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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Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.6/10 Excellent! (1,007 reviews)
My stay was very pleasant

Reviewed on Jul. 27, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
10/10 Exceptional! (12 reviews)
Very nice and clean hotel, very friendly team, neat and impressive technology equipped rooms, I would highly recommend it to friends and family

Reviewed on Jul. 25, 2025

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.8/10 Excellent! (1,607 reviews)
Very well maintained

Reviewed on Aug. 2, 2025

Hotel Washington

Hotel Washington

5 out of 5
Downtown Washington D.C.
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9/10 Wonderful! (2,302 reviews)
It is a very swanky place. If you’re traveling as a family it is a great location. Please note that the shower in some rooms (like ours) does not have a solid door. It does have a cloudy glass door on the shower, but that is in direct view of on of the beds.. we had to stay on one side of the room each time one of us took a shower. Other than that it was great!!

Reviewed on Jul. 29, 2025

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9.4/10 Exceptional! (1,464 reviews)
Everything from check in, out, and valet was great.

Reviewed on Jul. 31, 2025

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Boston Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
The price is CA $214 per night from Aug 25 to Aug 26
CA $214
CA $257 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Very clean, older park hotel. Friendly for a small family. Like most other hotels not big family friendly for rooms. No roll aways available for family of 5. Overall location was a huge plus to be able to stay inside park and not drive a half hour back and forth."

Reviewed on Jul. 30, 2025

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
The price is CA $171 per night from Aug 27 to Aug 28
CA $171
CA $199 total
Aug 27 - Aug 28
includes taxes & fees
7.6/10 Good! (703 reviews)
"Yes, there are bugs (flying insects and creepy crawlies but NOT roaches) that get in the rooms. They are not pristine but the rooms are clean and in an excellent location. The amenities worked for us (dining, shops with provisions, close to the visitor center, refrigerator in the room) but you really ..."

Reviewed on Jul. 30, 2025

Big Meadows Lodge
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St, Luray, VA
The price is CA $147 per night from Aug 10 to Aug 11
CA $147
CA $182 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Everthing was really good. The only issue was that the two air-conditioners were not adequate and noisy also ran nonstop."

Reviewed on Jul. 29, 2025

Mimslyn Inn Historic Hotels Of America
See all 657 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.
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Frequently asked questions

How much does a Boston vacation package cost?
You'll find cheap prices from CA $592 on Expedia for your Boston getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Boston costs.
What are the cheapest months to go to Boston?
January, February and November are great times to look for cheap Boston vacation packages. Travelling in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Boston?
The ideal length for your Boston vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Boston package deals?
Bagging a cheap Boston package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize 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?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a personalized Boston vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Boston?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Boston adventure.
How to plan a trip to Boston?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Boston.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Boston. Then, pick a property that suits your budget, whether that's an economical option or a swankier retreat.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Boston. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Boston vacation package.

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