Dedham Vacations from $502

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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.
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $709, price is now $502 per person
$502
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
7.6/10 Good! (537 reviews)

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,565, price is now $768 per person
$768
per person
Dec 21 - Dec 26
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (194 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

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,993, price is now $1,146 per person
$1,146
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
Price was $839, price is now $516 per person
$516
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (431 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was $2,423, price is now $1,630 per person
$1,630
per person
Dec 21 - Dec 26
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

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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.
See properties

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
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Museum of Ice Cream Boston Admission Ticket

Museum of Ice Cream Boston Admission Ticket

$44
per adult
80% of travellers recommend
Museum of Ice Cream Boston Admission Ticket
See all activities in Dedham

Dedham Hotel Deals

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
$200 nightly
The price is $233 total per night from Nov 22 to Nov 23
$233 total
Nov 22 - Nov 23
Total with taxes and fees
9.2/10 Wonderful! (4,982 reviews)
"Parking was hefty but otherwise a fantastic place close by to downtown. Traffic can be a little rough so utilize public transit when you can!"

Reviewed on Nov 4, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$113 nightly
The price is $131 total per night from Nov 23 to Nov 24
$131 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (3,010 reviews)
"Clean room and bathrooms. Good area."

Reviewed on Nov 4, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $192 total per night from Nov 23 to Nov 24
$192 total
Nov 23 - Nov 24
Total with taxes and fees
9.6/10 Exceptional! (5,168 reviews)
"I usually do not like to leave negative reviews but I feel I have no choice in the matter. I arrived for a 2 night stay in a King Harbor Suite on Saturday afternoon around 3:30pm. Check in was swift and effortless, but when arriving at the room, there was hair in the sink, a backed up sink, and 2 ..."

Reviewed on Nov 4, 2026

Seaport Hotel Boston
See all 3,856 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

What types of vacation packages are available in Dedham?
A Dedham vacation package can be built around several travel styles, reflecting its central urban setting and attractions:
  • Budget package: The cheapest Dedham vacation package deals can be as low as around $480 per adult for weekend trips, with nearly all hotels falling into the midrange tier.
  • Family-friendly package: A stay at the Holiday Inn Boston - Dedham Hotel & Conference Center by IHG, rated 7.5 out of 10 by travelers, offers family rooms and a restaurant, with travelers often highlighting its spacious rooms and convenient location.
  • Couples package: The 3.5-star Hilton Boston/Dedham provides a comfortable stay with a bar/lounge and restaurant, and travelers often praise its nice location and good breakfast.
  • Parking package: For those driving, the Holiday Inn Boston - Dedham Hotel & Conference Center by IHG, rated 7.5 out of 10 by travelers, offers convenient parking along with free WiFi and a 24-hour front desk.
How can I save money on a Dedham vacation package?
When you bundle, you can save up to 30%*. To save money on a Dedham package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How much does a Dedham vacation package cost?
A Dedham vacation package typically costs around $900 per adult for a weekend trip. Lower-priced bookings start from around $500 per adult, while luxury hotel packages can reach up to $1,850.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap Dedham vacation package deals?
The cheapest Dedham vacation package deals can be as low as around $480 per adult for weekend trips. Separately, August typically has the lowest average monthly prices, around $840 per adult, for a 3-day trip. Bundling flights and hotel together also typically saves money on a weekend trip — about half of Dedham packages include some savings versus booking separately, typically around $15 per adult. Browse cheap vacation packages in Dedham on Expedia for current deals.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to Dedham?
The best time to go for a Dedham vacation package is during September to October, which are the peak months for demand and bookings. These months are typically the busiest for a Dedham vacation. For travelers seeking a more affordable option, August tends to offer lower package prices, though it is also a busy month for travel. January is generally the quietest month.
What's included in a Dedham vacation package?
A Dedham vacation package lets you combine round-trip flights, a hotel stay, and a rental car. As a central urban destination, the city's hotels offer airport shuttle service to and from Boston Logan International Airport (BOS), and many hotels here also include free breakfast, which can be a convenient saving.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Dedham?
For families, a Dedham vacation package with a stay at the Holiday Inn Boston - Dedham Hotel & Conference Center by IHG, rated 7.5 out of 10 by travelers, is a strong choice. It offers family rooms and a restaurant, with travelers often highlighting its spacious rooms and convenient location.

Couples might prefer a package built around the 3.5-star Hilton Boston/Dedham. This hotel features a bar/lounge and restaurant, and travelers often praise its nice location and good breakfast.

For best value, consider a Dedham vacation package that includes the Holiday Inn Boston - Dedham Hotel & Conference Center by IHG, rated 7.5 out of 10 by travelers. Guests frequently praise its good value and amazing staff.
Is Dedham better suited for a beach vacation or a cultural trip?
Dedham is primarily an urban destination, well-suited for a cultural trip. A Dedham vacation offers access to a variety of city and urban attractions.

You can explore shopping and dining at Legacy Place, about 1 mile from central Dedham, or catch a game at Gillette Stadium, about 12 miles away. The area also provides convenient access to Boston's cultural landmarks like Copley Square and Boston Common, both about 11-12 miles from Dedham.
Is Dedham a good choice for a family vacation package?
Dedham is a good choice for a family vacation package, with some of the bookings being family trips. Hotels in the area, such as Holiday Inn Boston - Dedham Hotel & Conference Center by IHG, rated 7.5 out of 10, and the 3.5-star Hilton Boston/Dedham, offer family rooms and free breakfast, making stays convenient for groups. For family activities, you can visit Legacy Place for shopping and dining about 1 mile from central Dedham, or catch a game at Gillette Stadium, about 12 miles away.
What is the best time to book a Dedham vacation package?
Book your Dedham vacation package around 2 weeks before you travel. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 5 weeks out.

from August to October is the most popular months for Dedham packages, so booking earlier is advisable if you're traveling during these months.
What are the top things to do in Dedham?
A Dedham vacation offers a mix of sports, shopping, and historical exploration:

Browse and book things to do in Dedham on Expedia.
How many days do you need for a Dedham vacation?
Most Dedham vacation packages last around 3 days, with many travelers choosing weekend trips. This duration allows you to explore local attractions like Legacy Place and catch a game at Gillette Stadium. Some travelers opt for week-long trips, which provide more time to visit Boston landmarks such as Copley Square and Boston Common, while a select few choose two-week trips for a more extensive Dedham vacation.
Is Dedham a good destination for a weekend vacation?
Dedham is a good destination for a weekend vacation package, as most travelers choose weekend trips. A 1-3 day Dedham vacation allows you to focus on key attractions like shopping and dining at Legacy Place or attending an event at Gillette Stadium. For those wanting to explore more of the wider Boston area, including historic sites like Fenway Park and Copley Square, a longer stay would be more practical.
Do you need to rent a car in Dedham, or is public transport enough?
For a Dedham vacation package, renting a car offers the most flexibility, especially since many attractions are spread out. While central Dedham has some walkable areas, a car makes it easier to reach destinations like Gillette Stadium, about 12 miles away, or explore Boston landmarks such as Copley Square, about 11 miles from Dedham. For travelers arriving on Dedham vacation packages with flights, Boston Logan International Airport (BOS) is about 12-13 miles from central Dedham hotels, and a rental car or ride-share service would be practical for transfers.
Are Dedham vacation package hotels conveniently located?
Dedham vacation package hotels are conveniently located, with many properties situated close to central Dedham. For instance, Holiday Inn Boston - Dedham Hotel & Conference Center by IHG, rated 7.5 out of 10, is about 1 mile from central Dedham. Similarly, the 3.5-star Hilton Boston/Dedham is also about 1 mile from the city center. These locations provide good access to local attractions and the wider Boston area.
Are there vacation package hotels in Dedham within walking distance of restaurants and shops?
Yes, several Dedham vacation package hotels are within walking distance of restaurants and shops, particularly around Legacy Place. Residence Inn Boston Dedham, rated 7.9 out of 10, is about a 5-minute walk from this shopping and dining area. Holiday Inn Boston - Dedham Hotel & Conference Center by IHG, rated 7.5 out of 10, is about a 10-minute walk away, while the 3.5-star Hilton Boston/Dedham is about a 15-minute walk from Legacy Place. Always check the map for your selected hotel to confirm specific walking routes.
Can I change or cancel my Dedham vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Dedham vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Dedham vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Dedham vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Dedham?
To find last-minute vacation packages to Dedham, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Dedham vacation packages?
Free cancellation on a Dedham vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Dedham vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Dedham getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Dedham vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.