Exclusive Commercial Street Vacation Deals

Commercial Street vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was CA $1,098, price is now CA $752 per person
CA $752
per person
Mar 14 - Mar 18
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,016, price is now CA $1,597 per person
CA $1,597
per person
Mar 18 - Mar 22
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,996, price is now CA $1,333 per person
CA $1,333
per person
Mar 22 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,088, price is now CA $1,408 per person
CA $1,408
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was CA $2,087, price is now CA $1,445 per person
CA $1,445
per person
Mar 18 - Mar 22
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,185, price is now CA $826 per person
CA $826
per person
Mar 14 - Mar 18
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Frequently asked questions

How much are vacation packages to Commercial Street?
With deals starting at just CA $752, flight and hotel packages are a fabulous way to stretch your travel budget. Get ready Commercial Street — here you come!
Where can I get the best vacation package deals for Commercial Street?
Snapping up a great package deal to Commercial Street is a piece of cake with Travelocity. With as many as 400 air carriers and 1,000,000 properties worldwide, you're flush with choice when picking your hotels and flights.
Why should I purchase my Commercial Street vacation package with Travelocity?
Because we believe in crafting special travel experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our support team is on hand 24/7 to ensure you're being well taken care of. We also offer a Price Match Guarantee, so you can secure your trip knowing you've landed the best deal around. If you find a lower price, we'll match it!

Top Commercial Street hotel deals

Cape Colony Inn

Cape Colony Inn

2.5 out of 5
280 Bradford Street Provincetown MA
The price is CA $149 per night
CA $149
CA $171 total
Jan 2 - Jan 3, 2026
includes taxes & fees
Stay at this hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Provincetown Theater and Commercial Street are located nearby.
Pool
Breakfast included
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
82 Bradford Street Provincetown MA
The price is CA $461 per night
CA $461
CA $590 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this spa hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Art House Theater and Center for Coastal Studies are located nearby.
Pool
Hot tub
Breakwater Hotel

Breakwater Hotel

2.5 out of 5
716 Commercial St Provincetown MA
The price is CA $286 per night
CA $286
CA $327 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Book a stay at this beach motel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Beach and Dune Shacks Trail are located nearby.
Breakfast included
Pet-friendly
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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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