
Roxbury
Decadently over-the-top themed whimsy. Not luxury in the conventional sense — rooms at the village motel are on the smaller side — but every inch is custom-designed, and the effect is pure joy. The vibe is part Willy Wonka, part Alice in Wonderland, delivered with genuine warmth and a sense of humor.
Guests at either location get full access to amenities at both — so motel guests can use the pool and waterfall trail at Stratton Falls
Why It Matters
Named 'most magical hotel stay in the world' by Travel + Leisure. TripAdvisor Best of the Best 2025. Over 30 entirely unique themed rooms and cottages across two properties, each a fully immersive set-level design experience. No two rooms look remotely alike. Featured in Condé Nast Traveler, Forbes, and USA Today.
The Roxbury is a one-of-a-kind themed boutique motel-resort in the tiny Catskills village of the same name, just under three hours from New York City. Originally a basic 1960s roadside motel, it was transformed by owners Gregory Henderson and Joseph Massa into a fantasia of pop culture rooms inspired by classic films, fairy tales, and TV shows — think Wizard of Oz, Wolfgang Amadeus Mozart, Austin Powers, and Breakfast at Tiffany's, all executed with genuine craft and a total absence of irony. Now it spans two locations two miles apart: the original village-side motel and the grander Roxbury at Stratton Falls, a restored 1848 Italianate mansion plus whimsical cottages with a 50-foot waterfall on the doorstep.
Where You'll Stay
11 room types available
The Property
Eat & Drink
2 venues on property
Restaurant
Spa & Wellness
Treatment Menu
On Property
How you'll actually spend your days.
A 9-hole golf course is adjacent to the property.
The surrounding Catskills region is well-known for antique shops and dealers, and the hotel actively recommends this as a guest activity. Hobart's Book Village is also nearby.
A multi-use trail for hiking, biking, horseback riding, and cross-country skiing through farms, forests, and river views — accessible right from town.
Guided horseback riding tours through forested trails, streams, and mountain overlooks are available from a nearby operator.
Every room has Netflix access on the TV. There's also a large complimentary DVD library on-site for rainy-day movie marathons — a surprisingly beloved detail among guests.
A newly constructed trail system at the Stratton Falls property leads to a stunning 50-foot waterfall — the real-world inspiration for the hotel's fairy-tale aesthetic. The trail starts right outside the cottage doors and winds through forest along cascading streams.
The Catskills location and limited cell towers mean near-zero light pollution. The Roxbury promotes stargazing as a featured experience, particularly from the Stratton Falls grounds.
Evening fire pit at the village location, steps from downtown Roxbury. A gas fire pit at Stratton Falls is set up for morning coffee and crisp mountain-air sessions.
Plattekill Mountain is 4.3 miles away. Belleayre Mountain (38 trails, tubing, mountain biking) is nearby. Hunter Mountain is 16 miles. The front desk can assist with discounted lift tickets and rental packages.
Amenities & Practical Info
The details that matter for planning.
Plush seating, warm beverages, Tootsie Pops in the lobby, and a general sense of theatrical elegance in the 1848 Italianate mansion's common spaces.
Included every morning 8:00–11:00am. Fruit, cheese, yogurt, granola, croissants. Stratton Falls guests pre-order personalized bags the night before.
Available at the Stratton Falls Mansion. In-room refrigerators are stocked with wine and beer available for purchase at a reasonable price.
Wood-burning fire pit at the village location for evening s'mores and storytelling. Gas fire pit at Stratton Falls for morning coffee.
At The Crooked Cabana, Stratton Falls location. Open mid-May through late October, 10am–7pm. No lifeguard on duty. Available to guests at both locations.
On-site gift shop. Roxbury-branded robes were available for purchase according to guest reviews.
BUILD YOUR THE ROXBURY PLAN
Rooms, dining, spa, and resort experiences — organized into one trip plan.
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