Medway Vacations from $422

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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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $940, price is now $422 per person
$422
per person
Mar 29 - Apr 1
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) 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

The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $863, price is now $543 per person
$543
per person
May 6 - May 11
found 21 hours ago
Roundtrip flight included
Denver (DEN) 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

Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
Price was $1,629, price is now $1,028 per person
$1,028
per person
May 21 - May 25
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
8/10 Very Good! (1,000 reviews)
We had a fabulous stay ... the staff were exceptional. Our room was perfect !

Reviewed on Feb 24, 2026

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was $766, price is now $498 per person
$498
per person
Mar 29 - Apr 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
We stay at the Colonnade fairly regularly because of its convenient location and easy parking. This time we were stuck there because of a blizzard, so we spent more time actually hanging around the hotel. The lobby is really comfortable and cozy with a gas fire and a front wall of glass. The room was also very comfortable, including beds, pillows, bathrobes. We ate breakfast twice at the hotel restaurant and the staff were warm and friendly.

Reviewed on Feb 25, 2026

The Attwater

The Attwater

3.5 out of 5
Top of the Hill
Save 100% on your flight
Price was $3,466, price is now $2,330 per person
$2,330
per person
May 21 - May 25
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
9.4/10 Exceptional! (483 reviews)
The staff was awesome and so welcoming. We loved the lounge areas and were perfect for gathering since we were in a group.

Reviewed on Feb 10, 2026

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Medway Hotel Deals

Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel

3.5 out of 5
100 Cabot St Needham MA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $124 total per night from Mar 29 to Mar 30
$124 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (1,564 reviews)
Walls are thin could hear kids running on my head .. could hear my

Reviewed on Feb 24, 2026

Sheraton Boston Needham Hotel
Holiday Inn Express Brockton - Boston by IHG

Holiday Inn Express Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Fully refundable
$97 nightly
The price is $108 total per night from Mar 8 to Mar 9
$108 total
Mar 8 - Mar 9
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
I loved it. It was cleaning and nice and I will return the best stay ever.

Reviewed on Feb 26, 2026

Holiday Inn Express Brockton - Boston by IHG
Best Western Plus Waltham Boston

Best Western Plus Waltham Boston

3 out of 5
380 Winter Street Waltham MA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Mar 1 to Mar 2
$88 total
Mar 1 - Mar 2
Total with taxes and fees
8.2/10 Very Good! (1,162 reviews)
The staff, the room, the breakfast were all good.

Reviewed on Feb 24, 2026

Best Western Plus Waltham Boston
See all 1,130 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 $422 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.