Boston Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to €185 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Boston

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 €201 per night from 2 Mar to 3 Mar
€201
includes taxes & fees
2 Mar - 3 Mar
9/10 Wonderful! (1,396 reviews)
Valentines weekend
"We love going to the Omni William penn. My husband and I go every year for Valentine’s Day weekend"

Reviewed on 9 Feb 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Joinery Hotel Pittsburgh, Curio Collection by Hilton
4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is €111 per night from 16 Mar to 17 Mar
€111
includes taxes & fees
16 Mar - 17 Mar
8.2/10 Very Good! (1,092 reviews)
"Beautiful Space!"

Reviewed on 10 Feb 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Kimpton Hotel Monaco Pittsburgh, an IHG Hotel
Kimpton Hotel Monaco Pittsburgh, an IHG Hotel
4.5 out of 5
620 William Penn Place, Pittsburgh, PA
Fully refundable
The price is €189 per night from 2 Mar to 3 Mar
€189
includes taxes & fees
2 Mar - 3 Mar
9.2/10 Wonderful! (1,125 reviews)
Great Stay. Great Service.
"Pittsburgh is home but it's still always good to get away from home for a weekend and do something different. This was our first stay at Hotel Monaco - it won't be our last. From check in to check out, service, amenities, location, food and drink were all done well."

Reviewed on 10 Feb 2025

Kimpton Hotel Monaco Pittsburgh, an IHG Hotel
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 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.

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