Title: Historic Dedham Square in Boston - Tours and Activities | Expedia.ca

[Historic Dedham Square Hotels](https://expedia.ca/Historic-Dedham-Square-Hotels.0-l553248621532667040-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Historic Dedham Square Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Dedham-Square.d553248621532667040.Car-Rental-Guide)[Boston Vacation Packages](https://expedia.ca/Boston.d178239.Destination-Travel-Guides)

# Historic Dedham Square Tours and Activities

## Visit Historic Dedham Square

Activities

[Boston travel guide](https://expedia.ca/Boston.dx178239)

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## Plan a trip to see Historic Dedham Square

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

![Studio Allston Hotel](https://images.trvl-media.com/lodging/23000000/22760000/22757100/22757092/a522d616_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Studio Allston Hotel

Brighton

CA $861

per person

May 7 - May 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.6/10 Excellent! (1,175 reviews)

Staff was friendly. Room was clean

Reviewed on Feb 5, 2026

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $3,445

per person

May 7 - May 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Attention to guest needs.

Reviewed on Feb 8, 2026

![The Boston Hotel](https://images.trvl-media.com/lodging/101000000/100140000/100136300/100136229/54a79fec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Boston Hotel

Brighton

CA $1,260

per person

May 7 - May 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

7.4/10 Good! (802 reviews)

Clean room, staff was great, chill and easy to access. Good price as well!

Reviewed on Feb 9, 2026

### Tours & day trips

[See all 63 activities](https://expedia.ca/things-to-do/search?&rid=553248621532667040&location=Historic+Dedham+Square&filter.categories=ToursDayTrips)

![Tour of Historic Fenway Park, America's Most Beloved Ballpark](https://mediaim.expedia.com/localexpert/1349270/b8a279d5-d77b-4fa1-b177-3151a6cdd9f5.jpg?impolicy=resizecrop&rw=500&rh=280)

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

1h

10/10

14 reviews

CA $61

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/tour-of-historic-fenway-park-americas-most-beloved-ballpark.a1349270.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston: Helicopter Skyline Tour](https://mediaim.expedia.com/localexpert/46357870/28ce2c75-01ec-4722-ab0b-9ff3641187d1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Helicopter Skyline Tour

30m+

10/10

1 review

Free cancellation available

CA $407

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-helicopter-skyline-tour.a46357870.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston: Mapparium® globe + How Do You See the World?™](https://mediaim.expedia.com/localexpert/49106909/2eea9fac-5de9-42f0-8f12-c180e995b822.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Mapparium® globe + How Do You See the World?™

20m

10/10

1 review

Free cancellation available

CA $8

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-mapparium-globe-how-do-you-see-the-world-tm.a49106909.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Harvard University Campus Guided Walking Tour](https://mediaim.expedia.com/localexpert/1349360/d8650b03-f74e-4c81-8957-837ce0090701.jpg?impolicy=resizecrop&rw=500&rh=280)

### Harvard University Campus Guided Walking Tour

1h 10m

9.2/10

48 reviews

Free cancellation available

CA $31

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston Haunted Tour : Ghosts & Gravestones](https://mediaim.expedia.com/localexpert/172984/a2768ee3-5491-4d9d-9085-de292d204d42.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Haunted Tour : Ghosts & Gravestones

1h 30m

8/10

55 reviews

Free cancellation available

CA $64

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-haunted-tour-ghosts-gravestones.a172984.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace](https://mediaim.expedia.com/localexpert/637670/48b8db36-e70f-4885-8b20-d7e70ce7df5f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace

365d

8.4/10

37 reviews

Free cancellation available

CA $14

includes taxes & fees

per traveller

[](https://www.expedia.ca/things-to-do/boston-freedom-trail-self-guided-walking-tour.a637670.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Full Day Boston City Tour with pick up and drop off service](https://mediaim.expedia.com/localexpert/50320474/e4501d8c-7eb7-4d04-ba11-2d8f4da27038.jpg?impolicy=resizecrop&rw=500&rh=280)

### Full Day Boston City Tour with pick up and drop off service

7h 30m

Free cancellation available

CA $227

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/full-day-boston-city-tour-with-pick-up-and-drop-off-service.a50320474.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston 1-Day Small Group Tour:Harvard, MIT & Boston Harbour Cruise](https://mediaim.expedia.com/localexpert/46369524/2b78ce87-ce2c-419c-8b48-a85a3672514f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston 1-Day Small Group Tour:Harvard, MIT & Boston Harbour Cruise

7h 30m

2/10

1 review

Free cancellation available

CA $217

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-1-day-city-tour.a46369524.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![The Breakers,Marble House&Downtown Newport 1-Day Tour](https://mediaim.expedia.com/localexpert/50320448/01f75aba-e60d-4a97-9894-b24ad6af7d2e.jpg?impolicy=resizecrop&rw=500&rh=280)

### The Breakers,Marble House&Downtown Newport 1-Day Tour

10h

Free cancellation available

CA $231

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/the-breakers-marble-house-downtown-newport-1-day-tour.a50320448.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston Self Guided Audio Experience](https://mediaim.expedia.com/localexpert/50885683/ba1a1709-3384-48bb-b463-26f7f5101b53.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Self Guided Audio Experience

9h

CA $8

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-self-guided-audio-experience.a50885683.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

### Private & custom tours

[See all 20 activities](https://expedia.ca/things-to-do/search?&rid=553248621532667040&location=Historic+Dedham+Square&filter.categories=Privatecustomtours)

![Boston: Helicopter Skyline Tour](https://mediaim.expedia.com/localexpert/46357870/28ce2c75-01ec-4722-ab0b-9ff3641187d1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Helicopter Skyline Tour

30m+

10/10

1 review

Free cancellation available

CA $407

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-helicopter-skyline-tour.a46357870.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston Self Guided Audio Experience](https://mediaim.expedia.com/localexpert/50885683/ba1a1709-3384-48bb-b463-26f7f5101b53.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Self Guided Audio Experience

9h

CA $8

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-self-guided-audio-experience.a50885683.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![A Private Self Guided Walking Tour in Beacon Hill](https://mediaim.expedia.com/localexpert/51011060/e3a1585a-677b-4415-8fc8-038cdeb8139d.jpg?impolicy=resizecrop&rw=500&rh=280)

### A Private Self Guided Walking Tour in Beacon Hill

5h

Free cancellation available

CA $14

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/a-private-self-guided-walking-tour-in-beacon-hill.a51011060.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston Walking Bundle – Freedom Trail & Beacon Hill Audio Tours](https://mediaim.expedia.com/localexpert/51011017/00913a35-ab91-4cf6-9176-c252d11b0b3f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Walking Bundle – Freedom Trail & Beacon Hill Audio Tours

3d

Free cancellation available

CA $20

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/boston-walking-bundle-freedom-trail-beacon-hill-audio-tours.a51011017.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![30-Min Private Helicopter Skyline Tour of Boston](https://mediaim.expedia.com/localexpert/47498946/0988f9ac-2bf1-4f62-93b4-09dd64ccd749.jpg?impolicy=resizecrop&rw=500&rh=280)

### 30-Min Private Helicopter Skyline Tour of Boston

1h

Free cancellation available

CA $475

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/30-min-skyline-helicopter-private-tour-in-boston.a47498946.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Harvard’s Secret Society: The Porcelain Club Puzzle Quest](https://mediaim.expedia.com/localexpert/5169397/2db04ea4-73d7-4bf4-90ad-757ad4eb047b.jpg?impolicy=resizecrop&rw=500&rh=280)

### Harvard’s Secret Society: The Porcelain Club Puzzle Quest

1h 50m

Free cancellation available

CA $13

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/harvard-yard-the-mysterious-porcelain-club-exploration-game.a5169397.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston Ghosts Self Guided Audio Walking Tour](https://mediaim.expedia.com/localexpert/51209383/5da0d15b-f8cf-484a-8848-460600283993.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Ghosts Self Guided Audio Walking Tour

3h

Free cancellation available

CA $20

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-ghosts-self-guided-audio-walking-tour.a51209383.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Brass and Bronze: Audio Guide to Boston's Art and Monuments](https://mediaim.expedia.com/localexpert/48856220/5f7910ba-26fe-4881-8634-1bd4a7cb61bc.jpg?impolicy=resizecrop&rw=500&rh=280)

### Brass and Bronze: Audio Guide to Boston's Art and Monuments

1h 45m

Free cancellation available

CA $16

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/audio-guide-to-bostons-art-and-monuments.a48856220.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![A Self-Guided Harvard University Walking Tour](https://mediaim.expedia.com/localexpert/50724403/3182345c-a70c-4942-966d-9e48e12ba016.jpg?impolicy=resizecrop&rw=500&rh=280)

### A Self-Guided Harvard University Walking Tour

2h

Free cancellation available

CA $16

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/a-self-guided-harvard-university-walking-tour.a50724403.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Museum of Fine Arts Boston Skip-the-Line Private Guided Tour](https://mediaim.expedia.com/localexpert/50720654/0f65ed44-3572-4872-ae68-b35fdee4c179.jpg?impolicy=resizecrop&rw=500&rh=280)

### Museum of Fine Arts Boston Skip-the-Line Private Guided Tour

2h

Free cancellation available

CA $735

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/museum-of-fine-arts-boston-skip-the-line-private-guided-tour.a50720654.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

### Food, drink & nightlife

[See all 5 activities](https://expedia.ca/things-to-do/search?&rid=553248621532667040&location=Historic+Dedham+Square&filter.categories=FoodDrinkNightlife)

![Signature Boston Guided Brewery Tour with snack](https://mediaim.expedia.com/localexpert/1349573/37b571cf-7994-4467-9d93-ef765380ce97.jpg?impolicy=resizecrop&rw=500&rh=280)

### Signature Boston Guided Brewery Tour with snack

3h

8/10

1 review

CA $162

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/boston-guided-brewery-tour-with-tastings-plus-lunch-or-dinner.a1349573.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Harvard Square Chocolate Tour](https://mediaim.expedia.com/localexpert/1214470/8625310c-3d45-4fd7-8c24-74a031399f72.jpg?impolicy=resizecrop&rw=500&rh=280)

### Harvard Square Chocolate Tour

1h 30m

CA $82

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/harvard-square-chocolate-tour.a1214470.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Private Hands On Roman Cooking Class in Quincy with Andrew](https://mediaim.expedia.com/localexpert/51547446/58239085-816a-4639-b7cd-09cd7dbdf171.jpg?impolicy=resizecrop&rw=500&rh=280)

### Private Hands On Roman Cooking Class in Quincy with Andrew

3h

Free cancellation available

CA $230

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/private-hands-on-roman-cooking-class-in-quincy-with-andrew.a51547446.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Harvard Square Cambridge Food & Walking Tour](https://mediaim.expedia.com/localexpert/1351768/065478b5-28e8-492c-b252-2e735a212aa4.jpg?impolicy=resizecrop&rw=500&rh=280)

### Harvard Square Cambridge Food & Walking Tour

2h

CA $136

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/harvard-square-cambridge-food-walking-tour.a1351768.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Boston Signature Guided Brewery Tour](https://mediaim.expedia.com/localexpert/3379740/5b52f63c-e3c1-4c37-b247-4775317ee055.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Signature Guided Brewery Tour

3h 30m

10/10

1 review

Free cancellation available

CA $143

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/sip-of-boston-guided-brewery-tour.a3379740.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

### Attractions

[See all 4 activities](https://expedia.ca/things-to-do/search?&rid=553248621532667040&location=Historic+Dedham+Square&filter.categories=Attractions)

![Boston CityPASS®: Admission to Top 4 Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston CityPASS®: Admission to Top 4 Attractions

9d

9.2/10

145 reviews

Free cancellation available

CA $108

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![The Escape Game Dedham: 60-Minute Adventures at Legacy Place](https://mediaim.expedia.com/localexpert/47785557/87900ab9-92a5-45d8-ab86-c47582d38275.jpg?impolicy=resizecrop&rw=500&rh=280)

### The Escape Game Dedham: 60-Minute Adventures at Legacy Place

1h

10/10

1 review

Free cancellation available

CA $56

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/the-escape-game-dedham-60-minute-adventures.a47785557.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Folk Americana Roots Hall of Fame Exhibit Hours](https://mediaim.expedia.com/localexpert/50937449/77a617e1-29bd-4e05-81f3-107a800c62bf.jpg?impolicy=resizecrop&rw=500&rh=280)

### Folk Americana Roots Hall of Fame Exhibit Hours

1h 30m

Free cancellation available

CA $24

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/folk-americana-roots-hall-of-fame-exhibit-hours.a50937449.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![The Art of Paul Pedulla](https://mediaim.expedia.com/localexpert/1351852/67adb1b6-5a87-4b81-8bce-c6c1a756eb38.jpg?impolicy=resizecrop&rw=500&rh=280)

### The Art of Paul Pedulla

1h 30m

Free cancellation available

CA $36

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/the-art-of-paul-pedulla.a1351852.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

### Classes & workshops

[See all 3 activities](https://expedia.ca/things-to-do/search?&rid=553248621532667040&location=Historic+Dedham+Square&filter.categories=ClassesWorkshops)

![Create Your Own Mosaic in a SoWa Boston Artist Studio](https://mediaim.expedia.com/localexpert/50659103/9bfa170f-f7bc-4eca-becb-acf3ebd99d72.jpg?impolicy=resizecrop&rw=500&rh=280)

### Create Your Own Mosaic in a SoWa Boston Artist Studio

2h

Free cancellation available

CA $93

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/create-your-own-mosaic-in-a-sowa-boston-artist-studio.a50659103.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Paint Night and Cocktails at Trendy Venues Across Boston](https://mediaim.expedia.com/localexpert/51228832/d35e175c-7048-46c5-8caa-a217c17a4292.jpg?impolicy=resizecrop&rw=500&rh=280)

### Paint Night and Cocktails at Trendy Venues Across Boston

2h

Free cancellation available

CA $82

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/paint-night-and-cocktails-at-trendy-venues-across-boston.a51228832.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

![Private Hands On Roman Cooking Class in Quincy with Andrew](https://mediaim.expedia.com/localexpert/51547446/58239085-816a-4639-b7cd-09cd7dbdf171.jpg?impolicy=resizecrop&rw=500&rh=280)

### Private Hands On Roman Cooking Class in Quincy with Andrew

3h

Free cancellation available

CA $230

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/private-hands-on-roman-cooking-class-in-quincy-with-andrew.a51547446.activity-details?&rid=553248621532667040&location=Historic+Dedham+Square&swp=off)

### Popular places to visit

![Stony Brook Reservation](https://images.trvl-media.com/place/660/88d3a98c-ccf7-42ac-8988-df89b9f4c1a3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Stony Brook Reservation

You can take time to visit Stony Brook Reservation during your travels to Boston. Discover the area's sunrises and shops. 

[](https://expedia.ca/Stony-Brook-Reservation-Boston.d637217484000374784.Vacation-Attraction)

#### Dedham Historical Society

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. 

[](https://expedia.ca/Dedham-Historical-Society-Boston.d553248621532667058.Vacation-Attraction)

#### The Fairbanks House

You can spend an afternoon studying the exhibits at The Fairbanks House during your trip to Dedham. Check out the stunning cathedral and top-notch restaurants in this vibrant area. 

[](https://expedia.ca/The-Fairbanks-House-Boston.d553248621532667041.Vacation-Attraction)

#### 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. 

[](https://expedia.ca/Motherbrook-Arts-And-Community-Center-Boston.d997434920634982400.Vacation-Attraction)

#### Pine Ridge Pet Cemetery

Enjoy a stop at Pine Ridge Pet Cemetery, a landmark worth seeing in Dedham. Check out the shops and top-notch restaurants in this family-friendly area. 

[](https://expedia.ca/Pine-Ridge-Pet-Cemetery-Boston.d866962173157822464.Vacation-Attraction)

#### Legacy Place

You can search for that perfect souvenir at Legacy Place during your trip to Dedham. Stroll along the riverfront or visit the churches in this vibrant area. 

[](https://expedia.ca/Legacy-Place-Boston.d553248621592457149.Vacation-Attraction)

---

## Best Lodging Options Near Historic Dedham Square

## Check availability on hotels close to Historic Dedham Square

[Tonight

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532667040&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532667040&startDate=2026-02-15&endDate=2026-02-16)

[Tomorrow night

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532667040&startDate=2026-02-16&endDate=2026-02-17)[Feb 16 - Feb 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532667040&startDate=2026-02-16&endDate=2026-02-17)

[Next weekend

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532667040&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=553248621532667040&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)

![Holiday Inn Boston - Dedham Hotel & Conference Center by IHG](https://images.trvl-media.com/lodging/1000000/20000/18300/18206/022398e3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Holiday Inn Boston - Dedham Hotel & Conference Center by IHG

55 Ariadne Rd Dedham MA

[](https://expedia.ca/Boston-Hotels-Holiday-Inn-Boston-Dedham-Hotel-Conference-Center.h18206.Hotel-Information)

![Large 5-Bed Modern Family Retreat with Kitchen & Free Parking Near Boston!](https://images.trvl-media.com/lodging/23000000/22780000/22772200/22772141/fe70b683_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Large 5-Bed Modern Family Retreat with Kitchen & Free Parking Near Boston!

 Boston MA

[](https://expedia.ca/Boston-Hotels-Beautiful-Apartment-5-Beds-Full-Kitchen-Parking-Super-Clean.h22772141.Hotel-Information)

![Residence Inn Boston Dedham](https://images.trvl-media.com/lodging/1000000/110000/105100/105086/8917a328_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Residence Inn Boston Dedham

259 Elm St Dedham MA

[](https://expedia.ca/Boston-Hotels-Residence-Inn-Dedham.h105086.Hotel-Information)

![Hilton Boston/Dedham](https://images.trvl-media.com/lodging/1000000/20000/10400/10391/fb23caba_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hilton Boston/Dedham

25 Allied Drive Dedham MA

[](https://expedia.ca/Boston-Hotels-Hilton-BostonDedham.h10391.Hotel-Information)

![Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham](https://images.trvl-media.com/lodging/122000000/121270000/121267200/121267164/dc812c3a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

 Dedham MA

[](https://expedia.ca/Boston-Hotels-Elegant-4BR3BR-Home-WYard-4-Parking-In-Dedham.h121267164.Hotel-Information)

![Cozy 2-bedroom apartment in charming Boston with WiFi, AC.  Commuter train](https://images.trvl-media.com/lodging/114000000/113300000/113298600/113298592/w4032h2967x0y0-f21c03f7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

 Boston MA

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![Hidden Gem right in the city of Boston!](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/367fea3a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hidden Gem right in the city of Boston!

 Boston MA

[](https://expedia.ca/Boston-Hotels-Lovely-Apartment-In-The-City-Of-Boston.h91036903.Hotel-Information)

![Peaceful 2-bedroom condo with AC in charming Roslindale](https://images.trvl-media.com/lodging/121000000/120130000/120123300/120123251/80c0b0c6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Peaceful 2-bedroom condo with AC in charming Roslindale

 Roslindale MA

[](https://expedia.ca/Boston-Hotels-Peaceful-2-Bedroom-Condo-With-AC-In-Charming-Roslindale.h120123251.Hotel-Information)

![Modern 3 Bd Oasis, Convenient city living w/ parking](https://images.trvl-media.com/lodging/118000000/117980000/117973100/117973075/96577bbc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Modern 3 Bd Oasis, Convenient city living w/ parking

 Boston MA

[](https://expedia.ca/Boston-Hotels-Modern-3-Bd-Oasis.h117973075.Hotel-Information)

[See all 3,252 properties in Historic Dedham Square](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248621532667040)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

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