I am looking for a place to stay, preferably a guesthouse.
There are 24 guesthouses. Do you have a specific area of town you would prefer? Or maybe a price range or number of stars you would like?
It should be on the north side of town and cheap.  
Do you have a price range in mind?
I would prefer in the cheap range.
I have 2 that are cheaper. The Worth House is 4-star rated. City Centre North B&B has 0 star rating. Both offer free wifi and parking. Do you have a preference?
Why don't we go with the Worth House.
I'd be happy to book you a room. How many people and for which day?
Can you book a room for Friday for 5 people, 4 nights please? 
Your booking was successful and your reference number is IJ1HUBDZ.
Great.  Can you also book a taxi for me to commute between these places?
I'd be happy to book you a taxi, but to do that I will need a destination or starting point, in addition to Worth House.
What about an attraction in the same area as the hotel?
I have 4 different attractions in the north. I have 2 swimming pools, a park, and a boating attraction. Do you have a preference? 
Not really. I will pick one that interests me. Could you get me a taxi to take me from the hotel at 09:30?
Sure. Milton Country Park is a nice free attraction. I booked you a taxi that will pick you up at 9:30 from your hotel. It's a white audi, contact is 07080139469
Great!  I can't think of anything else I need  Thank you for your help. 
No problem, happy to be assistance.
You were very helpful.
I hope you enjoy your stay.  Have a nice day.