Downtown Vacation Packages
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Top Holiday Package Deals in Downtown
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Price was CA $875, price is now CA $614 per person
CA $614
per person
May 7 - May 12
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.6/10 Good! (2,303 reviews)
The room I had was adequate for one night. It was in need of repair and a paint job to cover the many plaster patches on the walls. The front desk staff were friendly and welcoming.
Reviewed on Feb 4, 2026
Boston Harbor Hotel
North End
Price was CA $4,157, price is now CA $2,327 per person
CA $2,327
per person
Apr 27 - May 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
The Colonnade Hotel Back Bay
Back Bay
Price was CA $1,445, price is now CA $992 per person
CA $992
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..
Reviewed on Feb 2, 2026
The Charles Hotel
West Cambridge
Price was CA $1,890, price is now CA $1,349 per person
CA $1,349
per person
Mar 19 - Mar 23
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Room very well appointed and gym was the stand out
Reviewed on Jan 25, 2026
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
West End
While West End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like The Music Hall and Portsmouth Harbor Trail.
Downtown Hotel Deals
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
Fully refundable
The price is CA $130 per night from Mar 1 to Mar 2
CA $130
CA $141 total
Mar 1 - Mar 2
includes taxes & fees
8.2/10 Very Good! (237 reviews)
Good
Reviewed on Feb 10, 2026
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Feb 22 to Feb 23
CA $154
CA $168 total
Feb 22 - Feb 23
includes taxes & fees
9.4/10 Exceptional! (1,107 reviews)
Great stay great staff
Reviewed on Feb 10, 2026
Residence Inn by Marriott Portsmouth Downtown/ Waterfront
100 Deer Street Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $216 per night from Feb 12 to Feb 13
CA $216
CA $234 total
Feb 12 - Feb 13
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
The breakfast had all kinds of goodies. Oatmeal, with several toppings to choose from. The hot menu seems to change from day to day. We were there for a week, had eggs & bacon one day, then sausage patties and links the next. They surprised me on day 4 by having spinach quiche! Cereals, juice, breads, ...
Reviewed on Jan 7, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.