We are a family of 5, and just completed a 4 night stay at Trail's End over Spring Break. To cut to the chase, I would do it again in a heartbeat over the other wonderful places in the area (Montage, St.Regis and Stein Eriksen.) To start, our requirements were (1) two bedrooms that could comfortably sleep 5, (2) ski-in/ski out, (3) high-end (we take just a few vacations each year, so we are willing to pay more for the experience), (4) convenience to ski school/instruction for the kids, and (5) other services, like breakfast/apres ski, so we were not restricted to the room.
Before booking, I looked at all the options. Because we wanted to be near the ski school, it did not make sense to stay at the Montage and Stein Eriksen, which are far away from the ski schools. Also, the 2 BD condo at Trail's End was much nicer than adjoining rooms at any hotel, incl. Montage (Stein does not even have adjoining rooms). While the St. Regis is also near the ski school area, a 2 BD villa at St. Regis (and Montage and Stein) were ridicuously more expensive than Trail's End (which itself is expensive, but not the crazy expensive that a 2 BD villa would be at the others) . So for all that we were looking for, Trail's End was an was an easy choice.
We were not disappointed.
The service: To start, we have stayed at some of the finest resorts in the world, and I have never had service better than we received at Trail's End. The hotel did everything for us: it arranged transportation to and from Salt Lake airport, had a complementary car service to anywhere we wanted to go in Park City (the car picked up up on 5 minutes notice and took us to and from dinner and other activities, so we did not have to rent a vehicle). The hotel booked our dinners, stocked our fridge with items we pre-ordered, and replenished the fridge when we ran out. They delivered our lift tickets to our door, and placed our skis in a rack right by the trail to the ski run each day for us so we would not have to lug them anywhere. The concierge phone was always answered, and nothing was ever a bother for them. I must have called them 50+ times over the course of our stay. The service was unbelievable. With three kids, my goal was to have everything be as easy as possible - and Trail's End really delivered for us.
The room: We had a 2 BD condo that overlooked the mountain, so we could see the slopes while we hot tubbed on our deck after the day's skiing. The condo was large, well maintained and beautifully decorated. One room had a king bed, and the other had two full size beds. Plus there was a queen sofa sleeper in the living room that actually (and surprisingly) was comfortable. The kitchen was very nice, as was the living room ad full dining room. It was also a real plus to have three bathrooms. I'm not a generally real fan of carpeting in bathrooms, but the carpets were plush and non-stained, so it was just fine. The private hot tub on the deck was clean, large, hot and had powerful jets. We used it every day.
Other facilities: The hotel has a great room that does double duty as a breakfast room and an apres ski room in the alte afternoon. The room is large and comfortable, with a huge flat screen. The breakfast was a full buffet, not merely a continental. It was very nice. The apres ski was from 3:30 to 5 or 5:30, and included wine and beer at no charge, plus sodas, and real food (mac and cheese, salads, meatballs, sushi, etc) for hungry skiers. There is a pool, gym, locker area and steam room as well.
Other advice: Ask for a room that looks over the ski slopes. It was really nice to have that view as we relaxed after skiing. Try to get the top floor if available. We had the middle floor, and while we could not hear any voices (the rooms were well soundproofed), we did hear the folks above us walking around at times. It was not bad, but if you can avoid it by getting the top floor, do it.
Park City restaurants: Many good options. We ate in one night (many of the restaurants deliver), and ate at Zoom, Mustang and Ciseros. Of the three, we liked Zoom the best - some of the best bread we have ever eaten. The food at Mustang was really wonderful (the best filet mignon I have had), But the restaurant is near the bottom of Main Street, which may explain why it was mostly empty - or it could be we ate there on a sunday night, while we ate at Zoom on a friday.
What am I missing? I think that largely covers the major bases. Bottom line: if you are looking for a large, high end villa/condo type accomodation that is more personal and reasonable than a villa at the larger resorts, and has world class service so that everything is easy, this is your place -- esp if you want to be near the ski school/instruction area. We would come back to Trail's End in a second.
Oh, one last thing: Trail's End and St. Regis are at the base of the mountain, whereas Stein and esp. Montage are higher up on the mountain, which increases the chances of a family member experiencing altitude sickness if you are coming from the coast, as we were. Even at the base, my wife experienced 2 days of altitude sickness and I battled head-aches on and off for a while. It would have been even rougher had we been up at the Montage or Stein. This is not a consideration to be taken lightly.