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Start with forts , then u can plan lonavala and khandala , both being near Pune , and you can end up in Pune
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1- Mahabaleshwar and Panchgani
2- Harishchadragarh fort
3- Rajmachi
4- Lonavala and Lohagad fort
5- Lavasa
6- End in Pune
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First Shirdi to Harischandragard
Then to Lonavala, Khandala and Lohagad
Then to Lavasa and Mahabaleswar.
At last to Rajamachi and then to Pune... https://maps.app.goo.gl/qahhbPrLnaZPyKFH9
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You could plan like this
1. Harichandragad 2. Lavasa
3. Lonavala
4. khandala
5. Lohagarh Fort
6. Mahabaleshwar and panchgani
7. Rajanachi
8. Pune
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From shirdi u can go to visit shanidev mandir and in maharashtra u can visit aurangabad which is historical nd in a journey don't forget to go ajanta and alora it will a great fun there
Happy journey
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