Please help me figure out trains for my two month trip

Use the German rail site as Frank suggested, or the Swiss one (rail.ch) for all the routes and schedules. Interlaken (note spelling) to Venice is just under 6 1/2 hours, going via spiez, Brig, and Milan.

Which site are you using for schedules? bahn.de generally has very accurate schedules. And many medium to small places do not have direct service and required changes. We recently went from Strasbourg to Rothenberg and had three changes. Not uncommon and part of the system.

Katherine, As this is your first trip to Europe, I'd highly recommend pre-reading Europe Through The Back Door to begin with, paying particular attention to the "Rail Skills" chapter. Your Itinerary is somewhat extensive, so a Railpass will probably be worthwhile. I'd suggest using the Pass for longer and more expensive routes and P-P tickets for shorter and cheaper routes (especially in Italy). One point to note is that the Railpasses DO NOT include the reservation fees that are compulsory on the premium trains such as the TGV in France. You'll have to pay "out of pocket" for those. Just to clarify, you're aware that Siena is in the Tuscany region of Italy? Also, you'll want to ensure that you use the correct spelling for Interlaken when using the rail websites to research your trip. Is Interlaken your only destination in that area, or are you planning to travel further into the Lauterbrunnen Valley? Could you clarify whether the order you listed the cities is the order you plan to visit them? To answer your question about the trip from Interlaken to Venice, one of the shortest trips I found was a departure from Interlaken Ost at 08:00, arriving Venezia Santa Lucia at 14:40 (time 6H:40M, two changes in Spiez and Brig, reservations compulsory for one leg). That would get you to Venice at just about the right time for Hotel check-in. Good luck with your planning!

"drive the romantic road to Heidelberg" Not only is Heidelberg not on the Romantic Road, it's no where near it. It is, however, on the Bergstraße (mountain road) and Castle Road.

This is a heck of a trip for someone who has never been. No London/UK?

Katherine 2 days in each area doesn't allow your feet to touch the ground! I know, you can say its 20 stops in 60 days but its not. Many of your distances require the best part of a day' travel, then you add check out time, schlepping your stuff to the station, schleping your stuff to the new TI, schepping your stuff to the new overnight place, checking in and funding your feet. That's a day gone, and you're happy to do that 20 times? Oh I wish I were young and gung-ho again. Me, with 2 months, I'd pick 5 or 6 places logically connected and do them thoroughly always planning to return. Doing as you suggest you will be one tired teddy bear. And, as said by a wise soul recently, Michael from Phoenix, no London? OMG

Now, I'm not a betting man. However I have a €5 note in my hand. I wonder if it was RailEurope that gave you such an imaginative routing to Venice? I'm right? They, firstly, say that only very few trains are available and, secondly, mark them way up. You may find that if you shop around and think of other ways than passes you may save money. Remember that when using a Eurailpass you will need to pay for reservations on many trains - not cheap. Have a read of http://www.ricksteves.com/rail/rail_menu.htm or click the railpasses button above. You will find all sorts of help here to specific questions but we are all volunteers from around the world who do this to help out of our good will. I don't think you will find many of us willing to rework a 20 stop itinerary with all times etc., when we can provide you the tools. Best pieces of advice were previously given: read Europe Through The Back Door, read the Rail Section on this website and become familiar with using the Bahn website. I use the British portal to it because it goes straight to English: www.bahn.co.uk. One thing I don't think you mentioned, Katherine, is when the trip is. Do you have to plan this straight away or do you have some time to plan it all out? If we know it will help us with the appropriate answers. All the best in planning, I'm sure it we a wonderful adventure.

Katherine, From your itinerary I would take the night train Berlin-Amsterdam, which you have to reserve just to get a seat in the Sitzwagen, reserving a couchette or sleeper is not covered by the Pass either..it's extra, a lot cheaper if can sleep upright. As pointed out quite accurately above, be prepared for schlepping your luggage up and down the stairs to get to the train platforrms amidst the crowds! Dodging the crowds in trying to get to platforms encumbered by your luggage gets tedious after a few times, especially when your destinations are major tourist sites. I would drop Prague and Brussels, unless you do Brussels as a day trip from Paris Gard du Nord, r/t by TGV, worth a day on the Pass.

Katherine, One other suggestion to add to my previous reply.... I'd suggest dropping Milan, unless you have a specific reason for visiting there (ie: The Last Supper). You have an enormous amount of places to cover in two months, so some destinations will need to be cut, and IMHO, that's one to consider. Regarding your stop in Como, are you referring to the town of Como or somewhere else on Lago di Como? Varenna (mid-lake area) is a BIG favourite with many here, and IMO it would be a better choice than Como. Good luck!

Katherine, when you go to a restaurant do you order everything on the menu? Your itinerary is the travel equivalent. Even with 2 months for the trip, it sounds like just too much moving around. Every place on your list is well worth a visit, but all on one trip? I think you'll be tired of so much moving on by the time you are halfway through. Also, be aware that if you use a pass, you will still need to pay a supplement and/or make a reservation for the faster, direct trains in many cases.