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

Biggy Best Cottages

Biggy Best Cottages

3.5 out of 5
22 Fraser Street, Howick, KwaZulu-Natal
7.4/10 Good! (12 reviews)
"Lovely bed and breakfast."

Reviewed on 4 May, 2025

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Biggy Best Cottages
Indoni Eco Village

Indoni Eco Village

2 out of 5
Richmond, Richmond, KwaZulu-Natal
Fully refundableReserve now, pay when you stay
The price is S$119 per night from 9 Sept to 10 Sept
S$119
9 Sept - 10 Sept
includes taxes & fees
Indoni Eco Village
Hawklee Country House

Hawklee Country House

3 out of 5
59 Dargle Road, Nottingham Road, Fort Nottingham, KwaZulu-Natal
The price is S$81 per night from 9 Sept to 10 Sept
S$81
9 Sept - 10 Sept
includes taxes & fees
Hawklee Country House
See all 28 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.

Popular places to visit

Vergelegen Nature Reserve

Explore the great outdoors at Vergelegen Nature Reserve, a lovely green space in Impendle. Discover the mountain views while you're in the area.

Vergelegen Nature Reserve

What to do in Boston

In the Footsteps of the Bushmen guided day hike to rock art

In the Footsteps of the Bushmen guided day hike to rock art

S$130
per adult
In the Footsteps of the Bushmen guided day hike to rock art
3 day Eastern Lesotho Village Experience

3 day Eastern Lesotho Village Experience

S$1,157
per adult
3 day Eastern Lesotho Village Experience
Picture 2 for Activity From Underberg: Overnight Lesotho Trip with Meals & Lodging

From Underberg: Overnight Lesotho Trip with Meals & Lodging

S$429
per adult
From Underberg: Overnight Lesotho Trip with Meals & Lodging
See all activities in Boston

Frequently asked questions

How much does a Boston holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Boston costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Boston?
January, March and April are the best times to search for cheap Boston holiday packages. Travelling in less busy months means you'll typically find better prices on flights and accommodation.
How many days is enough for Boston?
The ideal length of your Boston holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to visit all the leading attractions and discover some hidden gems along the way.
How to find the best Boston package deals?
Finding a cheap Boston package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Boston package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Boston holiday as a package?
You can enjoy significant savings on your Boston getaway by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Boston?
If you have your Boston travel dates finalized, book as early as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Boston?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Boston.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to flights and activities. Your accommodation will likely be the biggest expense during your trip to Boston.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to experience in Boston. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now 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. 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.