From:
Logan International Airport
1 Harborside Dr Boston, MA 02128

To:
Double Tree Westborough
5400 Computer Dr, Westborough, MA 01580

1. Head southeast (0.4 mi)
2. Turn left (0.2 mi)
3. Turn left (0.2 mi)
4. Keep left at the fork, follow signs for I-90 W/I-93 S/Williams Tunnel/Mass Pike Toll road (0.1 mi)
5. Continue straight, Toll road (0.4 mi)
6. Take the ramp onto I-90 W, Partial toll road (25.6 mi)
7. Take exit 12 for MA-9 toward Framingham/Marlborough, Toll road (0.7 mi)
8. Keep left at the fork and merge onto MA-9 W/Boston Worcester Turnpike/Worcester Rd, Continue to follow MA-9 W/Boston Worcester Turnpike, Partial toll road (5.8 mi)
9. Take the Computer Dr exit toward Research Dr (0.3 mi)
10. Turn right onto Computer Dr, Destination will be on the left (0.5 mi)

Note: There seems to be a public transit option

1. From Terminal A, take the MBTA Silver Line SL1 bus towards South Station.
2. Take the Framingham/Worcester Line train towards Worcester / Union Station.
3. At Southborough take a taxi or hotel shuttle to the DoubleTree

Map from Boston's Logan International Airport to Westborough DoubleTree: http://g.co/maps/n7zy5

From:
Double Tree Westborough
5400 Computer Dr, Westborough, MA 01580

To:
University of Massachusetts, Office of the President, UMassOnline
333 South St, Shrewsbury, MA 01545

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1. Head west on Computer Dr toward Technology Dr (0.5 mi)
2. Turn left to merge onto MA-9/Boston Worcester Turnpike/Turnpike Rd (4.6 mi)
3. Merge onto US-20 W/SW Cutoff via the ramp to Auburn, Continue to follow US-20 W (1.4 mi)
4. Turn right onto South St, Destination will be on the right (0.3 mi)

Map from Westborough DoubleTree to UMass Office of the President in Shrewsbury: http://g.co/maps/vkrcx