Editor’s note: Click this link for a full set of posts on how to travel in style this summer.

Taking some time away from NYC. The Jack in Indigo Star Shirt and Slim Chinos in Light Stone by Taylor Stitch. Heritage Tassel Loafers by Sebago. Maximus Sunglasses by Sunday Somewhere. Waterbury Chrono from the Timex x Red Wing collab. Striped webbed belt by J. Crew.
I’ve been fortunate so far this year to hit the road quite a bit, from a New Year’s weekend in Detroit to a stylish weekend visit to Washington, D.C. and a quick few days in the sunny state of Florida. Each trip has presented a pretty nice mix of work and play (some more play than work, admittedly), but it’s definitely helped me get more acquainted with packing and planning ahead in the midst of a busy work and writing schedule, and I’ve been able to document the trips as they’ve happened on Instagram. Given how hectic things have been during my 9-to-5 and beyond, I felt the urge to get away for just a bit this past weekend. What better place to go than a relaxing, tranquil, chic spot just outside NYC? Specifically, the Time Nyack Hotel. In fact, I was astonished as I researched the lovely village of Nyack; it’s a beautiful location, and even as I type this, the hotel’s scarcely been open a month! Such a modern hotel in a quaint town also presented the chance to break out style that’s fit for the city yet ready for a quick upstate trip. Do you follow? Yeah? Good.

A look at my packing essentials. Voyager Waxed Weekender and leather luggage tag by Owen & Fred. Chapter Travel Kit by Herschel Supply. Slim Chinos in Light Stone and Jack in Indigo Star Shirt by Taylor Stitch. Heritage Tassel Loafers by Sebago. Leather lanyard by Tanner Goods. Waterbury Chrono by Timex x Red Wing. Adventure Log by Word Notebooks. Maximus Sunglasses by Sunday Somewhere.
As with my trip to Washington, D.C., my jaunt to Nyack proved to be another ideal chance to test out my new Owen & Fred Voyager Waxed Weekender. The Martexin Original Waxed canvas is some of the sturdiest and toughest in the business, the Wickett & Craig leather straps are sturdy and breaking in nicely, and the bag’s always provided plenty of room for my menswear essentials (including a trusty Bridge & Burn Flat Wool Cap and Word Notebooks Adventure Log). On this particular trip, that also included extras like my trusty Herschel Supply Co. Chapter Travel Kit — made from water-resistant polycoat in a sharp navy color and featuring a vegetable tanned leather pull, it accented the bag and my Tanner Goods leather lanyard nicely while holding some Baxter of California grooming essentials. However, the small details were just one focus of my trip in terms of packing, planning and exploring.

A look at some of the stylish grooming essentials from C.O. Bigelow provided by the hotel, plus my Herschel Supply Chapter Travel Kit and Doc Elliott Pomade.
For work style that would take me from the office to upstate on Friday (as it seems lots of New Yorkers do), I brought along that aforementioned Owen & Fred bag, and dressed to meet the demands of the cubicle and the train ride (hint: Both involve lots of sitting, just in different environments). In this case, that meant tossing on one of my favorite shirts (heck, perhaps my favorite?), the Jack in Indigo Star from the fine folks at Taylor Stitch. The shirt is crisp-yet-casual, able to be worn tucked in or untucked, and complete with high armholes and slim sleeves — that’s exactly how I want my shirts to fit, and I’d wager that’s how yours should fit for travel and the office. A sleek pair of Sebago Heritage Loafers completed my Friday travel ensemble, alongside a versatile striped webbed belt from J. Crew (it goes with denim and a tee as well as it does with slightly dressier outfits). And given the heat and those pesky rays, eye-catching sunglasses from Sunday Somewhere finished off my travel accessories for the day (and the weekend in general).
I was also fortunate enough to get the chance to check out a pair of the brand’s exceptionally high-quality Slim Chinos in Stone, as I wrote about in this site’s Style Pick of the Week series earlier this spring. The fabric and construction are just as on-point as the last pair of Taylor Stitch Standard Issue Chinos I reviewed last summer, and the slim fit and versatile styling potential are to be applauded; I definitely felt as if I could rock them at work and at dinner later on Friday, and that’s exactly how it worked out!

A look at a few of my trip accessories, with a cool backdrop via The Time Nyack. Leather lanyard by Tanner Goods. Cooper Boat Shoes by Jack Erwin. Maximus Sunglasses by Sunday Somewhere.
On the footwear front, I also tried to pack light yet reliably — I’ve become a huge fan of the comfort and sleek style of my Jack Erwin Cooper Boat Shoes, as I also rocked ’em during my family’s trip to NYC a few weeks ago. They were a nice change of pace alongside my classic, dressier Sebago leather loafers. The Caramel Nubuck color of the boat shoes, and the slimmer profile (compared to other boat shoes, that is) helped them fit right in with my more casual Bridge & Burn Stringer Dune Shorts and a lightweight, comfortable Richer Poorer pocket tee (as seen below). The tee is slim, modern and able to be worn a bit more ruggedly (with the sleeves a bit rolled up, for example). Plus the cotton-polyester-rayon blend is comfortable and breathed easily in the heat. The best part about the boat shoes is that they would’ve worked just as easily with my Friday office/travel outfit as on Saturday! Looking for crisp, comfortable, dependable shoes when traveling is a definite must, and particularly for the summer months, the Cooper is absolutely one shoe you should consider.

Saturday’s outfit to beat the heat. Stringer Dune Shorts and Flat Wool Cap by Bridge & Burn. Cooper Boat Shoes in Caramel Nubuck by Jack Erwin. Maximus Sunglasses by Sunday Somewhere. Waterbury Chrono from the Timex x Red Wing collab.
Now if this trip were longer, I’d definitely consider adding some sharp spring sneakers and a nice pair of light wash denim, but the gear I packed in the interim definitely sufficed. Now, just because I packed light doesn’t mean I skimped on accessories. I love traveling with a great watch or two — as of late, I’ve been digging the rugged, dependable Timex x Red Wing Waterbury Chrono, which Timex was courteous enough to provide for a review (thanks, folks!). The watch wears slightly larger at 42mm, and the case is thick and sturdy. It’s a beauty in terms of the vintage-inspired dial design, too. The same goes for the rugged Red Wing leather strap — is there a better material to forge a watch strap out of? Probably not. It’s already proven a work-week staple, and it’s sure to see plenty of use in the coming weeks and months. My Sunday Somewhere sunglasses have already taken me all around New York City, and they proved just as reliable and stylish for exploring the much quieter confines of Nyack. Lest we forget, when packing low-cut shoes, lightweight no-show socks are in order — luckily, Pair of Thieves provides breathable no-shows with built-in performance for breathability and comfort.

What time is it? Time for a Memorial Day trip to the Time Nyack Hotel. Waterbury Chrono from the Timex x Red Wing collab.
As to the hotel itself: the Time Nyack was lovely, an eclectic mix of clean, modern design thanks to the loft-style rooms, high ceilings and the building’s past life as a factory. I felt the #menswear accessories I brought along, including that Timex x Red Wing Waterbury Chrono, fit right in! The décor was chic, modern and refined – definitely as upscale as expected. And the on-site restaurant and bar, BV’s Grill, had a nice beer selection and some killer cocktails. Elsewhere in Nyack, this small town is bustling and felt much larger than the listed population of about 7,300. I had the chance to check out The Local Tap House of Nyack on Main Street, which even served some excellent beer from Brooklyn stalwarts Evil Twin and Other Half (a surefire sign of any good beer bar). And if you get to the area , be sure to stop by Brickhouse for a stellar burger (the BBQ Bacon Burger is a treat), and more great beer (including some craft exclusives from the likes of Maine Brewing).

Saturday’s travel outfit in action outside Gypsy Donut. Heather Grey Pocket Tee by Richer Poorer. Stringer Dune Shorts and Flat Wool Cap by Bridge & Burn. Cooper Boat Shoes by Jack Erwin. Watebury Chrono from the Timex x Red Wing collab. Maximus Sunglasses by Sunday Somewhere.
The town itself really was busy despite a lot of folks apparently heading away for the weekend – if you want a retreat that feels far away from the city and offers some unique, local spots, this is the place to go. In fact, zipping up and down Main Street will give you the chance to check out a ton of hotspots for dinner or cocktails. And if you’re a fan of delicious donuts and excellent coffee, like they’ve got on-hand at Gypsy Donut, you’ll have just as much fun at breakfast as you will when out on the town later. The Maple Bacon Donut is the stuff of dreams, I tell you.
It was a much-needed getaway, and it proved a lot of fun! If you need a respite from NYC or are looking for a small-town getaway with premium accommodations and a host of restaurants and bars to match, Nyack is the place to be. It’s a cute area with beautiful views of the Hudson River on the drive over, the Time Nyack is conveniently situated close to the town, and I’d wager you won’t run out of places to go or things to do on a weekend trip. Pack smartly, efficiently and stylishly, and you’ll be all set for plenty of adventures.
Where are you heading this summer? Let me know of any neat trips, and what you’re bringing along, over at The Style Guide Facebook page!
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