Dedham Vacation Packages 2026 from $705

Dedham flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

John Carver Inn & Spa

Plymouth Cultural District

$705

per person

May 11 - May 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Beachside Village Resort

$803

per person

May 11 - May 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A seasonal outdoor pool is featured at this apartment, along with free WiFi in public areas and laundry facilities. Barbecue grills and a virtual front desk are also provided.

Boston Harbor Hotel

North End

Save 100% on your flight

$959

per person

Apr 24 - Apr 26

found 20 hours ago

Roundtrip flight included

Charlotte (CLT) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

By the Sea Guests Bed & Breakfast & Suites

Save 100% on your flight

$903

per person

May 3 - May 9

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Sesuit Harbor House

$824

per person

May 11 - May 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.

Top Dedham hotels deals

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$231 total

Apr 5 - Apr 6

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.

Pool

Hot Tub

Hilton Boston Park Plaza

50 Park Plaza Boston MA

Free Cancellation

Reserve now, pay when you stay

$178 nightly

$207 total

Mar 22 - Mar 23

Total with taxes and fees

This luxury hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a 24-hour business center, and a coffee shop are also offered.

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$168 total

Apr 5 - Apr 6

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.

Harborside Inn Of Boston

185 State St Boston MA

$149 nightly

$174 total

Mar 22 - Mar 23

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

Free WiFi

Restaurant

The Dagny Boston

89 Broad Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$191 nightly

$222 total

Mar 22 - Mar 23

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a communal living room, and a library are also on offer.

Omni Parker House

60 School St Boston MA

Free Cancellation

Reserve now, pay when you stay

$208 nightly

$242 total

Mar 22 - Mar 23

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, express check-out, and a computer station are also on offer.

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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.

Popular places to visit

Fenway Park

4.5/5(2,507 reviews)

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

Gillette Stadium

4.5/5(390 reviews)

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

Harvard University

4.5/5(1,973 reviews)

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

Frequently asked questions

How much are vacation packages to Dedham?

Treat yourself to an unforgettable travel experience in Dedham with a vacation package starting at $705. Reserving your tours, hotels and flights through Travelocity is so simple. What's more, our great deals will leave you with more savings for fun activities.

How long should my Dedham vacation be?

Most people book a hotel for 3 nights in Dedham. But that doesn't mean you have to do the same. How long you decide to stay depends on what you plan to do during your vacation. If you hope to explore every nook and cranny of this incredible location, consider staying another night or so (or even longer!).

Where can I get the best vacation package deals for Dedham?

You'll discover a tempting selection of Dedham package deals on Travelocity. With no less than 400 airlines and 1,000,000 worldwide properties, arranging a dream getaway will be a breeze.

Why should I book my Dedham vacation bundle via Travelocity?

Nothing tops the peace of mind knowing you've just picked up the best deal in town — that's our Price Match Guarantee. Add to that our fantastic range of destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.

Will I save money on my Dedham car rental if I book it with a hotel or flight?

With a Dedham vacation package, you can bundle your car, hotel and flight bookings and save tons. If you'd love to discover the best of this fabulous part of the world, why not head to Plymouth Rock? This top sight is 35 mi from Dedham. With a rental car, you'll be there in a flash.

Which airport is best for Dedham?

Logan Intl. Airport (BOS) (11 mi away from downtown), T.F. Green Airport (PVD) (40 mi away from central Dedham) and Manchester-Boston Regional Airport (MHT) (50 mi away from central Dedham) are the top options for Dedham.

What is there to do in Dedham?

There is an undeniable magic as you stroll the streets of Dedham. Kings Bowling and Dedham Historical Society are just two renowned sights that make this city so popular, so add them to your must-see list.

Where should I stay when visiting Dedham?

The Hilton Boston/Dedham is the number one choice of many travelers. Book as soon as possible before it's too late.