City Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Greater Boston Convention & Visitors Bureau

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in City Point

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,206, price is now CA $653 per person
CA $653
per person
Sep 7 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Price was CA $3,341, price is now CA $1,694 per person
CA $1,694
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9/10 Wonderful! (6 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was CA $2,054, price is now CA $1,396 per person
CA $1,396
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,288 reviews)
Room 528 had no closet; nowhere to hang clothes or raincoats; no safe for valuables and no luggage racks. Never stayed in a room quite like this in a major hotel. Staff took off the amenity charge.

Reviewed on Aug 3, 2026

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Price was CA $1,410, price is now CA $964 per person
CA $964
per person
Oct 11 - Oct 15
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.2/10 Wonderful! (268 reviews)
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on Jun 8, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,044, price is now CA $1,401 per person
CA $1,401
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Where to stay in City Point

Find the best City Point areas and neighborhoods for the activities you enjoy most. Learn more about City Point
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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.

Find hotels in Downtown Boston

City Point Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $280 per night from Aug 9 to Aug 10
CA $280
CA $374 total
Aug 9 - Aug 10
includes taxes & fees
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is CA $331 per night from Aug 20 to Aug 21
CA $331
CA $443 total
Aug 20 - Aug 21
includes taxes & fees
9.2/10 Wonderful! (4,852 reviews)
"Good"

Reviewed on Aug 5, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is CA $247 per night from Aug 31 to Sep 1
CA $247
CA $287 total
Aug 31 - Sep 1
includes taxes & fees
The Revolution Hotel
See all 4,229 properties in City Point
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a City Point vacation package cost?
The most affordable City Point package is CA $653, so your dream vacation can become a reality — without burning a hole in your pocket. Combine flights, hotels, car rentals and more to tailor a package suited to your travel style.
How do I get a cheap travel package to City Point?
Bundle your bookings with Expedia to save on your next getaway. With over 550 airlines and 1,000,000 hotels around the globe, your City Point vacation package can be tailored exactly to suit your budget. With all that extra cash, why not add one or two fun tours and activities? It's an easy way to unlock even more savings. That dream vacation to City Point is much closer than you thought!
Where should I stay in City Point?
A journey to City Point has to include Fenway Park and TD Garden. Stay close by for easy access to these impressive tourist attractions.
What are the top hotels in City Point?
If it's comfort and convenience you're looking for, it's hard to beat Duplex In Southie, Walk To Bars. Spend your evenings kicking back here and your days discovering City Point's best sights.
How far in advance should I book my City Point vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can usually look up international airfares on Expedia up to a year before your flight. If you're booking at the last minute, fear not. Budget prices occasionally occur in the last weeks prior to departure.
What does an Expedia City Point travel package include?
It comes down to what you're looking for. If you're traveling alone, you might decide to combine hotels and flights. Bringing the whole family to City Point? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a City Point travel package?
You'll score terrific savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together simply makes planning easier. So why waste time or money? Whether you're putting together a luxury city stay with your love or a low-cost family break, check out our package deals today.
Can I choose my airline with a City Point Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Simply choose the carrier that suits you and craft your ideal City Point escape.
If I'm not able to travel, can I cancel my City Point vacation package?
Plans can change without warning, so yes, you can. You may be able to cancel and rebook your City Point vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your car rental company, hotel or airline may charge additional fees. Looking for more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular City Point attractions

Pleasure Bay Beach

Why not spend a lazy afternoon at Pleasure Bay Beach during your trip to Boston?
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $72
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $118
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $48
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.