Boston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
Sofitel Washington DC Lafayette Square
YOTEL Washington DC
Glover Park - Georgetown
Salamander Washington DC

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Boston Hotel Deals

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 $129 per night from May 14 to May 15
CA $129
CA $160 total
includes taxes & fees
May 14 - May 15
8.8/10 Excellent! (1,006 reviews)
"It was so fun being at this beautiful historical hotel. Ahhh the staircase! I imagined myself in a beautiful gown walking down it."

Reviewed on Apr. 25, 2025

Mimslyn Inn Historic Hotels Of America
Skyland
Skyland
2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
The price is CA $220 per night from May 21 to May 22
CA $220
CA $264 total
includes taxes & fees
May 21 - May 22
8.4/10 Very Good! (1,005 reviews)
"Its the best calm and serene pr"

Reviewed on Apr. 27, 2025

Skyland
Quality Inn
Quality Inn
2.5 out of 5
410 W Main St, Luray, VA
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from May 20 to May 21
CA $94
CA $108 total
includes taxes & fees
May 20 - May 21
7.2/10 Good! (1,004 reviews)
"Very nice location, beautiful town, quite close to Luray Caverns"

Reviewed on Apr. 22, 2025

Quality Inn
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.

Frequently asked questions

How much does a Boston vacation package cost?
You’ll find cheap prices from CA $815 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.