Boston Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Boston

The White Hart Hotel, Boston, Lincolsnhire
The White Hart Hotel, Boston, Lincolsnhire
4 out of 5
1-5 High Street, Boston, England
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 15 Jun to 16 Jun
S$108
15 Jun - 16 Jun
includes taxes & fees
8.6/10 Excellent! (474 reviews)
Great Stay
"Staff were friendly and very helpful. Parking is hard to find as the address takes you to the front of the property but found it in the end. Food was delicious both breakfast and dinner. I will book here again when I am in the area again for work"

Reviewed on 4 Jun, 2025

The White Hart Hotel, Boston, Lincolsnhire
Boston West Hotel
Boston West Hotel
3 out of 5
Hubbert's Bridge, Boston, England
Fully refundableReserve now, pay when you stay
The price is S$87 per night from 12 Jun to 13 Jun
S$87
12 Jun - 13 Jun
includes taxes & fees
8.4/10 Very Good! (612 reviews)
"Easy to check in and a very nice hotel for an overnight stop."

Reviewed on 4 Jun, 2025

Boston West Hotel
The Stanley Hotel
The Stanley Hotel
3 out of 5
25 High St, Boston, England
The price is S$126 per night from 11 Jun to 12 Jun
S$126
11 Jun - 12 Jun
includes taxes & fees
8.4/10 Very Good! (39 reviews)
"Good central location no onsite parking but a few mins walk away at reasonable prices"

Reviewed on 4 May, 2025

The Stanley Hotel
See all 3,079 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 excellent value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Boston costs! Expedia’s packages make travel planning easier and save you more.
What are the cheapest months to go to Boston?
The off-season is the best time to head to Boston if you’re trying to keep costs down. Another tip for finding cheap Boston holiday packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Boston?
The ideal length for your Boston holiday depends on what you’d like to do and see. Generally, a handful of days to a week will give you time to go to all the main attractions and discover some hidden spots along the way.
Is it worth booking a holiday package to Boston?
Whether you’d like to visit major sights such as St Botolph’s Church and York Street on your Boston holiday, or coming for its great watersports, nature and walking trails, there’s something for everyone here. With so many things to do, you’ll soon discover why so many travellers think Boston is a good holiday destination.
How to find the best Boston package deals?
Begin your search for a Boston package deal by entering your destination and travel dates under our “Packages” tab. Then select some filters, like “Popular locations” and “Property type,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and discover offers that come with big savings. If you don’t find the ideal Boston package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston adventure underway.
Is it cheaper to book a Boston holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and accommodation separately. Better still, you can customise your Boston getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Boston?
If you’ve got your Boston holiday dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Boston?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Boston.
  2. Plan your budget wisely: In addition to the cost of your hotel, you’ll need to factor in other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Boston.
  3. Decide how long to go for: Now that you’re up to speed on Boston, you can figure out the ideal length of your holiday. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: After you’ve settled on your 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.