Boston Holidays

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    Better together
    Save up to S$134 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 hotels in Boston

Skyland
Skyland
2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
The price is S$253 per night from 7 Jul to 8 Jul
S$253
7 Jul - 8 Jul
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"We enjoyed our stay at Skyland Resort. It was very cozy and convenient for staying in the park. Staff was very friendly."

Reviewed on 18 Jun, 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 S$112 per night from 13 Jul to 14 Jul
S$112
13 Jul - 14 Jul
includes taxes & fees
7.2/10 Good! (1,001 reviews)
"The restaurant downstairs is good, and there's walkable access to some very good stuff in the area. There were a good number of flying ants outside that got into the room, but that's more of a function of the area than the hotel. Other than that the room was quite clean. We did have a small issue ..."

Reviewed on 9 Jun, 2025

Quality Inn
Big Meadows Lodge
Big Meadows Lodge
3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
The price is S$192 per night from 23 Jun to 24 Jun
S$192
23 Jun - 24 Jun
includes taxes & fees
7.6/10 Good! (659 reviews)
"Wonderful helpful young lady in the lodge giftshop, Makailya. Very friendly and had slot of advice about the hiking in the area."

Reviewed on 19 Jun, 2025

Big Meadows Lodge
See all 659 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 holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Boston costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Boston?
January, February and November are great times to look for cheap Boston holiday packages. Opting to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Boston?
With a well-organised schedule, you can easily tick off the top Boston sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Boston holiday for longer.
How to find the best Boston package deals?
Use Expedia's filter tool to help you find some of the best Boston package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Boston package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Boston holiday as a package?
You can enjoy significant savings on your Boston break by booking a tailored holiday package. Check the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Boston?
If you have your Boston holiday dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Boston?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Boston.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and activities. Your accommodation will probably be the largest expense during your trip to Boston.
  3. Decide how long to go away for: Now that you're more familiar with Boston, you can work out the right length of your holiday. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: Once you've settled on your trip dates and duration, book the ideal Boston holiday package for you.

* 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.