Boston Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.
The Springs Motel

The Springs Motel

2 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Dayton (DAY)
8.8/10 Excellent! (15 reviews)
It’s very clean and well designed with all the essential necessities but I haven’t been able to access the internet although I put in the right password quite a few times.

Reviewed on Jul. 26, 2025

Hilton Cincinnati Netherland Plaza

Hilton Cincinnati Netherland Plaza

4 out of 5
Downtown Cincinnati
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Cincinnati (CVG)
7.8/10 Good! (1,075 reviews)
The hotel was in a good location for the event I was attending, it is an older hotel and could use a ke updating. We jad a problem with the lighting in our room turning on

Reviewed on Aug. 6, 2025

The Cincinnatian Hotel Curio Collection by Hilton

The Cincinnatian Hotel Curio Collection by Hilton

4 out of 5
Downtown Cincinnati
per person
Oct 9 - Oct 11
found 14 hours ago
Roundtrip flight included
Edmonton (YEG) to Cincinnati (CVG)
7.6/10 Good! (1,001 reviews)
Had air conditioning problems, did move us to a different room the 2nd night.

Reviewed on Aug. 5, 2025

voco The Clair Cincinnati Downtown by IHG

voco The Clair Cincinnati Downtown by IHG

3 out of 5
Downtown Cincinnati
per person
Sep 12 - Sep 14
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
9.2/10 Wonderful! (1,007 reviews)
This was a pleasant surprise, I loved this hotel. We came in to catch a ball game and was so impressed at the convince of the is hotel. It’s modern and clean and cute! It’s close to the ball park only a short walk and the bed and shower are great! It was one of the best night sleeps I had on our trip. I’m going to look for IHG hotels in the future.

Reviewed on Aug. 4, 2025

Hyatt Regency Cincinnati

Hyatt Regency Cincinnati

4 out of 5
Downtown Cincinnati
per person
Oct 9 - Oct 11
found 14 hours ago
Roundtrip flight included
Edmonton (YEG) to Cincinnati (CVG)
9/10 Wonderful! (1,458 reviews)
All excellent. Wonderful staff

Reviewed on Aug. 6, 2025

Ready to book your vacation to Boston?

 

Choose your dates

Boston Hotel Deals

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr, Richmond, IN
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Aug 10 to Aug 11
CA $99
CA $111 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Debbie welcomed us at the front desk and gave us all the pertinent information, but she went above and beyond. The fresh baked cookie was a nice touch. Breakfast was standard. The pool and hot tub were clean as well."

Reviewed on Jul. 30, 2025

Baymont by Wyndham Richmond I-70
The Elms Hotel

The Elms Hotel

3.5 out of 5
75 South Main Street, Oxford, OH
The price is CA $182 per night from Aug 10 to Aug 11
CA $182
CA $205 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (882 reviews)
"The location in the heart of Oxford was ideal. The staff were always friendly."

Reviewed on Jul. 30, 2025

The Elms Hotel
Comfort Suites

Comfort Suites

2.5 out of 5
421 Commerce Road, Richmond, IN
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Aug 17 to Aug 18
CA $128
CA $147 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (554 reviews)
"Nicely updated interior and rooms in hotel."

Reviewed on Aug. 4, 2025

Comfort Suites
See all 104 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
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Frequently asked questions

How much does a Boston vacation package cost?
Offering great value package deals from CA $611 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.