Dedham Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to NZ$616 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

Dedham Holiday

Our pick of the best Dedham Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$428 per night from 24 Aug to 25 Aug
NZ$428
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (3,791 reviews)
"We loved staying here! We enjoyed an afternoon at the pool (make sure to reserve chairs before you arrive!!) and the location was perfect for walking around and finding great bars, restaurants and entertainment nearby!"

Reviewed on 6 Aug. 2025

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$386 per night from 1 Sept to 2 Sept
NZ$386
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (3,205 reviews)
Great location
"Great location in downtown Boston to subway & freedom trail! Beds were very comfortable!"

Reviewed on 4 Aug. 2025

Hilton Boston Park Plaza
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$371 per night from 10 Aug to 11 Aug
NZ$371
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,562 reviews)
"Love staying here"

Reviewed on 6 Aug. 2025

citizenM Boston Back Bay
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.

Discover the most popular places to visit in Dedham

What to do in Dedham

Frequently asked questions

How much does a Dedham holiday package cost?
You'll find cheap prices on Expedia for your Dedham break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Dedham costs.
What are the cheapest months to go to Dedham?
December, January and February are the best times to look for cheap Dedham holiday packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Dedham?
We recommend planning a Dedham holiday for a minimum of 2 days. This gives you enough time to visit top sights such as Wilson Mountain Reservation and Legacy Place, as well as check out neighbourhoods like Jamaica Plain and Jamaica Hills - Pond. You might even be able to squeeze in one or two day trips beyond Dedham.
Is it worth booking a holiday package to Dedham?
It's easy to see why a Dedham holiday is on the to-do list of many travellers. Leading attractions like Kings Bowling are just the beginning of things to see and do here.
How to find the best Dedham package deals?
Bagging a cheap Dedham package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Dedham package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Dedham holiday as a package?
You can enjoy significant savings on your Dedham break by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. 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 Dedham?
If you're considering an impromptu Dedham adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Dedham?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite season and the type of activities available will also help you decide when to visit Dedham.
  2. Plan your budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Dedham.
  3. Decide how long to go away for: Now that you're more familiar with Dedham, you can work out the ideal length of your holiday. Pull together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised Dedham holiday package.

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