Dedham Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Dedham

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is S$266 per night from 2 Jul to 3 Jul
S$266
2 Jul - 3 Jul
includes taxes & fees
9/10 Wonderful! (2,396 reviews)
"The staff was hilarious! Multiple staff members made me genuinely laugh. They were helpful and friendly. I also liked the location a lot."

Reviewed on 1 Jul, 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is S$329 per night from 5 Jul to 6 Jul
S$329
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (4,496 reviews)
"Overall it’s good"

Reviewed on 1 Jul, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is S$216 per night from 5 Jul to 6 Jul
S$216
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (2,699 reviews)
"Beautifully decorated and comfy room. Expensive but well situated. I had a noisy vent system in my room and they moved me straight away. Coffee shop opening hours quite limited as closed late afternoon but good for breakfast from 7 am. Shared bathroom was a new experience in a hotel but it was always ..."

Reviewed on 1 Jul, 2026

The Revolution Hotel
See all 3,984 properties in Dedham
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.

Stay near popular Dedham attractions

Legacy Place

9.0/10 (203 reviews)
Legacy Place offers an upscale open-air shopping experience with over 70 retailers in a city centre setting. Browse luxury brands, enjoy chef-driven restaurants, or catch a film at the premium Showcase Cinema de Lux.
See properties

What to do in Dedham

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

S$68
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

S$44
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

S$46
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
See all activities 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.

Explore a world of travel with Expedia

* 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.