Medway Vacations from $179

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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!

The Latest Medway vacation packages

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

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $280, price is now $179 per person
$179
per person
Feb 17 - Feb 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,241 reviews)
We chose this place because we had a 13-hour layover in Boston. Wow! This place is unique and impressive. Staff was friendly. Highly recommend.

Reviewed on Jan 10, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $619, price is now $275 per person
$275
per person
Feb 27 - Mar 1
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $436, price is now $271 per person
$271
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Nice room with separate living room. We enjoyed the gym, pool and hot tub. We stayed on second floor and there is only one elevator, so you have to wait sometime. I wish there is stairs to walk down.

Reviewed on Jan 6, 2026

The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $827, price is now $556 per person
$556
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone!

Reviewed on Dec 28, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $574, price is now $386 per person
$386
per person
Mar 21 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Such a warm and cozy place with great amenities!

Reviewed on Dec 31, 2025

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Medway Hotel Deals

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
$104 nightly
The price is $116 total per night from Jan 18 to Jan 19
$116 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (2,902 reviews)
staff was very helpful. There was something wrong with the key sensor on the door. After 2 attempts we had to switch rooms

Reviewed on Jan 7, 2026

Four Points by Sheraton Boston Newton
Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

2.5 out of 5
135 2nd Ave Waltham MA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Jan 18 to Jan 19
$109 total
Jan 18 - Jan 19
Total with taxes and fees
9.2/10 Wonderful! (1,608 reviews)
Staff were very friendly and helpful. Housekeeping changed towels and bed sets daily.

Reviewed on Jan 5, 2026

Hampton Inn & Suites Boston/Waltham
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
25 Bond Street Watertown MA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $118 total per night from Jan 18 to Jan 19
$118 total
Jan 18 - Jan 19
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Great breakfast

Reviewed on Jan 7, 2026

Hampton Inn & Suites Watertown Boston
See all 1,084 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.

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 $179 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.