Boston Holidays

  • Plan, book, travel with confidence

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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

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr, Richmond, IN
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 27 Jul to 28 Jul
S$110
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (1,011 reviews)
"Convenient and easy parking"

Reviewed on 21 Jul, 2025

Baymont by Wyndham Richmond I-70
Butler Inn

Butler Inn

3 out of 5
5235 College Corner Pike, Oxford, OH
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (506 reviews)
"This was a great hotel for a quick overnight stay while visiting the university. No frills, just the basics but it’s all we needed!"

Reviewed on 7 Jul, 2025

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Butler Inn
Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
6 E Sycamore St, Oxford, OH
Fully refundableReserve now, pay when you stay
The price is S$187 per night from 6 Aug to 7 Aug
S$187
6 Aug - 7 Aug
includes taxes & fees
8.4/10 Very Good! (668 reviews)
"Great stay. Thank you."

Reviewed on 19 Jul, 2025

Best Western Sycamore Inn
See all 105 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?
You'll find cheap prices on Expedia for your Boston escape. However, factors like the length of stay, hotel choice and season will influence how much your holiday to Boston costs.
What are the cheapest months to go to Boston?
You can usually find lower rates and greater availability in January, February and November. Check out our cheap Boston holiday packages and you could land some great off-season deals.
How many days is enough for Boston?
Usually, a handful of days is enough to go to the main sights during your Boston holiday. However, if you prefer to have time to relax or go on day tours, consider extending your itinerary.
How to find the best Boston package deals?
Start your search for a Boston package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Boston package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston getaway off to a flying start.
Is it cheaper to book a Boston holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Boston holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Boston?
Secure incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Boston escape.
How to plan a trip to Boston?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Boston.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when calculating how much to save for your trip to Boston. Then, select a hotel that works with your budget, whether that's an affordable stay or a swankier getaway.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Boston. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick 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. 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.