Boston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

Your Boston Vacation

Skip the hassle of organizing your next grand adventure with a Boston vacation package. Whether you're visiting for its food, entertainment or other highlights, there's a never-ending supply of new experiences to be had. Be sure to do some sightseeing during your trip to Boston. Richmond Mall and Rose Garden are some popular attractions to check out. Whoever you're traveling with and whatever the size of your budget, your ultimate Boston vacation is only clicks away with Expedia.

Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
voco The Clair Cincinnati Downtown by IHG

voco The Clair Cincinnati Downtown by IHG

4 out of 5
Downtown Cincinnati
Price was CA $1,344, price is now CA $1,139 per person
CA $1,139
per person
Dec 30 - Jan 2
found 5 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Cincinnati (CVG)
9.2/10 Wonderful! (1,424 reviews)
Would have given it a perfect 5-star rating had it not been for the slightly musty smell in the room. Otherwise it was fantastic.

Reviewed on Oct 28, 2026

Cincinnati's Fidelity Hotel

Cincinnati's Fidelity Hotel

3.5 out of 5
Downtown Cincinnati
Price was CA $2,257, price is now CA $1,898 per person
CA $1,898
per person
Dec 30 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cincinnati (CVG)
10/10 Exceptional! (173 reviews)
MAGNIFICO HOTEL EN EDIFICIO VINTAGE CON EXCELENTES HABITACIONES, GRAN ATENCION DEL PERSONAL Y UNA UBICACION PERFECTA, ESTA COLOCADO EN EL CENTRO DE LA CIUDAD CERCA DE TODO Y CON UN GRAN AMBIENTE

Reviewed on Oct 28, 2026

CozySuites - Sky Central

CozySuites - Sky Central

4 out of 5
Downtown Cincinnati
Price was CA $2,088, price is now CA $1,841 per person
CA $1,841
per person
Dec 30 - Jan 2
found 3 hours ago
Roundtrip flight included
Saskatoon (YXE) to Cincinnati (CVG)
8/10 Very good! (12 reviews)

CozySuites Artistry Cincinnati

CozySuites Artistry Cincinnati

4 out of 5
Downtown Cincinnati
Price was CA $1,946, price is now CA $1,720 per person
CA $1,720
per person
Dec 30 - Jan 2
found 3 hours ago
Roundtrip flight included
Saskatoon (YXE) to Cincinnati (CVG)
8/10 Very good! (18 reviews)
Check in was a little difficult as I had booked it close to arrival. There was used utensils in the sink but for the most part the place was clean.

Reviewed on Aug 18, 2026

Extended Stay America Suites Cincinnati Blue Ash Reagan Hwy

Extended Stay America Suites Cincinnati Blue Ash Reagan Hwy

2.5 out of 5
Price was CA $1,520, price is now CA $1,369 per person
CA $1,369
per person
Dec 30 - Jan 2
found 3 hours ago
Roundtrip flight included
Saskatoon (YXE) to Cincinnati (CVG)
6.4/10 (459 reviews)

Ready to book your vacation to Boston?

 

Choose your dates

Boston Hotel Deals

Cobblestone Hotel & Suites - Eaton

Cobblestone Hotel & Suites - Eaton

2.5 out of 5
121 E Washington Jackson Rd Eaton OH
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Nov 29 to Nov 30
CA $156
CA $177 total
Nov 29 - Nov 30
includes taxes & fees
9.4/10 Exceptional! (236 reviews)
"Clean room, good breakfast"

Reviewed on Oct 26, 2026

Cobblestone Hotel & Suites - Eaton
Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
6 E Sycamore St Oxford OH
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Nov 29 to Nov 30
CA $153
CA $173 total
Nov 29 - Nov 30
includes taxes & fees
8.6/10 Excellent! (808 reviews)
"The hotel and staff were great. The breakfast area was kind of small and crowded. And our stay was way over-priced for what we got. There’s not even an elevator and we had to carry our bags up a flight of stairs. Definitely not worth $300+ per night."

Reviewed on Oct 24, 2026

Best Western Sycamore Inn
Motel 6 Richmond, IN

Motel 6 Richmond, IN

2 out of 5
6030 National Road East Richmond IN
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from Nov 5 to Nov 6
CA $73
CA $81 total
Nov 5 - Nov 6
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
"The floor hard a crack in the flooring I have to avoid will barefoot. Outlets did not have power. After having showered, I had to clean my feet because walking on the floor made my feet black with dirt. The shower dripped every 3 seconds when turned off, and toilet kept slowly running after being ..."

Reviewed on Oct 27, 2026

Motel 6 Richmond, IN
See all 137 properties in Boston
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 Boston vacation package cost?
Offering great value package deals from CA $1,139 on Expedia, you'll be surprised at how little a vacation to Boston costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Boston?
You can generally find lower prices and greater availability in January, February and November. Browse our cheap Boston vacation packages and you could land some great off-season discounts.
How many days is enough for Boston?
With a well-planned itinerary, you can easily hit the top Boston attractions in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Boston vacation for longer.
How to find the best Boston package deals?
Finding a cheap Boston package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Boston package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Boston vacation as a package?
You can enjoy significant savings on your next Boston retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Boston?
If you have your Boston vacation dates finalized, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Boston?

  1. Choose when to get away: Check your schedule and get packing. Your favourite time of year and the type of activities available will also help you decide when to escape to Boston.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your accommodations will likely be the largest expense during your trip to Boston.
  3. Decide how long to go away for: Now that you know more about Boston, you can work out the right length of your break. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Boston vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.