Cozy Weekend Getaways from NYC

It’s officially that time of year where New Yorkers just want to be inside with a cup of tea and a good book. But, there are only so many weekends we can sit still before we need a change of scenery. So, our team rounded up a list of our top spots for cozy weekend getaways from NYC that are tailor-made for two.


(2 hours, 30 minutes from Manhattan)

Manhattan-based travel consultant Erina Pindar shares, “Nestled away in Upstate New York, Troutbeck is a hidden gem for couples wanting a cozy getaway from NYC. The property is intimate with just 36 accommodations, all beautifully designed; the rooms in the main house are more unique, while the rooms in the new builds are more modern, but they do look like they’re part of a collection, not disjointed at all.

The restaurant is farm-to-table, and they have great little cozy nooks everywhere and fireplaces to just hang out. The library has original books and was used by a writer who is researching the history of the area. The service is great as well! In terms of activities, the hotel has access to ski in the winter, skeet shooting all-year-round and there are cute towns nearby for antiquing.” | Book Here >>

Getting There:

You can take the train up to Troutbeck via Metro North from Grand Central. Your final stop will be Wassaic, approximately 5-minutes from Troutbeck, where the hotel’s team will happily collect you from the station.

Mayflower Inn & Spa, Auberge Resorts Collection

(2 hours from Manhattan)

Over in Connecticut, travel advisor Michelle Jackson shares, “If you’re looking to pamper yourself and your significant other, look no further than the Mayflower Inn & Spa. Located in Washington, Mayflower Inn is best known as one of the areas most distinguished luxury hideaways offering 5-star accommodations and one of the finest spas in New England.

With a focus on mind, body, and spirit, the spa offers personalized treatments including traditional massages, facials, and mud wraps as well as wellness therapies. In preparation for what inevitably will be a hectic holiday season, Mayflower is offering a ‘Reawaken Inside and Out’ package that includes Reiki/Chakra balancing, yoga and a body treatment that will reawaken and rejuvenate you inside-out.” | Book Here >>

Getting There:

This peaceful retreat – located on 58 acres of lovingly tended gardens and woodlands – is best reached via car. It’s approximately a 2-hour drive from the city.

The Roundtree, Amagansett

(3 hours from Manhattan)

For the ultimate cozy weekend getaway from NYC stay out east, SmartFlyer Products and Partnerships Manager Barrett Hollo shares, “In 2020, The Roundtree, Amagansett opened its doors in the beautiful enclave of New York’s Hamptons region. With just 15-rooms, this independently-owned, luxury boutique property pays homage to Amagansett’s historic farmsteading legacy dating back to the 1700’s, with nature-inspired details that embody the spirit of this idyllic destination. The Roundtree, Amagansett features 5 cottages – one of which is over 250 years old – and a combination of 10 rooms and suites housed throughout  a 100-year-old barn and the main house.  All of the accommodations are beautifully renovated to include thoughtful amenities and modern accents that make for a luxurious stay year-round, but an off-season visit during the winter is particularly charming.”

Getting there:

Roundtree’s convenient location allows you to easily indulge in the many delights of Amagansett. It’s situated just a short walk from the beach, steps away from the Hampton Jitney, and near the many dining and shopping attractions found in Amagansett’s town center. There are a few ways to get there, but a popular option is to take the Long Island Railroad . You can also drive, but note that you will be subject to traffic. To reach Gurney’s by bus, take The Hamptons Jitney which leaves from various points across New York City. Lastly, if you’re feeling fancy, you have your travel advisor hook you up a heli via Blade!

Four Seasons Hotel Philadelphia at Comcast Center

(1 hour, 30 minutes from Manhattan)

Looking to the ‘City of Brotherly Love,’ NYC-based advisor Liana Merriman shares, “Freshly opened in fall 2019, Four Seasons Hotel Philadelphia at Comcast Center will have you never wanting to leave the city (or the hotel!). Located at the Comcast Center, the Four Seasons resides on the top 12 floors of the building giving all guestrooms breathtaking views over Philly. We love the suites so you can enjoy their extra-large and glorious deep soaking tubs. Plus, thanks to their partnership with Comcast, guests have an unlimited list of TV shows and movies (literally, thousands to choose from!) that you can enjoy at no additional cost…now that is luxury.

Snow in the forecast? Don’t worry, the Four Seasons has you covered. Head to the 57th floor to enjoy all the hotel amenities from their expansive gym, heated infinity pool, and impressive relaxation spa which holds hundreds of pounds of healing crystals behind its walls. We love adding another layer of healing power by getting their signature warm crystal massage and melt your cares (and the cold!) away. Be sure to check out JG Skyhigh on the 60th floor, right off the lobby. It’s by far one of the prettiest rooms I’ve ever been in with floor-to-ceiling windows and mirrors reflecting from the ceiling. This bar is always packed with locals and a great spot to take in the Philly skyline before heading to dinner. Pro-tip: try the Philly-cheese steak spring rolls, you won’t regret it!” | Book Here >>

Getting there:

Philadelphia often gets overlooked as a weekend destination from NYC but it’s just a quick hour-and-a-half Amtrak ride away and you have a whole new city with restaurants, art, and history to explore.

The Lodge at Woodloch

(2 hours, 30 minutes from Manhattan)

New Jersey-based advisor Abby Kastin recently chose The Lodge at Woodloch for a girlfriend’s 40th birthday, finding it to be the perfect cozy weekend getaway from NYC tucked in the Poconos. She shared, “There were about ten of us and we all had a fabulous time! The spa which has been redone and expanded recently, was amazing. The services were fabulous and the atmosphere was relaxing. The Rosemary Awakening Body Treatment is especially recommended as it’s inspired by the healing powers of rosemary. It includes a body polish, full-body massage, warm seaweed wrap and a luxurious scalp massage. But truly, the food was a highlight; it is healthy and delicious with a lot of variety. And as an all-inclusive, you can eat as much as you want (which defeats the purpose of being healthy, I suppose!). Woodloch is the perfect quick getaway for a relaxing weekend close to home.” | Book Here >>

Getting There:

The Lodge at Woodloch is now offering door-to-door transportation for Manhattan and Metro Area guests staying a minimum of two nights. You will be sure to enjoy the journey as they manage the drive for you; relax in one of our luxury vehicles, while extending the enjoyment of your time away!

Pendry Manhattan West

(0 minutes from Manhattan)

The hottest new property to open in New York this year, Pendry Manhattan West is changing the landscape of hospitality as we know it. CT-based travel advisor Jennifer Terra recently stayed on property and popped into nearby SmartFlyer HQ afterward absolutely raving! She divulges, “From the moment I arrived until the second I left, I was swooning over this hotel. Pendry brings a calming reprieve to the city’s bustling environment, evoking quintessential New York sophistication coalesced with California ease. I love the sleek yet approachable feel; the rooms are stunning with gorgeous blonde wood accents that I totally fell in love with from the moment I checked in.

While there’s so much to do and see in the city, felt as if I could stay at the hotel for three days and not run out of things to do on the property. There are five unique food and beverage concepts by Quality Branded including the not-to-be-missed signature restaurant – Zou Zou’s. It’s so cool to see spaces like this all come alive in one of the most magnificent new buildings to grace Manhattan.”

Getting There:

Your cozy weekend getaway from NYC doesn’t actually need to be out of the city; in this case, it lies in newly refreshed West Side neighborhood at the top of The High Line. Trust us, you won’t even believe you’re still in Manhattan once you pass through its doors.

To book your cozy weekend getaway from NYC (with all the perks!), contact your SmartFlyer travel advisor.

You May Also Like

Travel Culture

Timeless Train Travel: How to Make the Most of Slow Travel

We believe that it’s not just about where you go to escape the day-to-day hustle, it’s equally about how...

Travel Culture

Your Guide to the Essentials of an Art-Filled Vacation

The best art vacations are ones that are filled with sparks of inspiration that come from transformative places. Those...

Travel Culture

"The Summer Place" with Jennifer Weiner

As voracious readers, we’re always on the hunt for the next page-turner, but no time of year calls for...