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 $1,541, price is now CA $792 per person
CA $792
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $2,824, price is now CA $1,924 per person
CA $1,924
per person
Sep 10 - Sep 14
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (707 reviews)
Very nice quaint hotel right on the beach! Fun place to stay!

Reviewed on Jun 17, 2026

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was CA $3,730, price is now CA $2,616 per person
CA $2,616
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.6/10 Excellent! (457 reviews)
Spacious, nice LOCKABLE drawers under beds!

Reviewed on Jun 16, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,030, price is now CA $1,439 per person
CA $1,439
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,010 reviews)
Well located and very well maintained property.

Reviewed on Jun 11, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $2,048, price is now CA $1,495 per person
CA $1,495
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It’s a cute little place right on the ocean with its own beach.

Reviewed on Jun 12, 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
Downtown Boston

Downtown Boston

4.5/5(197 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.

Find hotels in Downtown Boston

City Point Hotel Deals

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 30 to Jul 1
CA $203
CA $236 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (2,681 reviews)
"Nice and cozy central close to a ton of dining and shopping."

Reviewed on Jun 20, 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $271 per night from Jul 2 to Jul 3
CA $271
CA $373 total
Jul 2 - Jul 3
includes taxes & fees
9.2/10 Wonderful! (4,714 reviews)
"Excellent experience all around. I would absolutely stay again."

Reviewed on Jun 19, 2026

Omni Boston Hotel at the Seaport
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $304 per night from Jun 21 to Jun 22
CA $304
CA $412 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (5,100 reviews)
"Easy check-in and out procedures, nice helpful doormen and a nice restaurant/bar connected to the hotel. Room was well appointed and the snacks/water being complimentary was a nice touch."

Reviewed on Jun 19, 2026

The Godfrey Hotel Boston
See all 4,201 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
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Family Vacations

Frequently asked questions

How much does a City Point vacation package cost?
The most affordable City Point package is CA $792, 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.

Discover the most popular places to visit in City Point

Fenway Park

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Gillette Stadium

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.

Gillette Stadium
Harvard University

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $73
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
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.