Upton Holidays
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Top Flight + Hotel Deals in Upton
Price found within the past 48 hours. Click for updated prices.
Staypineapple, A Delightful Hotel, South End
South End
Save 100% on your flight
Price was €1,566, price is now €1,043 per person
€1,043
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,001 reviews)
Fantastic spot for the price, it was super clean and cute! Only downside is no parking, but there was plenty of spots near it to park at. 10/10 experience and staff was super nice
Reviewed on 25 Aug 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was €2,796, price is now €1,501 per person
€1,501
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Highly recommend! Beautiful and amazing service! Felt like 4 seasons or ritz service!
Reviewed on 30 Aug 2025
Raffles Boston
Back Bay
Save 100% on your flight
Price was €2,449, price is now €1,462 per person
€1,462
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on 28 Aug 2025
Hotel AKA Back Bay
Back Bay
Save 100% on your flight
Price was €1,617, price is now €1,071 per person
€1,071
per person
8 Oct - 12 Oct
found 11 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,116 reviews)
Unbeatable location in back bay with access to rest, shopping, and train (T) stops. Safe elevators and neighborhood and walkable throughout back bay and to downtown Boston. Facilities in such historical building were impeccable and the staff superb. In-house bar and eating facilities were a plus. Wish bathroom was more updated and that at least a luggage rack be available.
Reviewed on 29 Aug 2025
Top hotels in Upton
Courtyard by Marriott Boston Natick
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is €99 per night from 4 Sept to 5 Sept
€99
4 Sept - 5 Sept
includes taxes & fees
Courtyard by Marriott Boston Marlborough
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is €113 per night from 4 Sept to 5 Sept
€113
4 Sept - 5 Sept
includes taxes & fees
AVIA Residences on Research - Extended Stay
25 Connector Road, Westborough, MA
Fully refundable
The price is €72 per night from 1 Oct to 2 Oct
€72
1 Oct - 2 Oct
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.