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, Medfield Meadow Lots and Franklin Public Library. 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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,209, price is now CA $657 per person
CA $657
per person
Sep 7 - Sep 9
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was CA $1,670, price is now CA $1,035 per person
CA $1,035
per person
Sep 7 - Sep 11
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
7.8/10 Good! (371 reviews)

Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was CA $2,829, price is now CA $1,829 per person
CA $1,829
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.2/10 Very good! (1,005 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,669, price is now CA $2,466 per person
CA $2,466
per person
Sep 30 - Oct 3
found 17 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
Amazing hotel Amazing facility and Amazing team. Clean excellent location and very friendly

Reviewed on Jul 30, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,708, price is now CA $1,182 per person
CA $1,182
per person
Sep 4 - Sep 7
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Ready to book your vacation to Medway?

 

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Medway Hotel Deals

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Fully refundable
The price is CA $154 per night from Aug 9 to Aug 10
CA $154
CA $172 total
Aug 9 - Aug 10
includes taxes & fees
Garner Hotel Brockton - Boston by IHG
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street Newton MA
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 2 to Aug 3
CA $174
CA $194 total
Aug 2 - Aug 3
includes taxes & fees
8.4/10 Very good! (2,758 reviews)
"There is a additional city destination fee of $30."

Reviewed on Jul 30, 2026

Four Points by Sheraton Boston Newton
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
35 Foxborough Boulevard Foxborough MA
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 9 to Aug 10
CA $174
CA $194 total
Aug 9 - Aug 10
includes taxes & fees
Sonesta Select Boston Foxborough Mansfield
See all 1,153 properties in Medway
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Medway vacation package cost?
You can pick up a vacation package to this popular destination from CA $657 on Expedia. But how much your vacation to Medway costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Medway?
If you're hoping to book a cheap Medway vacation package, consider travelling in January, February and March. You'll typically find better prices on flights and accommodations during these months — perfect for a budget-friendly getaway.
How many days is enough for Medway?
With a well-organized schedule, you can easily visit the top Medway attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Medway vacation for longer.
How to find the best Medway package deals?
Begin your search for a Medway package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Medway package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Medway adventure underway.
Is it cheaper to book a Medway vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a personalized Medway vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Medway?
If you have your Medway vacation dates locked in, book as early as you can to score some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Medway?

  1. Choose your travel dates: What you plan to do in Medway and your preferred season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and activities. Your accommodations will probably be the largest expense during your trip to Medway.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Medway. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Medway vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.