Dedham Holidays
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Top hotels in Dedham
Seaport Hotel Boston
1 Seaport Lane Boston MA
S$325
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,775 reviews)
"My check in was amazing! Woman who checked us in was very professional and kind! Our room on 17th floor was very clean and quiet! Awesome views of Boston and Boston Harbor!!"
Reviewed on 16 Aug, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
S$203
20 Aug - 21 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
S$390
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (4,856 reviews)
"Excellent hotel. Stayed on the 18th floor view was amazing. Pool at 9pm was amazing with great views. This is now my go to hotel."
Reviewed on 16 Aug, 2026
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.
Historic Dedham Square
8.4/10 (55 reviews)
Stroll through Dedham Square's historic streets lined with preserved centuries-old buildings. Browse unique boutiques, savour local cuisine, or time your visit for the vibrant farmers market or holiday festivities.
The Fairbanks House
8.2/10 (34 reviews)
Built in 1637, the Fairbanks House is North America's oldest surviving timber-frame house. Step through its centuries-old doorway to discover original family artefacts and experience authentic colonial architecture.
Wilson Mountain Reservation
8.0/10 (27 reviews)
This tranquil 207-acre reservation offers Dedham's largest natural escape with well-marked woodland trails. Explore diverse terrain with rocky outcrops, streams, and seasonal foliage on the popular 1.7-mile loop.
Dedham Historical Society
7.8/10 (47 reviews)
This 1888 museum houses American treasures including the oldest dated chair in America and a Paul Revere bell. Explore Dedham's history through fine decorative arts and rare founding documents in the historic archives.
Motherbrook Arts and Community Center
You can spend an afternoon browsing the exhibits at Motherbrook Arts and Community Center in Dedham. Visit the shops and top-notch restaurants in this family-friendly area.
What to do in Dedham
Boston Old Town Trolley Hop-on Hop-Off City Tour
S$66
per adult
90% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
S$102
per adult
80% of travellers recommend
Boston Summer Nights Tour and River Cruise
S$63
per adult
90% of travellers recommend
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?
- 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.
- 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.
- 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.
- 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. 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.
