@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
Matthew Dean Stewart
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Region: US
Sunday 18 October 2026 11:59:40 GMT
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mellymel7740
Mellymel :
don't come we're good
2026-10-18 15:44:03
110
seabright34
matt :
wait I am a fellow Matthew Dean. different last name though
2026-10-18 21:49:13
0
nataliesharise
nataliesharise :
Stop coming up here !!!!!! There’s no more room on the weekends
2026-10-18 16:17:49
52
emmiesgrl
emmiesgrl :
Please don’t.
2026-10-18 21:49:30
0
perezp98
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
0
satellite_stomper
Dee :
omg AND YOU WENT TO JULIETS?! That is so scary
2026-10-18 17:12:09
4
sunchipdip
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
0
batvadar
batbait :
ENOUGH! STAY RIGHT WHERE YOU ARE!!! 😭
2026-10-18 18:23:09
10
nlbur
NL Bur :
The leaves 🍁 are beautiful in New Paltz!
2026-10-18 21:19:32
0
hillaritymama
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
jamesrenner81
James Randolph :
should've uber'ed to rhinebeck
2026-10-18 17:44:12
3
theladyvogue
evviva :
the colors were much better towards amenia....
2026-10-18 19:22:23
0
jodes_128
Jodes_128 :
hahaha leave my box of wine alone!! Trying to keep it classy over here in Poughkeepsie ✨🍷💀
2026-10-18 16:29:34
3
bunnykittenangel20
Marilyn 👽 :
do not come to my town
2026-10-18 16:35:12
2
kit.cat.caitttt
♡caitie♡ :
2026-10-18 19:57:21
1
jossiie9820
Joslyn walker :
lol omggg love this whole video I work at reason & ruckus 🫶🏾
2026-10-18 16:49:22
2
satellite_stomper
Dee :
Walking on Main Street at NIGHT????
2026-10-18 17:11:15
12
poughkeepsiequeen
Dragonfly :
Love Poughkeepsie
2026-10-18 15:06:09
3
jamesrenner81
James Randolph :
also Vassar is where Hamilton played originally before Broadway because they have a great theater dept
2026-10-18 17:51:28
2
8stringscotti
piss goblin :
please don't just stay in the city
2026-10-18 20:34:10
0
heatherd427
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
0
heatherd427
heatherd427 :
I think you'd also love Rhinebeck & New Paltz if you haven't been yet
2026-10-18 20:19:27
0
bruhn.freeman
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
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
0
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