ago via mobile

We love kenny's. This is our first time in Montauk. The location is perfect. It's not on the beach but in walking distance of the harbor which is beautiful, walking distance of all the best dinner restaurants (Gossmans, Salivars, The Harbor, etc..) The most adorable Lynn's Hula Hut is directly across the street with the best tropical drinks and live... More

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Danbury, Connecticut
1 review
5 of 5 stars Reviewed 1 week ago

Been going to Montauk for several years and this is the first place I have stayed at where everything was just perfect. The location is ideal with the harbor, beach and many activities including golf, jet skiing, whale watching & horse back riding all within a very short distance. Many excellent restaurants are also within walking distance or a very... More

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Boston, Massachusetts
1 review
5 of 5 stars Reviewed 2 weeks ago

Just spent a few days at The Tipperary Inn with 3 girlfriends. Jamie was the best and the location to fun night life was perfect! Outdoor pool was quiet and peaceful after the beach and its proximity to the water taxi to experience restaurants without having to drive was great. Will book soon for next August.

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Farmingville, New York, United States
1 review
5 of 5 stars Reviewed 2 weeks ago

Eddie, Jamie and all the staff were so hospitable. Not only were they accommodating to our requests for information, they were happy to give us the past history about the Montauk area. Will recommend this Inn to anyone who likes comfort and relaxation.

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1 review
2 of 5 stars Reviewed 2 weeks ago

First the positives: clean and beautiful room with a very comfortable bed and on site Italian restaurant that draws a big crowd. Service staff is very helpful and pleasant and they keep the rooms and grounds spotless. Now the negatives: Be careful with this so-called pet friendly motel! Because our dog has a knee problem, we try to take her... More

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Edward K, Owner at Kenny's Tipperary Inn, responded to this review

With regards to the dogs being able to be around the pool area, "NEW YORK STATE BOARD OF HEALTH" does "NOT" permit any dogs or animals in the enclosed pool / deck area, for "PUBLIC HEALTH AND SAFETY REASONS ". I would like to point out that this is NOT a hotel policy but a "NEW YORK STATE HEALTH DEPARTMENT... More

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Additional Information about Kenny's Tipperary Inn

Address: 432 W Lake Dr., P.O. Box 5015, Montauk, NY 11954
Phone Number:
Location: United States > New York > Long Island > Hamptons > Montauk
Price Range (Based on Average Rates): $$
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Also Known As:
Kenny`s Tipperary Hotel Montauk

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Room/suite (9)
Bathroom (5)
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Hotel & grounds (14)
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Free High Speed Internet ( WiFi ) Free Parking Kitchenette Pets Allowed ( Dog / Pet Friendly ) Restaurant Swimming Pool
Official Description (provided by the hotel)
The Tipperary Inn is located in the heart of Montauk Harbor. We feature comfortable, recently renovated rooms. We are strategically located; not far from downtown Montauk, but far enough from the bustle. Ideal for the perfect getaway.We feature a relaxed atmosphere and we also have plenty of activities for our guests to enjoy. Such as fishing, hiking, horseback riding, golfing and dining. We are a walk away from the Block Island and Groton Connecticut ferries. Next door to the Inn is the re-nowned Mannucci's restaurant, a favorite dining spot with the locals and tourists alike.Our staff will be happy to help you book any activity and we will do our utmost to make your stay memorable. ... more   less 
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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

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