Dedham Vacations from $746
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Your Dedham Vacation
There's no better way to escape than with one of our vacation packages to Dedham. The family-friendly attractions and rich history are just a couple of the compelling reasons to stay in this awesome city. If your trip to Dedham includes a little sightseeing, check out major attractions such as Franklin Park Zoo, Legacy Place and Blue Hills Ski Area. That dream Dedham vacation is just a few clicks away. Explore hotels, flights and more on Expedia for a trip that's tailored just for you.
The Latest Dedham vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$746
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Four Seasons Hotel Boston
Bay Village
$1,280
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.
Reviewed on Oct 20, 2026
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 downtown 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, savor 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 artifacts and experience authentic colonial architecture.
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. Check out the shops and top-notch restaurants in this family-friendly area.
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.
What to do in Dedham
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Dedham Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$298 nightly
$347 total
Nov 20 - Nov 21
Total with taxes and fees
9.2/10 Wonderful! (4,928 reviews)
"The hotel was hoppin'! Loads of people coming and going...lots of positive vibes. The restaurants are GREAT, so are the bars. The Colquette(?), restaurant on the main floor was fabulous, as was the staff. Special shout out to Jesus and Isabella at the bar. ❤️❤️ The drawback is that the rooms were ..."
Reviewed on Oct 20, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$175 nightly
$204 total
Nov 8 - Nov 9
Total with taxes and fees
9/10 Wonderful! (2,994 reviews)
"Everything was great! A special thank you to Olivia at the front desk for her wonderful hospitality! The place was clean, well-maintained, and in a fantastic location. I booked a room with a shared bathroom and was a little worried at first, but everything turned out to be excellent! Everything was ..."
Reviewed on Oct 20, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
$254 total
Nov 1 - Nov 2
Total with taxes and fees
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.
Find the Best Dedham Vacation Packages
Dedham Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 24,700 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | New England Aquarium, Boston Museum of Fine Arts and Museum of Science |
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Frequently asked questions
How much does a Dedham vacation package cost?
You'll find cheap prices from $746 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 vacation to Dedham costs.
What are the cheapest months to go to Dedham?
December, January and February are the best times to search for cheap Dedham vacation packages. Choosing to travel in less busy months means you can typically find reduced prices on accommodations and flights.
How many days is enough for Dedham?
To get the most out of a Dedham vacation, we suggest staying for 2 days. Divide your time between visiting Dedham Historical Society, Wilson Mountain Reservation and other well-known attractions, in addition to experiencing neighborhoods like Newton Highlands and Jamaica Hills - Pond. If you've got some time to spare, add a day trip to your Dedham vacation itinerary.
Is it worth booking a vacation package to Dedham?
It's no wonder a Dedham vacation is on the to-do list of many travelers. Popular attractions like Legacy Place are just the start 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," "Traveler 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 vacation as a package?
You can enjoy significant savings on your Dedham break by booking a personalized vacation 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 vacation 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 travel: Check your diary and get packing. Your favorite time of year and the type of activities available will also help you decide when to escape to Dedham.
- Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Dedham.
- Explore Dedham using Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Dedham. You can also save your favorite places, collaborate with friends and family and manage your plans in one place.
- Work out your trip length: Consider how much time you'd like to spend exploring Dedham. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Dedham vacation package.
- Add on excursions and experiences: Take a look at our dedicated travel guide to find some incredible things to do in Dedham. Book tickets or make reservations in advance to save time and avoid the hassle of looking for activities once you arrive.
Does Expedia offer Book Now, Pay Later Dedham vacation packages?
Jet off on your perfect escape to Dedham with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for your next payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snag great deals before they disappear.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.