Boston Vacations

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    Save up to ￥45,448 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Boston Vacation Packages

Boston Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ￥17,457 per night from Jul 27 to Jul 28
￥17,457
￥19,902 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (2,955 reviews)
Great hotel in downtown
"The hotel is great as well as the service. Easy access to restaurants in the surrounding area. Comfortable stay."

Reviewed on Jul 24, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ￥20,972 per night from Aug 20 to Aug 21
￥20,972
￥23,909 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,568 reviews)
"Enjoyed the breakfast of following morning"

Reviewed on Jul 24, 2025

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr, Pittsburgh, PA
The price is ￥19,050 per night from Jul 31 to Aug 1
￥19,050
￥21,717 total
Jul 31 - Aug 1
includes taxes & fees
9.4/10 Exceptional! (867 reviews)
The Landing in Pittsburgh
"The staff were very nice, courteous, and helpful. The breakfast was good and free parking! Every other hotel in the area charges $40 per night stay."

Reviewed on Jul 23, 2025

The Landing Hotel at Rivers Casino
See all 1,728 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.

Frequently asked questions

How much does a Boston vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation to Boston costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Boston?
If you're hoping to snag a cheap Boston vacation package, consider traveling in January, February and March. You'll usually find better rates on flights and accommodations during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Boston?
With a well-organized schedule, you can easily tick off the top Boston attractions in a handful of days. But if you'd like to discover hidden spots or go on day trips, think about booking your Boston vacation for longer.
How to find the best Boston package deals?
Bagging a cheap Boston package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Boston package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Boston vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your Boston getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Boston?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Boston vacation.
How to plan a trip to Boston?

  1. Pick your dates: What you plan to do in Boston and your preferred season will help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to put aside for your trip to Boston. Then, pick a hotel that suits your budget, whether that's an economical stay or a swankier retreat.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Boston. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Boston vacation package that brings all your bookings together.

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