Dedham Vacations from $500

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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.
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
Save 100% on your flight
Price was $757, price is now $500 per person
$500
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
8.8/10 Excellent! (1,007 reviews)
good place, location, room was nicely decorated; good bar and lobby

Reviewed on May 25, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,383, price is now $1,297 per person
$1,297
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $7,421, price is now $4,739 per person
$4,739
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $2,055, price is now $1,368 per person
$1,368
per person
Jul 29 - Aug 4
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Fantastic Hotel. Loved the location, room was clean, staff was helpful, and loved the amenities.

Reviewed on May 25, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,424, price is now $956 per person
$956
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (1,241 reviews)
Gorgeous hotel in a fabulous location. Highly recommend!

Reviewed on May 19, 2026

Don't see what you're looking for?
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Discover the most popular places to visit in Dedham

Fenway Park

Fenway Park

4.5/5(2,543 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Gillette Stadium

Gillette Stadium

4.5/5(400 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium
Harvard University

Harvard University

4.5/5(1,983 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

What to do in Dedham

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

$45
per adult
98% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
Harvard Guide leading a tour

Harvard University Campus Guided Walking Tour

$23
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
See all activities in Dedham

Dedham Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $274 total per night from May 29 to May 30
$274 total
May 29 - May 30
Total with taxes and fees
9.6/10 Exceptional! (4,376 reviews)
"Nice smart hotel in a good location but we had a bill much larger than expected for extras, the staff would not explain what it was for and said they could not print out a bill at that time due to ‘issues’ with their system. We had to leave promptly and since they had our card details we got charged ..."

Reviewed on May 26, 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
$175 nightly
The price is $204 total per night from Jun 7 to Jun 8
$204 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (2,636 reviews)
"Great location great price. Cozy an quirky. The bathroom down the hall was no trouble. Clean and with privacy."

Reviewed on May 26, 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$258 nightly
The price is $301 total per night from May 31 to Jun 1
$301 total
May 31 - Jun 1
Total with taxes and fees
9.2/10 Wonderful! (4,664 reviews)
"The pool was not open and we did not find out until after we arrived"

Reviewed on May 27, 2026

Omni Boston Hotel at the Seaport
See all 3,973 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.

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 $500 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

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.