Dedham Vacations from $263

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $471, price is now $263 per person
$263
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.4/10 Exceptional! (1,111 reviews)
Overall-it was great! Bummer that the microwave on my floor didn't work. Not having a coffee maker in the room was fine, there's a little area on each floor with Keurigs (no cream, just grab that from the lobby when you check in)

Reviewed on Nov 20, 2025

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Price was $1,646, price is now $848 per person
$848
per person
Feb 12 - Feb 17
found 8 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
18.8/10 Exceptional! (460 reviews)
I haven’t stayed in a hotel this amazing for a long while! Everything about it was perfect, the staff, the facilities, the location / we had a room with a small kitchen area for a week and it was worth it. We hardly saw any other guests, and definitely didn’t hear anyone / it was a fantastic stay, had the gym to myself and there’s laundry facilities on most floors, I honestly didn’t want to leave! I would highly recommend to anyone visiting the area. The area itself has tons of shops and restaurants and feels very safe.

Reviewed on Nov 20, 2025

Lakeside Inn

Lakeside Inn

2 out of 5
Save 100% on your flight
Price was $630, price is now $354 per person
$354
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
15.2/10 Exceptional! (2,303 reviews)
Great value right on lakefront and super nice staff!!

Reviewed on Nov 16, 2025

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
East Boston
Save 100% on your flight
Price was $540, price is now $309 per person
$309
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.4/10 Exceptional! (1,732 reviews)
Very good overall great view but a little far from the center where everything is $35 uber every time

Reviewed on Nov 19, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Save 100% on your flight
Price was $540, price is now $322 per person
$322
per person
Feb 5 - Feb 10
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
15.2/10 Exceptional! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌

Reviewed on Oct 27, 2025

Don't see what you're looking for?
See all available trips from Columbus to Dedham
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Discover the most popular places to visit in Dedham

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

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

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 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

$79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$54
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
Real Pirates Salem Museum General Admission Ticket

Real Pirates Salem Museum General Admission Ticket

$22
per adult
84% of travellers recommend
Real Pirates Salem Museum General Admission Ticket
See all activities in Dedham

Dedham Hotel Deals

citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $141 total per night from Nov 30 to Dec 1
$141 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (4,060 reviews)
Room was cute and compact. The view from the causeway was amazing. Centrally located to all things i wanted to walk to and the train station.

Reviewed on Nov 20, 2025

citizenM Boston North Station
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
$173 nightly
The price is $202 total per night from Nov 27 to Nov 28
$202 total
Nov 27 - Nov 28
Total with taxes and fees
9/10 Wonderful! (4,225 reviews)
Room was extremely clean, wonderful smell. We received extra amenities in honor of our anniversary. They have everything you need from restaurants, pools, and activities.

Reviewed on Nov 18, 2025

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $97 total per night from Nov 24 to Nov 25
$97 total
Nov 24 - Nov 25
Total with taxes and fees
9/10 Wonderful! (2,257 reviews)
Great hotel! no bathroom in the room

Reviewed on Nov 18, 2025

The Revolution Hotel
See all 3,724 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Dedham vacation package cost?
You'll find cheap prices from $263 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.