I will be a recently empty-nester and am looking for an upscale resort that is not inundated with children or that has an adult only option pool. I would like it to be a medium size resort with places to walk to(restaurants,shopping). We are looking for something somewhat quiet, but not stuffy. We are looking to go Christmas time. Any suggestions?

Considering that most upscale resorts are usually in more remote locations so there are limited options as far as "walk to restaurants and shopping" you should check out the following:

Caneel Bay, St. John
Little Dix Bay or Biras Creek, Virgin Gorda
Cusinart, Malliouhana or Cap Juluca, Anguilla
Four Seasons, Nisbett Beach Plantation or Montpelier Inn, Nevis
Sandy Lane, Barbados
Eden Roc, Francois Plantation or Isle d'France Resort, St. Barths

Keep in mind that Christmas is peak "high season" in the Caribbean so no matter where you go the resorts will probably be filled to capacity, you'll be paying the highest rates of the year and many, if not all, will have minimum stay requirements. Also, if you are talking about Christmas 2008 don't waste too much time making up your mind - alot of resorts are booked a year in advance for Christmas.

You might add Pink Sands or Romora Bay to your search on Harbour Island.

www.islandoutpost.com
www.romorabay.com

Book quickly as you are talking about peak travel time.

Check out The Landings and Bay Garden Resort in St Lucia - both nicer, on the beach and within walking distance of restaurants, shops, etc.

We travel with our family to the Carib. every year for Christmas--we book 10 mo ahead. It's the busiest time, everything books up, extra charges and min. stays often apply--air in particular is gone early. I hope you find something.