Boston Vacation Packages

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Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Oct 16 - Oct 20
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Washington (DCA)
8/10 Very Good! (944 reviews)
This was probably a very nice hotel at one point. It is rather run down now. Our room had a broken deadbolt and latch and the card scanner barely worked. The bubbler in the workout room was empty. My mattress was worn out. The bathroom was functionally fine, but it was old and with scratches and cracks everywhere. The staff was fantastic...very friendly and helpful. The TV in the room was nice and the AC was very quiet. Breakfast was rather limited, but the staff was doing their best servering with the limited resources and food they had. The neighborhood seems to be going through some hard times...it is very run down with a lot of abandoned buildings.

Reviewed on Aug. 4, 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
per person
Sep 4 - Sep 10
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9.4/10 Exceptional! (1,003 reviews)
They exceeded my expectations. The customer service make sure I had a pleasant comfortable stay. I will definitely be making reservations there next time thank you intercontinental for your warm welcome.

Reviewed on Aug. 4, 2025

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
per person
Sep 4 - Sep 10
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9.2/10 Wonderful! (761 reviews)
Doormen were really friendly & great about holding our luggage upon arrival & departure

Reviewed on Aug. 5, 2025

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
per person
Sep 4 - Sep 10
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9.4/10 Exceptional! (1,505 reviews)
Nice place, cool vibe

Reviewed on Aug. 3, 2025

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
per person
Sep 11 - Sep 15
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,005 reviews)
Great location and service was wonderful

Reviewed on Aug. 3, 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 26 to Aug 27
CA $214
CA $257 total
Aug 26 - Aug 27
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 $148 per night from Aug 19 to Aug 20
CA $148
CA $173 total
Aug 19 - Aug 20
includes taxes & fees
7.6/10 Good! (706 reviews)
"It's tough to beat a mountain escape like Big Meadows."

Reviewed on Aug. 4, 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! (1,003 reviews)
"Our stay was amazing! The rooms were clean and specious and the staff were so nice!! They were willing to accommodate us and create a memorable stay in Luray. There were lots of food choices and there were multiple restaurants inside the hotel! The bed was very comfortable!"

Reviewed on Aug. 4, 2025

Mimslyn Inn Historic Hotels Of America
See all 656 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 $518 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.