
Prospect Hill Vacations from ¥107,282
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The Latest Prospect Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Battery Wharf Hotel, Boston Waterfront
North End
Price was ¥139,331, price is now ¥107,282 per person
¥107,282
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,656 reviews)
Only draw back was the sounds of ship horns in the wee hours. Staff were lovely, location was convenient to the North End and a quick ride to the airport. Would totally stay again.
Reviewed on Sep 25, 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥197,482, price is now ¥132,973 per person
¥132,973
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The view is great
Restaurant is superb
Reviewed on Sep 24, 2025

The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was ¥195,134, price is now ¥134,298 per person
¥134,298
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
The room was clean, the staff was great and the hotel is in a great area of the city. Loved our stay.
Reviewed on Sep 27, 2025

The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was ¥192,344, price is now ¥136,328 per person
¥136,328
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025

Raffles Boston
Back Bay
Price was ¥558,952, price is now ¥402,312 per person
¥402,312
per person
Nov 18 - Nov 24
found 8 hours ago
Roundtrip non-stop flight included
Melbourne (MEL) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!
Reviewed on Sep 15, 2025
Where to stay in Prospect Hill
Find the best Prospect Hill areas and neighborhoods for the activities you enjoy most. Learn more about Prospect Hill

Downtown Boston
4.5/5(2,415 area reviews)
Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.
Prospect Hill Hotel Deals

Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
The price is ¥38,748 per night from Oct 29 to Oct 30
¥38,748
¥51,215 total
Oct 29 - Oct 30
includes taxes & fees
9/10 Wonderful! (4,062 reviews)
"The sheets were changed but there were no new towels"
Reviewed on Sep 25, 2025

citizenM Boston North Station
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ¥34,233 per night from Oct 5 to Oct 6
¥34,233
¥39,866 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (3,844 reviews)
"Great staff and canteen area. It’s also easy to navigate from the T."
Reviewed on Sep 26, 2025

Seaport Hotel Boston
1 Seaport Lane, Boston, MA
The price is ¥35,878 per night from Oct 5 to Oct 6
¥35,878
¥42,527 total
Oct 5 - Oct 6
includes taxes & fees
9.6/10 Exceptional! (3,476 reviews)
"The staff is always so accommodating. The room was clean and comfortable. We love the pool and accessibility the hotel has to area attractions."
Reviewed on Sep 24, 2025
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.
Frequently asked questions
Things to do

Union Square, Somerville Neighborhood Food Tour
¥14,648
per adult

Boston CityPASS®: Admission to Top 4 Attractions
¥11,572
per adult
90% of travellers recommend

View Boston Observation Deck Admission Tickets
¥4,980
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.