Medway Vacations from $451
Book a Hotel + Flight or Car together to unlock savings
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!
The Latest Medway vacation packages
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
$451
per person
Dec 3 - Dec 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
The restaurant is just okay. We expected a better menu and better food. The coffee in the rooms were about the worst I ever had and wasn't worth making a second cup.
The staff were all very nice and friendly. Why doesn't the hotel provide a few little perks of convenience for the guest.
Reviewed on Oct 11, 2026
Four Seasons Hotel Boston
Bay Village
$1,305
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
Medway Hotel Deals
Garner Hotel Brockton - Boston by IHG
405 Westgate Dr. Brockton MA
Fully refundable
$107 nightly
$120 total
Nov 10 - Nov 11
Total with taxes and fees
Four Points by Sheraton Boston Newton
320 Washington Street Newton MA
Fully refundableReserve now, pay when you stay
$105 nightly
$118 total
Nov 8 - Nov 9
Total with taxes and fees
8.4/10 Very Good! (2,705 reviews)
"When i arrived tv did not work . Lamp had a short in it. I asked to switch rooms was finally able to switch rooms after maintenance and front desk staff both tried to fix it and was unable to. At first was told no other rooms available but after they couldn't fix issues conveniently found a available ..."
Reviewed on Oct 12, 2026
Charles River Inn
1800 Soldiers Fld Rd Boston MA
Fully refundableReserve now, pay when you stay
$161 nightly
$188 total
Oct 19 - Oct 20
Total with taxes and fees
7.6/10 Good! (390 reviews)
"The property is clean and the rooms are comfortable. The property itself is quite worn. Grounds and building are not particularly attractive, but the rooms are fine. Not high end- but they work.."
Reviewed on Oct 12, 2026
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 Medway Vacation Packages
Medway Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 13,000 |
Top Sights | Southwicks Zoo, Cochituate State Park and Hopkinton State Park |
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Frequently asked questions
How much does a Medway vacation package cost?
You can pick up a vacation package to this destination from $451 on Expedia. But how much your vacation to Medway costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Medway?
You can generally find reduced prices and better availability in November, December and January. Take a look at our cheap Medway vacation packages and you could score some excellent off-season deals.
How many days is enough for Medway?
The ideal duration for your Medway vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to hit all the top attractions and discover some hidden gems along the way.
How to find the best Medway package deals?
Finding a cheap Medway package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Medway package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Medway vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still get the freedom to create a customized Medway vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Medway?
If you have your Medway travel dates locked in, book early to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Medway vacation packages?
Your Medway break should be a relaxing escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.