Boston Holidays

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    Save up to S$1,300 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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Top hotels in Boston

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 S$197 per night from 19 Jul to 20 Jul
S$197
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (3,625 reviews)
"Beautiful sunset views of Pittsburgh directly across form the Point State Park. Conveniently walk to Marketplace Square. Hotel staff were very welcoming. Rooms had some aging wall paper but were clean. Be prepared to pay for parking in garage or via valet service."

Reviewed on 11 Jul, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is S$202 per night from 5 Aug to 6 Aug
S$202
5 Aug - 6 Aug
includes taxes & fees
9.4/10 Exceptional! (1,957 reviews)
"We loved the room, beds were comfy. I was disappointed that we didn't have bath robes as in the description but everything else was great! Having Netflix was a nice plus! The little fridge was great. I really wish the hotel would consider putting a coffee/tea maker in the room which includes decaf ..."

Reviewed on 11 Jul, 2026

The Landing Hotel at Rivers Casino
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 S$234 per night from 26 Jul to 27 Jul
S$234
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (795 reviews)
"The hotel is situated in a very convenient downtown area. Room was clean and spacious. The only think I didn’t like was that you had to go down to the lobby to order your limited breakfast since it was not a buffet, but with the cost of a buffet. The pool was very small and constrict. Parking is ..."

Reviewed on 10 Jul, 2026

Courtyard by Marriott Pittsburgh University Center
See all 1,915 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.

Stay near popular Boston attractions

Northeast Paddleboard Company

Take the family on an outing to Northeast Paddleboard Company during your trip to Boston. Amble around the area's riverfront or attend a sporting event.
See properties

Frequently asked questions

How much does a Boston holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday 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 holiday package, consider travelling in January, February and March. You'll usually find better rates on flights and accommodation during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Boston?
With a well-organised 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 holiday 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 holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging hotels and flights individually. Better still, you can personalise 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 holiday 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 holiday.
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 holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.