Dedham Vacation Packages
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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.
Top Dedham Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
CA $756
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Furnished Apartment Near Longwood
North Brookline
CA $1,837
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Boston (BOS)
7/10 Good! (6 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on Jul 6, 2026
Ready to book your vacation to Dedham?
Dedham Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $272
CA $364 total
Sep 20 - Sep 21
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $189
CA $220 total
Sep 7 - Sep 8
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $377
CA $496 total
Sep 6 - Sep 7
includes taxes & 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.
Stay near popular Dedham attractions
Legacy Place
9.0/10 (203 reviews)
You can search for that perfect souvenir at Legacy Place during your trip to Dedham. Stroll along the riverfront or visit the stunning cathedral in this vibrant area.
Historic Dedham Square
8.4/10 (55 reviews)
Learn about the local history of Dedham with a stop at Historic Dedham Square. Attend a sporting event or visit the churches in this vibrant area.
Wilson Mountain Reservation
8.0/10 (27 reviews)
You can take time to visit Wilson Mountain Reservation during your travels to Dedham. Check out the shops and top-notch restaurants in this family-friendly area.
The Fairbanks House
8.2/10 (34 reviews)
You can spend an afternoon studying the exhibits at The Fairbanks House during your trip to Dedham. Check out the churches and top-notch restaurants in this walkable area.
Dedham Historical Society
7.8/10 (47 reviews)
You can spend an afternoon exploring the galleries in Dedham Historical Society in Dedham. Check out the churches and top-notch restaurants in this walkable area.
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.
What to do in Dedham
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $68
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $64
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $116
per adult
92% of travellers recommend
Frequently asked questions
How much does a Dedham vacation package cost?
You'll find cheap prices from CA $756 on Expedia for your Dedham getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Dedham costs.
What are the cheapest months to go to Dedham?
You're likely to find lower prices and greater availability in December, January and February. Explore our cheap Dedham vacation packages and you could get some great off-season deals.
How many days is enough for Dedham?
To get the most out of your Dedham vacation, we suggest booking for 2 days. Divide your time between discovering Samuel Adams Brewery, Blue Hills Ski Area and other key sights, as well as exploring neighbourhoods like Jamaica Plain and Jamaica Hills - Pond. If you've got some spare time, add a day trip to your Dedham vacation itinerary.
Is it worth booking a vacation package to Dedham?
Dedham offers everything you need for an amazing getaway. Get your Dedham vacation off to a flying start by visiting popular attractions like Kings Bowling.
How to find the best Dedham package deals?
Finding a cheap Dedham package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Dedham package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Dedham vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Dedham trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Dedham?
If you're planning an impromptu Dedham adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Dedham?
- Choose your travel dates: What you plan to do in Dedham and your preferred season will help you decide when to go.
- Plan your budget wisely: As well as the price of your accommodations, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could arise during your trip to Dedham.
- Decide how long to go for: Now that you're up to speed on Dedham, you can work out the ideal length of your break. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
- Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the ideal Dedham vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
