Commonwealth Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Melody Jeng

  • 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
Price found within the past 48 hours. Click for updated prices.
  • Game room
    Jul 23 - Jul 27

    Meco Hotel - Hostel + Flight

    West End
    4 nights
    2.0 star property
    8.6/10 - Excellent (424 reviews)
    "good"
    Reviewed May 19, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,676
    CA $1,341
    per traveller
    found 1 day ago
    Meco Hotel - Hostel
  • Lobby
    Aug 2 - Aug 7

    Nantucket Inn + Flight

    Nantucket
    5 nights
    3.5 star property
    9.2/10 - Wonderful (690 reviews)
    "The shuttle goes downtown so often and the staff is amazing"
    Reviewed May 22, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $3,751
    CA $2,298
    per traveller
    found 1 day ago
    Nantucket Inn
  • Reception
    Jun 28 - Jul 2

    The Inn at Hastings Park, Relais & Chateaux - Boston + Flight

    Lexington
    4 nights
    4.0 star property
    9.6/10 - Exceptional (256 reviews)
    "Splendid bed and breakfast"
    Reviewed April 29, 2026
    Roundtrip • Ottawa (YOW) - Boston (BOS)
    YOW - BOS • Nonstop BOS - YOW • Nonstop
    CA $2,420
    CA $1,496
    per traveller
    found 1 day ago
    The Inn at Hastings Park, Relais & Chateaux - Boston
  • Oceanfront Efficiency, 1 King Bed
    Aug 2 - Aug 7

    Chatham Tides + Flight

    South Chatham
    5 nights
    2.5 star property
    9.4/10 - Exceptional (694 reviews)
    "Beautiful place with a great view and a very peaceful atmosphere. The hotel is old and rustic, but that’s also part of its charm. If you’re looking for an authentic seaside style experience, it’s warm and cozy and fits the vibe perfectly. However, the beach right in front of the hotel is probably the dirtiest in the area. There were many dead marine animal and seaweeds remains along the shore and which made it unpleasant to walk on or fully enjoy. For nicer beaches, expect about a 20-minute..."
    Reviewed May 21, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $3,491
    CA $2,265
    per traveller
    found 1 day ago
    Chatham Tides
  • The Crab House Experience | Beach/ocean view
    Aug 7 - Aug 14

    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat + Flight

    East Wareham
    7 nights
    3.0 star property
    10/10 - Exceptional (9 reviews)
    "I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler "
    Reviewed October 8, 2025
    Roundtrip • Ottawa (YOW) - Vineyard Haven (MVY)
    YOW - MVY • 2 stops MVY - YOW • 2 stops
    CA $10,453
    CA $7,001
    per traveller
    found 17 hours ago
    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

Where to stay in Commonwealth

Find the best Commonwealth areas and neighborhoods for the activities you enjoy most. Learn more about Commonwealth
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

Commonwealth Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $237 per night from May 25 to May 26
CA $237
CA $324 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (4,359 reviews)
"Great hotel"

Reviewed on May 23, 2026

Seaport Hotel Boston
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 $175 per night from May 25 to May 26
CA $175
CA $204 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (2,627 reviews)
"Everything is fantastic"

Reviewed on May 22, 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
The price is CA $248 per night from May 29 to May 30
CA $248
CA $345 total
May 29 - May 30
includes taxes & fees
9.2/10 Wonderful! (4,651 reviews)
"Only stayed one night at the Omni, but enjoyed my stay. The sports club restaurant was good, a little pricey though. Loved the shampoo, conditioner and soap.."

Reviewed on May 22, 2026

Omni Boston Hotel at the Seaport
See all 4,196 properties in Commonwealth
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 Commonwealth vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Commonwealth from just . And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Commonwealth?
You'll save tons of cash if you combine your hotels, car rentals and flights into a Commonwealth vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels globally, which means you'll always have plenty of options to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Commonwealth?
Make sightseeing easy by staying someplace just a stone's throw away from Commonwealth's big attractions. Fenway Park and TD Garden are two of the most popular.
What are the top hotels in Commonwealth?
Reserve a room at AC Hotel by Marriott Boston Cleveland Circle. It's one of the neighborhood's most sought-after properties. Another well-known option in Commonwealth is Remodeled Spacious Apartment In Perfect Location.
How far in advance should I book my Commonwealth vacation?
Savvy travelers often book as early as possible. You can usually look up international fares on Expedia up to 12 months before your flight. If you're purchasing tickets last minute, don't despair. Budget prices sometimes occur in the last weeks before departure.
What does an Expedia Commonwealth travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your dream Commonwealth escape. You can also add on a few activities and tours once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a Commonwealth travel package?
Our prices are always low. However, you'll score even better deals if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Commonwealth Expedia vacation package?
Yes, and with more than 550 airlines to pick from throughout the world, you have loads of choice. Browse the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Commonwealth vacation package?
Don't worry if you're rethinking your Commonwealth vacation package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

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
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 $115
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.