It sounds like you really need to add some match and likely schools. Here’s a useful tool for finding schools similar to the ones on your list. The “Colleges selected as peers by this school” lists tend to be aspirational (schools with similar or lower admit rates) so make sure to look at the “Colleges that selected this college as a peer” list as well.
http://chronicle.com/interactives/peers-network?
Some suggestions to match the LACs on your list; I would consider these match schools, with the exception of Hamilton which would be a reach. They are all in upstate NY, CT or PA. We did these schools plus a couple of safer schools (Gettysburg, Muhlenberg, Allegheny) in a 5 day road trip out of Boston. We were surgical about the trip and really focused on schools. You could do a kinder gentler version with Haverford, Wesleyan and Vassar added in and with visits to the Finger Lakes, a side trip to NYC or any other touristing you’d like in a week and a half or two.
Union
Skidmore
Hamilton
Hobart and William Smith
St. Lawrence
Dickinson
Franklin and Marshall
Connecticut College (close to Wesleyan)
Trinity
Hamilton, Conn College and Trinity are all in that same athletic league (NESCAC) as Wesleyan, Tufts, Bates and Bowdoin.
You may also want to consider all or part of the 6 college tour of schools in Ohio (Denison, Oberlin, C. of Wooster, Wittenberg, Ohio Wesleyan, Kenyon.)
http://www.ohiosixcollegetours.com/faq
If the Ohio schools don’t interest your daughter you might want to fly from Chicago to Boston.
Bates and Bowdoin can be done as a long day trip out of Boston. Adding Colby would mean an overnight. Many students do the three schools as a loop (Bates-Colby-Bowdoin or Bowdoin-Colby-Bates.) Maine is really nice in the hot summer months and Portland is an attractive small city so you may want to spend a day or two on the Maine coast. There’s also outlet shopping in Kittery and Freeport Maine, so if that’s something attractive to you can add a couple of hours in for a little retail therapy.
When you look at the map consider how your daughter feels about travel times. You can reach the airport from a school like Tufts or BC in no time. Schools like Bowdoin or Wesleyan will mean a longer but still manageable drive. Colby, Union or Skidmore would be longer and St. Lawrence and HWS are a bit of a slog. Most schools have a bus to the airport at the start and finish of major school breaks.
If I were you I’d shoot your daughter’s college counselor an email with a list of “safer” schools you’ve gotten from this thread and see what she thinks. She may have insight into your daughter’s thinking that may help you narrow the list.