I am going to my 50th high school reunion in Boston.

I have no experience with Boston or Chicago. You seem to have such a good time traveling around. I imagine that some of Boston will look familiar even though it has been about twenty five years since you have been there. Be safe, and be in touch, but have a really wonderful time.

Hello friend, My 50th high school reunion was in Houston this year in May. Unfortunately, I wasn't able to attend. I know I'd be a tourist in Houston. Haven't been there other than drive through since 1969. With hubby's illness it wasn't possible to attend. The last time I was in Chicago was in the mid 1990's and I know it has changed even since then. I wasn't there very long either; it was interesting but wintertime. I think I'd much rather be there in summer. I've never been to Boston. Hope you have a wonderful trip, and let us know how lovely your reunion is. Unfortunately, from my online alumni page not any of the friends I had in high school are alive today. I knew a lot of the class, but wasn't friends with very many of them. Frankly, for me, the reunion would have been an excuse to visit Houston again but I don't know anyone there personally anymore. Would have been fun to see how the city had changed from 3 million to over 8 million that live there today. I'm sure you will find a lot of changes. Thanks for the discussion!

Wow a train ride! That is so much fun. I haven't taken the train to Texas but I have gone from DC to New Orleans. It was the best trip ever! I'm so jealous. I want to visit Chicago! As for Boston, I have only been once and it wasn't my choice. And it was back in 1983. My orchestra , highschool orchestra went to Boston for a competition. My mom told me I was going. I had a terrible time. if I ever go back , I would Have , have to go to Fenway! Since my trip I have become a member of Red Sox Nation.I hope you have a good time!

Wow, since 1985, it was more than 20 years. There should be a lot of change in Boston already. Honestly, I never been to Boston myself also, and I would encourage my friend to go with me, and trying to sightsee the surrounding too. So, are you going solo? I would more likely to go with my friends rather been alone though. I hope that you will have fun on your school reunion.

I'm afraid I won't be much help. I haven't been to Boston since 1989 when my husband was on contract in Worcester. We played tourist in the area for about two weeks, seeing mostly historical places like Sturbridge Village, Salem and Plymouth. We only spent about two days seeing things in the city itself. We took the walking tour (in July). It was hot and I had an orthopedic shoe on for the history walk since I had a broken toe. Bummer! I have only been outside the O'Hare airport on one trip -- a business trip in 2000 to Book Expo. It wasn't in the best part of town, and one night I was lost looking for my rented car in the wrong parking lot at midnight. I had parked there because the friend giving a ride back from a meeting had said to park in a certain lot, and when I parked in the morning, I wasn't sure where that lot was. I saw a lot and asked the guy motioning people in if it were that lot and he said yes, evidently just to get me to park there. He lied. Fortunately the friend who brought me back to the lot waited. When he saw I hadn't found my car he found me and we finally went to the lot attendant who told us there was another lot two blocks down. I'm lucky to be alive, since McCormick Center isn't in the very best neighborhood. I was living with a home school family during my week in the area for the convention and commuting 40 minutes from the suburbs each way. I had not time to do anything touristy, but did see a few places I might like to explore along the lake. The truth is, I hate being in cities. I hope you have a great time at the reunion and being a tourist. Do a search on Squidoo and HubPages for articles by people who currently live in the areas you will be visiting. You will probably get some good tips. Be sure you take lots of pictures to share with us. Have fun. I hope the trains are better now than when I took one to Galesburg in 1967.

Bostonphil going to Boston for a school reunion? :) You are a Texasphil now :) It is nice to be able to meet again mates who were with you in school when you were growing up. I always think that reunions of all sorts are emotional and always thought provoking. When we were in school, all of us were equal in the starting pad. But since we went out and had our own separate lives, the difference is vast in each individuals of their career, family, etc I prefer to meet my school mates in private to revisit the times of our past.