Title: Medway Vacation Packages & Trips 2026 from CA $505 | Expedia.ca

[Hotels in Medway](https://expedia.ca/Medway-Hotels.d3000441227.Travel-Guide-Hotels)[Vacation Rentals in Medway](https://expedia.ca/Medway-Vacation-Rentals.d3000441227.Travel-Guide-VacationRentals)[Medway Car Rentals](https://expedia.ca/Car-Rentals-In-Medway.d3000441227.Car-Rental-Guide)

![](https://images.trvl-media.com/place/3000441227/766ab5b6-d73c-422d-9f26-2f6b097e2aa8.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Medway Vacation Packages

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#### Your Medway Vacation

Planning your next break is a piece of cake with a Medway vacation package. The neighborhood of Blackstone, which is good for history, makes a terrific base to uncover the delights of this city. If your trip to Medway includes a little sightseeing, take in popular attractions like [Dean College](https://www.expedia.ca/Dean-College-Franklin.d553248635961922019.Vacation-Attraction), [Medfield Meadow Lots](https://www.expedia.ca/Medfield-Meadow-Lots-Medfield.d553248621532667029.Vacation-Attraction) and [Franklin Public Library](https://www.expedia.ca/Franklin-Public-Library-Franklin.d553248621532666267.Vacation-Attraction). Expedia is here to help you escape the everyday. Tailor your vacation to Medway to match your travel style, whatever that may be!

## Top Medway Vacation Deals

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

![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/db81308e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars The Boxer

West End

CA $505

per person

May 2 - May 4

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

8.6/10 Excellent! (1,337 reviews)

Everything was perfect! No complain.

Reviewed on Mar 1, 2026

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Boston

Downtown Boston

CA $1,325

per person

May 25 - May 28

found 15 hours ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Friendly staff, clean room

Reviewed on Feb 20, 2026

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,910

per person

May 7 - May 10

found 11 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

![The Cove At Yarmouth](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/4eacbec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Cove At Yarmouth

CA $835

per person

May 14 - May 19

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.2/10 Wonderful! (243 reviews)

Room was not easy to get to and it was 0 degrees out …1st they put me out in a building where the property was a sheet of ice so I asked to be moved to the main building since I was by myself. Fortunately, they moved me, but the room was confusing to get to. :-( The pool was closed for maintenance, and I was planning to swim. :-( The room was great, clean and a comfortable bed, so I would stay again, but I would request staying closer to the lobby next time.

Reviewed on Jan 31, 2026

![The Colonnade Hotel Back Bay](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/f43e7537_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Colonnade Hotel Back Bay

Back Bay

CA $717

per person

Apr 5 - Apr 8

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.2/10 Wonderful! (2,268 reviews)

Nothing to complain about!

Reviewed on Mar 1, 2026

![](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. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_3000441227)

## Ready to book your vacation to Medway?

Choose your dates

## Medway Hotel Deals

![Sheraton Boston Needham Hotel](https://images.trvl-media.com/lodging/1000000/30000/24600/24545/b24b174a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Sheraton Boston Needham Hotel

100 Cabot St Needham MA

Fully refundableReserve now, pay when you stay

CA $151

CA $169 total

Mar 29 - Mar 30

includes taxes & fees

8.8/10 Excellent! (1,569 reviews)

I enjoyed my stay at the Sheraton. My room was clean and the service was good. I would recommend this hotel to anyone staying in the area.

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=24545&PinnedHotelID=24545&HadPinnedHotel=true&regionId=3000441227)

![Holiday Inn Express Brockton - Boston by IHG](https://images.trvl-media.com/lodging/1000000/10000/1800/1710/90d8b9d0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Holiday Inn Express Brockton - Boston by IHG

405 Westgate Dr. Brockton MA

Fully refundableReserve now, pay when you stay

CA $136

CA $152 total

Mar 8 - Mar 9

includes taxes & fees

8.2/10 Very Good! (1,012 reviews)

It’s was very nice this place

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=1710&PinnedHotelID=1710&HadPinnedHotel=true&regionId=3000441227)

![Best Western Plus Waltham Boston](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/w5760h3835x0y5-3bcfea63_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Best Western Plus Waltham Boston

380 Winter Street Waltham MA

Fully refundableReserve now, pay when you stay

CA $108

CA $121 total

Mar 8 - Mar 9

includes taxes & fees

8.2/10 Very Good! (1,166 reviews)

Staff was very nice. Room was clean and nice. Easy off/on hhighway.

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=3018&PinnedHotelID=3018&HadPinnedHotel=true&regionId=3000441227)

[See all 1,131 properties in Medway](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&regionId=3000441227)

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/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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