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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,475, price is now CA $936 per person
CA $936
per person
Jul 16 - Jul 19
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $3,407, price is now CA $1,972 per person
CA $1,972
per person
Jun 27 - Jun 30
found 22 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Service both at the hotel and restaurants was the one of the best experiences I’ve had

Reviewed on May 2, 2026

Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Price was CA $4,870, price is now CA $3,377 per person
CA $3,377
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (1 review)
Honestly this was one of the best furnished apartments I’ve ever stayed in, and I travel a lot for work. My partner and I came with another couple and we all kept saying how we wished we had booked a few extra nights. The place was super clean, modern, and honestly way bigger than we expected lol. First night we accidentally got the wrong door code but the host fixed it in like two minutes which was amazing. The living room became our hangout spot every evening and we even cooked dinner together one night which felt really homey. Our friends loved the bedrooms and kept joking that they were moving in. Location was right near everything we wanted to do and super easy to get Ubers. Overall we’d 100 percent stay here again, kinda sad to leave tbh.

Reviewed on Dec 6, 2025

Cambridge Common House

Cambridge Common House

4 out of 5
West Cambridge
Price was CA $2,008, price is now CA $1,397 per person
CA $1,397
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
No reviews
The Hotel Salem

The Hotel Salem

3 out of 5
Downtown Salem
Price was CA $2,241, price is now CA $1,565 per person
CA $1,565
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,014 reviews)
The location is amazing. The Counter had good food. Very helpful and nice staff. Very clean. The bed was not comfortable at all for either of us and the heat did not work in our room so it got pretty cold. No mini fridge or microwave in the room. Overall a great stay!

Reviewed on May 2, 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

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $234 per night from May 7 to May 8
CA $234
CA $318 total
May 7 - May 8
includes taxes & fees
9.6/10 Exceptional! (4,265 reviews)
Clean…

Reviewed on May 3, 2026

Seaport Hotel Boston
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 $325 per night from May 10 to May 11
CA $325
CA $434 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (4,617 reviews)
Clean room, helpful staff, pretty view, nice bar

Reviewed on May 3, 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 $241 per night from May 10 to May 11
CA $241
CA $336 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (5,043 reviews)
Great hotel. Location was perfect walking distance to Copley square, Boston commons, public gardens, Boston tea party, freedom trail, Quincy market etc. Staff were helpful; room comfortable, clean and spacious. Would definitely stay there again. Also literally 1 min to the Citizens Opera House and ...

Reviewed on May 2, 2026

The Godfrey Hotel Boston
See all 4,239 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
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Frequently asked questions

How much does a City Point vacation package cost?
The most affordable City Point package is CA $936, 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
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
Gillette Stadium

Gillette Stadium

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

Gillette Stadium

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $79
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 $116
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 $47
per adult
88% 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.