Boston Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NT$5,067 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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    Plan, book, and manage your trip all in one place

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 NT$4,012 per night from Aug 17 to Aug 18
NT$4,012
NT$4,574 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (2,950 reviews)
"Great property to explore Downtown. Excellent view close to PNC Park. Great pool & hot tub with an amazing view. Courteous staff… speedy elavators!"

Reviewed on 2025/8/10

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 NT$4,284 per night from Aug 27 to Aug 28
NT$4,284
NT$4,884 total
Aug 27 - Aug 28
includes taxes & fees
9/10 Wonderful! (1,599 reviews)
"The hotel and restaurant/bar very nice,good food, polite staff."

Reviewed on 2025/8/11

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is NT$3,889 per night from Aug 24 to Aug 25
NT$3,889
NT$4,434 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (402 reviews)
"Great location"

Reviewed on 2025/8/10

Courtyard by Marriott Pittsburgh University Center
See all 1,665 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.