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.
Battery Wharf Hotel, Boston Waterfront
North End
CA $1,356
per person
Nov 28 - Dec 2
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Staff was friendly. Had to ask for a microwave but it was brought quickly. Bathroom sliding door wasn’t on the track and didn’t really close, shower tile wasn’t the cleanest… a few times staff just came into our room without announcing themselves. Breakfast buffet was decent but not worth $38 dollars for adults. Hotel food was way overpriced… overall I feel the hotel itself was overpriced for what it is.
Reviewed on Oct 12, 2026
Boston Harbor Hotel
North End
CA $2,056
per person
Nov 28 - Dec 2
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great hotel. Loved the health club and pool. Great location. Easy walk to the North End. Comfortable bed. Great service and hospitality.
Reviewed on Oct 13, 2026
Four Seasons Hotel Boston
Bay Village
CA $1,950
per person
Dec 19 - Dec 22
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
Ready to book your vacation to Dedham?
Dedham Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $376
CA $496 total
Nov 11 - Nov 12
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $184
CA $214 total
Nov 8 - Nov 9
includes taxes & fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $270
CA $363 total
Nov 1 - Nov 2
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.
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.
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.
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 $69
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $117
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $65
per adult
80% of travellers recommend
Frequently asked questions
How much does a Dedham vacation package cost?
You'll find cheap prices from CA $1,356 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.
