Escape to the Western Catskills: A Weekend Itinerary Around Margaretville, Andes, Delhi, and Roxbury
Tucked into Delaware County, the Western Catskills feel quieter and more spacious than their eastern neighbors. Expect winding roads, charming small towns, excellent food stops, and plenty of room to slow down. If you want the kind of weekend that feels both styled and simple, make a Red Cottage stay your home base, then spend your days looping through Margaretville, Andes, Delhi, Bloomville, and Roxbury for food, drinks, and small town exploring.
Friday: Arrival & Settling In
Settle into your Red Cottage rental near Margaretville and take a moment to breathe in the mountain quiet before your weekend begins. Once you’ve unpacked, head out for a quick provisions run so you can fully relax when you’re back at the cottage.
If you’re arriving later in the day, start with an easy stop at First Bloom Corner Store to stock up on pantry gems and a few cozy treats for the weekend. Then stop by Wild Common Wine for a bottle to open back at the cottage, whether you’re in the mood for something bright and chillable, a cozy red for the fire, or a fun pick recommended by the shop.
When it’s time to head out an grab dinner, The Andes Hotel is perfect for a classic Catskills evening, or keep it casual at Wayside Cider with local pours and a laid-back vibe. Wrap up the night back at your stay, fire on, shoes off, and nothing on the agenda except settling in.
Saturday: Skiing and Cozy Meals
Start the day slow at your Red Cottage home base, then head into town for breakfast at Cafe Mornings. It’s a cozy, unfussy way to ease into the day before bundling up for winter adventures. From there, make your way to Belleayre Mountain for a few hours of skiing. Whether you’re carving turns or taking it easy, it’s a classic Catskills winter morning.
After skiing, head back toward Margaretville for a late lunch. Café Marguerite is a great option for something warm and relaxed, or stop by Folsom Point Provisions to pick up a few thoughtfully curated bites to enjoy back at the cottage. Spend the afternoon resting by the fire, reading, or taking a quiet winter walk if the weather cooperates.
Ease into the evening with a drink at Oda Wine Garden, then head to Rae’s for dinner. It’s the kind of spot that feels just right after a day outside, with a cozy atmosphere and a meal worth lingering over.
Sunday: A Slow Morning and One Last Stop
Say goodbye to your Red Cottage stay, then head out for a final morning in the Western Catskills. Make your way toward Roxbury for a relaxed breakfast or early lunch at Watershed. It’s an easy, welcoming spot that’s perfect for lingering a little longer, especially if you’re not in a rush to get on the road. Spend some time wandering Roxbury’s main street, popping into shops, or taking a short scenic drive before heading on. If there’s time for a final stop, detour through Delhi and settle in at Hollow for a drink or light bite. It’s a simple, satisfying way to close out the weekend before heading home.
From quiet mornings and ski days to long meals and small town wandering, a weekend in the Western Catskills is all about slowing down and enjoying what’s right in front of you. Using a Red Cottage stay as your home base makes it easy to explore Margaretville and the surrounding towns while still feeling tucked away. Whether you’re here for winter skiing, cozy meals, or just a reset from the city, this corner of the Catskills delivers a weekend that feels both restorative and memorable.
