Downtown Vacation Packages
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Top Holiday Package Deals in Downtown
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
Price was CA $3,209, price is now CA $1,947 per person
CA $1,947
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,001 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
Raffles Boston
Back Bay
Price was CA $3,414, price is now CA $2,360 per person
CA $2,360
per person
May 31 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.6/10 Exceptional! (236 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!
Reviewed on Feb 24, 2026
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
Pease
While there might not be top attractions in Pease, you can explore the larger area and discover places like Red Hook Brewery and Fox Run Mall.
Downtown Hotel Deals
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
Fully refundable
The price is CA $141 per night from Mar 26 to Mar 27
CA $141
CA $153 total
Mar 26 - Mar 27
includes taxes & fees
8.4/10 Very Good! (259 reviews)
Lovely stay and great location
Reviewed on Mar 2, 2026
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Apr 2 to Apr 3
CA $166
CA $180 total
Apr 2 - Apr 3
includes taxes & fees
9.6/10 Exceptional! (1,113 reviews)
This is a great hotel, and we would stay again as long as the price is reasonable. The room is spacious and had a couch and an easy chair. The bed is comfortable,and there are blackout drapes. The bathroom was also roomy. We also enjoyed breakfast, especially the orange juice and potatoes. The employees ...
Reviewed on Mar 7, 2026
Sheraton Portsmouth Harborside Hotel
250 Market St Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Apr 5 to Apr 6
CA $199
CA $216 total
Apr 5 - Apr 6
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
The staff were pleasant. The room was perfect in every way.
Reviewed on Feb 23, 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.