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Our 5th Wedding Anniversary – Catskill Travel Guide

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In July, Eric and I celebrated our 5th Wedding Anniversary! I can’t even believe that we got married that long ago! It seems like just yesterday that we met, let alone celebrated the best day of our lives with all of our friends and family! I have written about our relationship a few times on the blog, but in case you are new here, I will give a little background. Eric and I met 12 years ago (ahhh!) at a mutual friends birthday party in upstate New York. From the day we met, we both knew we were soulmates and had a semi-long distance relationship for 7 years until our wedding! To this day, I thank my lucky stars that we both went to that birthday party!

Since it was that big 5-year Anniversary (and 12 years together), we decided to plan a little getaway to celebrate! Eric booked the cutest cabin in the Catskill mountains for a relaxing weekend away. We enjoyed the towns of Roscoe and Livingston Manor for the entire weekend! I will include a little rundown of where we went and what we did!

Check out Our 5th Wedding Anniversary – Catskill Travel Guide below!


We stayed at the Roscoe Campsite just outside of town. It runs along the river and is nestled in a quiet and remote area. You have the option of staying in anything from a cabin to an RV to even a tent on this campsite. Obviously, me not being someone who likes to rough it all that much, we stayed in one of the beautiful cabins! It has every luxury you can imagine and even has a firepit outside for roasting marshmellows and for keeping warm as you stargaze!

Catskill Travel Guide

Where to Eat & Drink

Despite what you may think about upstate New York, there are tons of great bars and restaurants to check out!

Roscoe Beer Co

On Friday when we arrived, we went to the Roscoe Beer Co. for a quick snack and tasting before we checked into our cabin. They have a great outdoor area and even have taps where you can refill your drinks yourself if you are a member!

Arnold House Tavern

Arnold House is a beautiful Bed & Breakfast between Roscoe and Livingston Manor. They host weddings and events and have a great little Tavern for casual meals! We went to the Tavern on Friday night and were not disappointed by the food selection! We are talking about unique and delicious options at great prices! Make sure you leave room for dessert because they have tons of homemade ice cream flavors that you are going to want to try! We brought home a pint of “Cookie Monster” that was to-die-for!

Main Street Farm

The next morning, we got up early (because Eric doesn’t sleep) and headed into Livingston Manor for breakfast. We had done some research and wanted to check out Main Street Farm because all of their food is farm to table and they have a cute store attached that sells all local products! Our breakfast and coffee did not disappoint and we even bought some local pasta, coffee beans and cider wine from the market!

Brandenburg Bakery 

After breakfast, we started walking through the town and came across the Brandenburg Bakery. The smells coming from the bakery were so delectible that we had to go in and check it out! The pastries and coffee all looked amazing and there was even cookie dough for sale in the freezers! We walked out with a few yummies to munch on while we continued exploring!

Catskill Brewery

You guessed it, we went to another brewery! The Catskill Brewery is in the town of Livingston Manor and has a much smaller tasting room than the Roscoe Beer Co. We enjoyed the beer and ambiance and has some popcorn to top it all off!

Prohibition Distillery

So we have moved on from breweries to distilleries. We wanted to check out the Prohibition Distillery in Roscoe because we heard great things about their Gin and Vodka. We had a very knoweldgable employee explain to us how their alcohol was basically “organic” with no added chemicals.

Great Northern Farmhouse

Remember when I said that we bought local homemade pasta from the Farmers Market? Well, we realized that the restaurant that made the pasta was right near our Campsite! There was a big sign that said “Ravioli Shop“, so naturally I had Eric pull in immediately. We ordered the most delicious linguini and ravioli dishes and were super excited that we had already purchased some of the delicious pasta for home!

The Kaatskeller

I know it is shocking that we are still eating and drinking, but we also had plans to check out The Kaatskeller, which is an outdoor “backyard” restaurant that serves pizza from a unique Italian pizza oven! Draped in twinkle lights and spotted with chic picnic tables, this restaurant was the epitome of casual chic! The trout roulettes and the Wild One Pizza were absolutely DELICIOUS! Stay away from the pre-made cocktails though, they are made in NYC and shipped upstate and they weren’t my fav!

Robin Hood Diner

On our way out of town, we attempted to go to the Roscoe Diner because we heard great things about it. It was completely packed, so we decided to check out the Robin Hood Diner instead. This place is a blast from the past, with Grandson and Grandmother running a tight ship of delicious and fatty diner food that you will love! It’s just one meal, so I say go for it!

What to See

Russell Brook Falls

What is a trip to the mountains without finding a beautiful waterfall!? Last time we were in the Catskills, we hiked up to Kaaterskill Falls, but were disappointed to see that it was packed with tourists. Russell Brooks Falls was totally different! The hike to the falls is much shorter and much more remote, which is nice. When we arrived, we were the only people there to witness the absolutely beautiful waterfall! This one is a must-see!

Catskill Travel Guide

Catskill Travel Guide

Covered Bridge

This part of the Catskills is known for their historical covered bridges. Many of these were built in the 1800’s out of wood and are still standing today, which is incredible!

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Gingham OTS Top

Gingham OTS Top

Gingham OTS Top

Gingham OTS Top

Gingham OTS Top

Gingham OTS Top

Gingham OTS Top


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