This could *possibly* be the Purple Hotel, which gets largely negative reviews. However, not sure. Taxi from Amtrak to Evanston will likely run you $30 or more, depending on exactly where in Evanston you're going (there's a lot of Evanston and the Evanston/Skokie/Niles zone covers a LOT of ground - I wish Evanston was in its own zone, but oh well.) Downtown Evanston has a lot of transit options to the city (but I really don't think this is one of the three downtown Evanston hotels), but it becomes a little more complicated - taking the bus a ways (20-30 minutes) to the nearest "L" station and then going downtown from there - from parts of Skokie. Further West and it becomes more problematic. In other words, whlle there are commuting options from the area, it's not the easiest commute downtown and it's a big matter of where you end up in the large Evanston/Niles/Skokie zone. My alternate suggestion would be a 3* on HOTWIRE in the Northbrook area with the amenities fitness, pool, business, restaurant, laundry, hi-speed internet. $48. This would likely be the Radisson Northbrook. A little further out than the Evanston/Skokie/Niles zone, but there are some benefits. The nearest Metra station is about 2m away in Glenview, but the hotel (if this is in fact the Radisson) does have a shuttle listed on the website. The pool at that hotel *is* outdoor, but it's usually still nice weather-wise (it's actually my favorite time of year in terms of temperature) in September in Chicago. If you want to call the hotel to make sure that the pool will still be open at that time before taking the risk on Hotwire, the number of the hotel from the website; (888) 270-0185. I just emailed the Radisson to ask about the pool. If I get an answer back before the original poster gets a chance to contact the hotel, I'll post the hotel's response here. The nice thing is that the particular Metra line closest to the Radisson goes downtown to Union Station, which is exactly where the Amtrak comes in, so you wouldn't have to leave the station or take a taxi when you arrive. You would just get a ticket for the Metra and head over to one of the Northbound tracks (there are signs next to the tracks that list which route is next to leave from that track and what stations that train will go to.) On the way out, it'll also be nice to be able to go right to Union Station to catch your Amtrak back. Plus, taking the Metra each day will be much nicer - they're more comfortable trains and have bathrooms. As thereuare noted, the trip is going to seem long if you're coming in from any of the outlying areas, but at least Metra is a little more comfortable and your son may enjoy the fact that the train has two levels (you can sit on the upper level and look out.) If you want to go to Brookfield, you could take the Metra in from Glenview, then switch to the Metra that heads out to Brookfield, which also goes out of Union. You could even potentially take Amtrak (although it would be more expensive than Metra) to Glenview (it does stop there, as well, although be sure to get off at Glenview, because the next stop isn't for a LONG while), and then shuttle or taxi the remaining distance to the hotel. Additionally, this is a largely well-reviewed hotel in a very, very nice area. The other hotwire option is a 4* Northbrook with fitness/pool/restaurant/business. $84. This is likely the Renaissance Northbrook, which gets mixed reviews. Really not around the hotel in terms of stores, but there is a nice pizza place across the street. Getting to the nearest Metra station in Glencoe will require the complimentary shuttle listed on the hotel's website. That particular Metra route will take you to Ogilvie Transit Center, which is about a block from Union Station, where Amtrak arrives/departs. Downtown Glencoe, which is small and about 2 miles from the Renaissance, has two Grocery Stores (one high-end, one general), as well. The benefit of the Renaissance location is that the Chicago Botanic Garden's "walk-in" South entrance is located within a short walking distance from the hotel. Admission is free. http://chicagobotanic.org/ for information. While there isn't much around the Renaissance otherwise, it is also in a very nice suburban area. Also, if you do use Metra, be sure to get a weekend pass for $5 for the Saturday/Sunday you're there. That entitles you to unlimited rides for those two days on Metra. In terms of Metra, there are trains generally every hour, with more frequency during morning and evening rush. Trains are generally every two hours on Saturday/Sunday. Metrarail.com for information on Metra. If you have any questions at all, please post them here and I'll respond as soon as possible.