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IN: Travel

Ulster County Travel Guide: A Beautiful Weekend Getaway Near NYC

October 20, 2019 By Melanie 1 Comment

This post is sponsored by Ulster County Tourism. As always, all thoughts and opinions are strictly my own. 

There is something pretty magical about New York in Autumn. As a Florida girl turned Brooklynite, the shift from Summer to Fall is one of my absolute favorite things. As much as I love the festivities here in NYC, I have to admit that the true Fall experience awaits a few hours north of here in the charming towns of upstate New York. Earlier this month, my husband and I decided to rent a car and take the two hour drive to Ulster County for a weekend of exploration and relaxation. The county itself is huge and filled with amazing restaurants, fun activities and the most breathtaking fall foliage. In hopes of seeing as much as we could, we hopped around from New Paltz, Woodstock, Kingston, Saugerties, and Mount Tremper. If you missed it on my Instagram be sure to watch the video highlights on the Ulster County page HERE. 

If you’re in the NYC area and are in need of a quick weekend getaway, this post is for you! I’ve got you covered with all the best places to stay, eat and see during your weekend in Ulster County. 

Day 1: New Paltz 

Where we stayed: 

Watergrasshill Bed & Breakfast

This charming bed and breakfast may have been one of my favorite elements of the entire trip. The house itself was beautiful and filled with a sense of love and warmth. Our room was quite large, very clean and the perfect blend of old-world charm and modern amenities. More importantly, the locally sourced breakfast prepared by Watergrasshill owner, Alana, was healthy and delicious.

My husband and I loved waking up early to grab coffee from the dining area and sit on the porch (which was of course adorned with pumpkins). There’s nothing quite like the peace that comes from being surrounded by nothing but colorful trees, rolling hills and mountains. We only stayed for one night and it was enough to make me want to plan another stay in the Spring. 

Where we ate:  

Lola’s Cafe 

Located in the heart of downtown New Paltz, this casual cafe offers up an assortment of healthy bowls, sandwiches, soups and salads. It’s definitely a great spot for a quick lunch, especially if you’re looking to shop at any of the charming stores lining the street. I ordered the Southwest Bowl with Tofu and my husband opted for the Ahi Pita. 

Main Course Marketplace

If you’re looking for a delicious and locally sourced dinner, Main Course Marketplace seems to be the hot spot. It was quite crowded when we arrived, but we still found a seat very quickly. It’s pretty low key in the sense that you order at the register before finding a table, but the food tasted far better than your typical fast casual dining experience. They offer up seasonal dinner specials so that’s what we opted for (and our meals were quite delicious). There’s also a regular all-day menu featuring everything from homestyle meatloaf to Mediterranean falafel.  

What we did: 

Apple picking at Kelder’s Farm

We couldn’t take a trip to Ulster County in October without visiting one of the local farms to pick our apples! Kelder’s is, for lack of better words, HUGE and not only has a lovely apple orchard but also a pumpkin patch, petting zoo, marketplace, sunflower field and more. We could have spent the whole day there but once our bags were filled with Honeycrisp apples it was time to jet off to the next stop. I definitely recommend going on a weekend as that’s when you can partake in everything they offer, like hayrides, fresh apple cider donuts and testing your aim with their apple cannons.

Cider Tasting at Twin Star Orchards

Another beautiful farm in New Paltz, Twin Star is definitely all about the apples. They have plenty of you-pick orchards with a variety of apples to chose from, but seeing as we already had our apple picking fill, we went there for another reason: cider. The Brookyn Cider House tasting room is quite impressive and we LOVED sampling the flight of 5 ciders. In fact, we decided to purchase a few bottles to take home! My personal favorites are their Bone Dry and Half Sour ciders, the latter of which was named “Best New York Craft Cider.”

Day 2: Kingston, Woodstock and Saugerties

Where we stayed: 

Bohemian Inn

This historic Victorian inn built in 1872 is literally right down the block from downtown Saugerties. The house and rooms are furnished with antiques, old photographs and eclectic decor. To be honest, there was a bit of a spooky feel in the evening (I’m going to blame watching American Horror Story a few days before our visit) but we still had a great sleep. We woke up to fresh pastries and Nespresso in the upstairs nook before packing our bags and heading out to explore.

Where we ate:  

Turn Up The Beet

The perfect stop for a quick post-yoga juice or smoothie. This little juice bar in Kingston offers up wellness shots, acai bowls, iced coffee and more! My husband and I swung in before heading to Woodstock and the “Glow” juice (comprised of cucumber, apple, lemon, celery, ginger and spinach) was my fav green juice I’ve had in a while. 

Little Apple

What once was solely a juice bar has now expanded to small bites, beer and fun cocktails. We stopped in for a quick afternoon snack after shopping and did a little Woodstock people-watching from our seat by the front window. It seems like their menu is still changing after going through new management so it’s worth stopping in to see what they’ll be offering up next! 

Garden Cafe

Okay, I really wish this vegan restaurant was in NYC because I absolutely loved it! Located right off Tinker Street in Woodstock, Garden Cafe offers up a fully plant-based menu along with a juice bar, smoothies and specialty cocktails. And trust me, even the non-vegans would be able to find something they loved on the menu. All ingredients are organic and locally sourced, and they offer a yummy brunch menu on weekends! 

The Dutch Ale House

After a full day of exploring Woodstock, we made our way to Saugerties to check into the Bohemian Inn and find a place for dinner. The Dutch was just a two-minute walk down the road and was overflowing with the same charm of some of our beloved Brooklyn restaurants. We had couple cocktails at the bar (“Mullin Around” was my favorite) before we sat down for a delicious dinner. 

Love Bites Cafe

Located in downtown Saugerties, this was the perfect spot for a local breakfast after our night at the Bohemian Inn. The menu was all locally sourced and the vegan pancakes were so yummy! We got there nice and early but around 10am this place really filled up. It’s definitely a popular spot! 

What we did:

Yoga at The Yoga House

After having breakfast at Watergrasshill, we drove to Kingston for a 75-min yoga flow. I’ve been to my fair share of yoga classes and I have to say I was v impressed with this one. The instructor was super knowledgeable, and I loved the mix of deep fascia releases combined with core exercises, inversion practice and vinyasa flows. Overall it was a fun and challenging class that even my non-yoga loving husband enjoyed! Best part for you city folks is that the studio is on Classpass (for less than 10 credits)! 

Shopping on Tinker Street

Woodstock is such an eclectic little town and there are SO many cute shops to peruse on Tinker Street! I definitely recommend picking up some award winning chocolate at Fruition Chocolate Works (the Hudson Bourbon Dark Milk Chocolate is to die for) and pick up a few Beeswax candles at Candlestock. 

Massage at Glo Spa Woodstock

Photo taken from Glospawoodstock.com

If you know me, you know I love a good spa treatment and a massage at Glo was such a treat! The atmosphere of the spa itself was blissful and relaxing, with multiple treatment rooms, saunas, and even a hair salon inside. I opted for the “Lava Shell Treatment” — a 60 min relaxing massage that warms and soothes your muscles using heated tiger-striped clam shells. Let’s just say I felt like a brand-new person after that lovely hour of self-care. If you’re looking to treat yo’ self, this is the place to do it. 

Day 3: Mount Tremper

A Spa Day at Emerson Resort & Spa

Before heading back to the city, we decided it was worth driving into the Catskill Mountains for a half day at Emerson Resort & Spa. Staying at the resort would be an amazing getaway but if you’re limited on time, a day pass is a great option! The spa has a lovely relaxation room with a fireplace, saunas, hot tub and multiple treatment rooms. The weather was pretty gloomy, but we didn’t let a little rain stop us from enjoying the outdoor hot tub (with the best views)! There’s also a fitness center, multiple shops and a couple of restaurants on the property. After a deep tissue massage (yep, I felt very spoiled) and plenty of time to relax in the spa, we made a quick stop into Ralph’s Cafe for vegan chili before we hit the road.

 

I hope you all enjoyed this look into our Ulster County adventure! My husband and I loved it so much, we will definitely be back soon… Maybe for some hiking at Mohonk Preserve. I hear the views are incredible and I’m pretty sure the Lemon Squeeze trail is calling my name. 

Happy adventuring! And if you have any questions about our time in Ulster County, please don’t hesitate to ask!

Ulster County Tourism | @ulstercountytourism

Map thanks to Wanderlog, a trip planner app on iOS and Android

Filed Under: Travel

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Comments

  1. Watergrasshill B&B says

    October 24, 2019 at 3:31 pm

    We loved having you at our B&B! Hope you come back and visit in the spring!

    Reply

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Meet Melanie

Meet Melanie

Hi and welcome to Headstands & Heels! I’m Melanie — a Digital Strategist turned Wellness Entrepreneur, certified yoga instructor (RYT 200), dog mama, and content creator based in Denver. I hope to encourage others to follow their dreams and cultivate a healthy, balanced lifestyle filled with mindfulness and positivity. 💕 Send me a note at: mel@headstandsandheels.com

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Find Me on Instagram


✨Cozy season = hosting season✨ and I’ve got
✨Cozy season = hosting season✨ and I’ve got you covered with 5 super cozy, creative & cute fall gatherings to bring your friends or family together! 

Trust me when I say you’ll want to save this for later or send to a friend who you want to do one of these with! 🎃

🧡PUMPKINS & PSLS: combine cozy home cafe vibes with an autumnal crafternoon 

🧡COOKBOOK CLUB POTLUCK: pick a cozy, seasonal themed cookbook and have all your friends pick a dish to make, bring & share! 

🧡 GILMORE GIRLS NIGHT IN: set up a spread from “Luke’s Diner” and spend an evening watching some of the best fall episodes (I’ve listed a ton in my Autumn watch list post) 

🧡SPIRITS & SPELLS SOIRÉE: get your coven together for a witchy cocktail party complete with dark candlelight and potion inspired sips 

🧡 MYSTERY BOOK CLUB: pick a fall friendly mystery, serve mulled wine and get together to discuss all the plot twists and theories 

Let me know if you’ll be hosting any of these and if you want to see a similar roundup for the holiday season in November!

#fallgirl #autumnparty #hostingideas #girlsnightideas #fallparty #cozyseason #cozyvibes #fall2025

The sweetest apple picking adventure to celebrate
The sweetest apple picking adventure to celebrate Lily’s first time in the northeast 🍎💕

#autumnvibes #fallactivities #applepicking #fallgirl #autumnaesthetic #falltrip #pinterestaesthetic

#ad Give me more sweet and cozy autumn mornings li
#ad Give me more sweet and cozy autumn mornings like this… 

🍁Wearing comfy, cute loungewear 
🍁Sipping an iced maple latte by the fire 
🍁Making a yummy pre-workout breakfast featuring my favorite pumpkin @noosayoghurt. It’s made with whole milk, tastes incredible and has the most smooth, velvety texture
🍁Fitting in a quick pilates workout 

The best part about romanticizing the little things is that the most basic routine somehow feels just a little more special. And I think we all deserve to start the day with feel-good rituals that we can lean into and fully appreciate, don’t you? 🤎

#cozyseason #autumnvibes #fallgirl #morningroutine #morningrituals #cozymornings #happyhabits


Now presenting your ultimate Autumn Watch List!! ✨🍿 🎥 

Get the popcorn + your fav snacks ready because this roundup has ALL the best cozy movies, shows and even fall specific episodes of your classic favorites (hands up if you love Gilmore Girls, Friends and Gossip Girl! 🙋🏻‍♀️) 

Swipe through, SAVE to reference later and share with someone who you think would love a cozy movie night in! 🧡

I hope you all find this roundup helpful and that it inspires many cozy evenings this season 🍂 

#autumnmovies #fallvibes #fallgirl #fallbucketlist #cozyseason #cozyselfcare #cozymovienight #movienightathome #tisautumn #feelslikefall

Got everything on my wish list right here 🍂🍁
Got everything on my wish list right here 🍂🍁🤎 

📍 Evergreen, CO | 📸 @hnguyenphoto 

#fallaesthetic #fallincolorado #familyphotoshoot #pinterestaesthetic #fallorado #leafpeeping #autumndays #babysfirstfall #newparentslife

a slow self care shower always hit different and i
a slow self care shower always hit different and it’s extra fun when it has you starting the week smelling like a pumpkin spice latte 😆🧡✨

~ comment “pumpkin” and I’ll send you all the links to everything you see here ~

#selfcaremorning #selfcareday #morningvibes #autumnrituals #fallgirl #feelslikefall #fallmorning #softwellness #softgirlera #asmrbeauty #morningroutine

✨October 3rd just became an official girlhood ho
✨October 3rd just became an official girlhood holiday✨

I’ve been listening to The Life of a Showgirl on repeat all day and can’t wait to sing my heart out at tonight’s release party!! 🎶💃🏻🪩 Who else is going and what are your favorite songs on @taylorswift’s new album? 

Mine are: The Fate of Ophelia, Opalite, Wish List, Cancelled and A Life of a Showgirl 

#swifties❤️ #ts12 #thelifeofashowgirl #october3rd

The most wholesome outing with my two favorite fur
The most wholesome outing with my two favorite furbabies, because our pups deserve a little fall sweet treat (and the quality time) too 🐶🧡☕️ 

#pumpkinseason #romanticizeyourlife #rescuedogmom #coffeerun #pslseason #fallvibes🍁 #coffeetreat

“I’m so glad I live in a world where there are
“I’m so glad I live in a world where there are Octobers” 🍁 

One of my fav quotes from a childhood literary heroine who taught me to romanticize the every day and that there’s always scope for the imagination 🧡 (and if you haven’t read Anne of Green Gables, you’re missing out) 

Since the holiday season kicks off next month, October is fully dedicated to all the best fall activities! Here are a few that I’m looking forward to: 

🍎 going apple picking 
🎃 visiting a pumpkin patch 
🍂 leaf peeping walks 
🍩 making apple cider donuts at home 
🎥 outdoor movie nights 
🍁 fall family photoshoot 
👻 celebrating Halloween as a family 
📖 cozy book club meeting 
🧡 hosting a themed dinner party 

What’s on your October bucket list? 

PS: this Taylor Swift audio is just getting me pumped for October 3rd! 🎶💕

#autumnishere #fallgirl #romanticizeyourlife

With October just days away and autumn officially
With October just days away and autumn officially underway, it’s the perfect time to create a little “solo date” bucket list of cozy activities to celebrate the season ☕️ 

Swipe and save for 10 ideas and let me know which one(s) you’ll be trying! 

#fallvibes #fallgirl #autumnselfcare #solodate #solodateideas #autumnadventures #fallbucketlist #iamanautumn #pinterestgirl

The sweetest leaf peeping Fallorado adventure with
The sweetest leaf peeping Fallorado adventure with my little fam & good friends🍁☕️ Swipe for a peek into my camera roll and for all the best fall vibes (+ the cutest baby duo at the end!)

📍Steamboat Springs 

#autumnincolorado #coloradofall #autumnvibes #autumnishere #leafpeeping #fallcolours #falltrip #autumnadventures

It’s #PumpkinSpice season and obviously this mea
It’s #PumpkinSpice season and obviously this means I needed to reshare my go-to Pumpkin Spice Protein smoothie that I make year after year (because it’s just that good) 🎃 

It’s creamy, healthy, and gives all the best fall vibes. SAVE this recipe to make later: 

✨1 banana 
✨2 pitted medjool dates
✨1/4 cup organic pumpkin puree 
✨1 scoop vanilla protein powder 
✨1 tbsp almond butter 
✨1 tbsp flax seeds 
✨ tsp of pumpkin pie spice 
✨ 1 cup unsweetened almond milk 
✨ ice 

Top with whipped coconut cream and some more pumpkin pie spice to make it a little *extra 

Let me know if you’ll be trying this! 🍁 

#healthysmoothie #fallsmoothie #pumpkinsmoothie #pslseason #pumpkinseason #healthylifestyle #autumnrecipes #fallrecipes #smoothielove


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✨Cozy season = hosting season✨ and I’ve got ✨Cozy season = hosting season✨ and I’ve got you covered with 5 super cozy, creative & cute fall gatherings to bring your friends or family together! 

Trust me when I say you’ll want to save this for later or send to a friend who you want to do one of these with! 🎃

🧡PUMPKINS & PSLS: combine cozy home cafe vibes with an autumnal crafternoon 

🧡COOKBOOK CLUB POTLUCK: pick a cozy, seasonal themed cookbook and have all your friends pick a dish to make, bring & share! 

🧡 GILMORE GIRLS NIGHT IN: set up a spread from “Luke’s Diner” and spend an evening watching some of the best fall episodes (I’ve listed a ton in my Autumn watch list post) 

🧡SPIRITS & SPELLS SOIRÉE: get your coven together for a witchy cocktail party complete with dark candlelight and potion inspired sips 

🧡 MYSTERY BOOK CLUB: pick a fall friendly mystery, serve mulled wine and get together to discuss all the plot twists and theories 

Let me know if you’ll be hosting any of these and if you want to see a similar roundup for the holiday season in November!

#fallgirl #autumnparty #hostingideas #girlsnightideas #fallparty #cozyseason #cozyvibes #fall2025
The sweetest apple picking adventure to celebrate The sweetest apple picking adventure to celebrate Lily’s first time in the northeast 🍎💕

#autumnvibes #fallactivities #applepicking #fallgirl #autumnaesthetic #falltrip #pinterestaesthetic
#ad Give me more sweet and cozy autumn mornings li #ad Give me more sweet and cozy autumn mornings like this… 

🍁Wearing comfy, cute loungewear 
🍁Sipping an iced maple latte by the fire 
🍁Making a yummy pre-workout breakfast featuring my favorite pumpkin @noosayoghurt. It’s made with whole milk, tastes incredible and has the most smooth, velvety texture
🍁Fitting in a quick pilates workout 

The best part about romanticizing the little things is that the most basic routine somehow feels just a little more special. And I think we all deserve to start the day with feel-good rituals that we can lean into and fully appreciate, don’t you? 🤎

#cozyseason #autumnvibes #fallgirl #morningroutine #morningrituals #cozymornings #happyhabits
Now presenting your ultimate Autumn Watch List!! ✨🍿 🎥 

Get the popcorn + your fav snacks ready because this roundup has ALL the best cozy movies, shows and even fall specific episodes of your classic favorites (hands up if you love Gilmore Girls, Friends and Gossip Girl! 🙋🏻‍♀️) 

Swipe through, SAVE to reference later and share with someone who you think would love a cozy movie night in! 🧡

I hope you all find this roundup helpful and that it inspires many cozy evenings this season 🍂 

#autumnmovies #fallvibes #fallgirl #fallbucketlist #cozyseason #cozyselfcare #cozymovienight #movienightathome #tisautumn #feelslikefall
Got everything on my wish list right here 🍂🍁 Got everything on my wish list right here 🍂🍁🤎 

📍 Evergreen, CO | 📸 @hnguyenphoto 

#fallaesthetic #fallincolorado #familyphotoshoot #pinterestaesthetic #fallorado #leafpeeping #autumndays #babysfirstfall #newparentslife
a slow self care shower always hit different and i a slow self care shower always hit different and it’s extra fun when it has you starting the week smelling like a pumpkin spice latte 😆🧡✨

~ comment “pumpkin” and I’ll send you all the links to everything you see here ~

#selfcaremorning #selfcareday #morningvibes #autumnrituals #fallgirl #feelslikefall #fallmorning #softwellness #softgirlera #asmrbeauty #morningroutine
✨October 3rd just became an official girlhood ho ✨October 3rd just became an official girlhood holiday✨

I’ve been listening to The Life of a Showgirl on repeat all day and can’t wait to sing my heart out at tonight’s release party!! 🎶💃🏻🪩 Who else is going and what are your favorite songs on @taylorswift’s new album? 

Mine are: The Fate of Ophelia, Opalite, Wish List, Cancelled and A Life of a Showgirl 

#swifties❤️ #ts12 #thelifeofashowgirl #october3rd
The most wholesome outing with my two favorite fur The most wholesome outing with my two favorite furbabies, because our pups deserve a little fall sweet treat (and the quality time) too 🐶🧡☕️ 

#pumpkinseason #romanticizeyourlife #rescuedogmom #coffeerun #pslseason #fallvibes🍁 #coffeetreat
“I’m so glad I live in a world where there are “I’m so glad I live in a world where there are Octobers” 🍁 

One of my fav quotes from a childhood literary heroine who taught me to romanticize the every day and that there’s always scope for the imagination 🧡 (and if you haven’t read Anne of Green Gables, you’re missing out) 

Since the holiday season kicks off next month, October is fully dedicated to all the best fall activities! Here are a few that I’m looking forward to: 

🍎 going apple picking 
🎃 visiting a pumpkin patch 
🍂 leaf peeping walks 
🍩 making apple cider donuts at home 
🎥 outdoor movie nights 
🍁 fall family photoshoot 
👻 celebrating Halloween as a family 
📖 cozy book club meeting 
🧡 hosting a themed dinner party 

What’s on your October bucket list? 

PS: this Taylor Swift audio is just getting me pumped for October 3rd! 🎶💕

#autumnishere #fallgirl #romanticizeyourlife
With October just days away and autumn officially With October just days away and autumn officially underway, it’s the perfect time to create a little “solo date” bucket list of cozy activities to celebrate the season ☕️ 

Swipe and save for 10 ideas and let me know which one(s) you’ll be trying! 

#fallvibes #fallgirl #autumnselfcare #solodate #solodateideas #autumnadventures #fallbucketlist #iamanautumn #pinterestgirl
The sweetest leaf peeping Fallorado adventure with The sweetest leaf peeping Fallorado adventure with my little fam & good friends🍁☕️ Swipe for a peek into my camera roll and for all the best fall vibes (+ the cutest baby duo at the end!)

📍Steamboat Springs 

#autumnincolorado #coloradofall #autumnvibes #autumnishere #leafpeeping #fallcolours #falltrip #autumnadventures
It’s #PumpkinSpice season and obviously this mea It’s #PumpkinSpice season and obviously this means I needed to reshare my go-to Pumpkin Spice Protein smoothie that I make year after year (because it’s just that good) 🎃 

It’s creamy, healthy, and gives all the best fall vibes. SAVE this recipe to make later: 

✨1 banana 
✨2 pitted medjool dates
✨1/4 cup organic pumpkin puree 
✨1 scoop vanilla protein powder 
✨1 tbsp almond butter 
✨1 tbsp flax seeds 
✨ tsp of pumpkin pie spice 
✨ 1 cup unsweetened almond milk 
✨ ice 

Top with whipped coconut cream and some more pumpkin pie spice to make it a little *extra 

Let me know if you’ll be trying this! 🍁 

#healthysmoothie #fallsmoothie #pumpkinsmoothie #pslseason #pumpkinseason #healthylifestyle #autumnrecipes #fallrecipes #smoothielove
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