@matthewdeanstewart: When I told people I was spending a fall weekend in Poughkeepsie, everyone kept asking me WHY. So I decided to find out exactly what this Hudson Valley city had to offer! Just a train ride from NYC, I spent the weekend exploring downtown Poughkeepsie, staying at Heartwood at Vassar, dining at The Salt Line at Vassar, and grabbing drinks at the historic Mill House Brewing Company. Along the way, I wandered the beautiful grounds of Vassar College, stopped into Fika & Hygge, explored the strange and unusual at Curio Cabinet of the Hudson Valley, and browsed the vinyl collection at Darkside Records. Of course, no trip to Poughkeepsie would be complete without visiting the Walkway Over the Hudson, one of the area’s most iconic attractions! From historic architecture and quirky local shops to great food and beautiful fall scenery, Poughkeepsie turned out to be a pretty interesting weekend getaway from New York City! Would you spend a weekend here? 🍁 #Poughkeepsie #HudsonValley #UpstateNewYork #FallGetaway #WeekendGetaway
Matthew Dean Stewart
Region: US
Sunday 18 October 2026 11:59:40 GMT
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Mellymel :
don't come we're good
2026-10-18 15:44:03
110
matt :
wait I am a fellow Matthew Dean. different last name though
2026-10-18 21:49:13
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nataliesharise :
Stop coming up here !!!!!! There’s no more room on the weekends
2026-10-18 16:17:49
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emmiesgrl :
Please don’t.
2026-10-18 21:49:30
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Paula Perez1303 :
You’ve seen more of Poughkeepsie in 3 days than I have and I’ve lived here for 3 years 😂
2026-10-18 21:38:36
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Dee :
omg AND YOU WENT TO JULIETS?! That is so scary
2026-10-18 17:12:09
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sunchip :
actually the best visit PK video i've ever watched.you actually were in the city! like walking in some sketch spots but real asf....also you saying georgieeee 🤣🤣🤣
2026-10-18 21:40:50
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batbait :
ENOUGH! STAY RIGHT WHERE YOU ARE!!! 😭
2026-10-18 18:23:09
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NL Bur :
The leaves 🍁 are beautiful in New Paltz!
2026-10-18 21:19:32
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Hillarity517 :
Kk you showed me parts of my own town I didn’t know existed. Also love your chuckle
2026-10-18 15:36:31
6
James Randolph :
should've uber'ed to rhinebeck
2026-10-18 17:44:12
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evviva :
the colors were much better towards amenia....
2026-10-18 19:22:23
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Jodes_128 :
hahaha leave my box of wine alone!! Trying to keep it classy over here in Poughkeepsie ✨🍷💀
2026-10-18 16:29:34
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Marilyn 👽 :
do not come to my town
2026-10-18 16:35:12
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♡caitie♡ :
2026-10-18 19:57:21
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Joslyn walker :
lol omggg love this whole video I work at reason & ruckus 🫶🏾
2026-10-18 16:49:22
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Dee :
Walking on Main Street at NIGHT????
2026-10-18 17:11:15
12
Dragonfly :
Love Poughkeepsie
2026-10-18 15:06:09
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James Randolph :
also Vassar is where Hamilton played originally before Broadway because they have a great theater dept
2026-10-18 17:51:28
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piss goblin :
please don't just stay in the city
2026-10-18 20:34:10
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heatherd427 :
You went to some of my favorite spots! Hope you had a good time and can check out more of our local towns and cities next time. ❤️
2026-10-18 20:13:34
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heatherd427 :
I think you'd also love Rhinebeck & New Paltz if you haven't been yet
2026-10-18 20:19:27
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Bruhn Freeman :
This is a fall destination? I had no idea. My eye doctor is there. Make sure you go to Rossi’s. Well enjoy.
2026-10-18 20:08:20
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daniellemarie928❌ :
I have never heard of anyone taking a trip to Poughkeepsie lol! My stop is Beacon. Very cool! I hope you enjoyed 🍂
2026-10-18 21:04:51
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