Midland Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Midlands Vacation

When you book a vacation package to Midlands, you can relax and enjoy your escape knowing your travel plans have been worked out ahead of time. Discover the charms of this city while staying in a neighborhood like Blackstone, which is great for history. When the time comes to head out and see the sights, be sure to include Southwicks Zoo and Cormier Woods on the to-do list for your trip to Midlands. Your ultimate Midlands vacation is just a few clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored just for you.

Top Holiday Package Deals in Midland

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Seaport District
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
9.2/10 Wonderful! (2,411 reviews)
Free breakfast. Comfortable beds.

Reviewed on Jul. 28, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 10 - Oct 13
just found
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would say this is one of the best hotel I've stayed in my life!! The room had an amazing harbor view and nice chair, comfortable bed and best amenities!! The stuff was super nice too. Definitely 5 stars!!!

Reviewed on Jul. 28, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Sep 15 - Sep 18
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
I had an amazing stay over the 4th of July, the bubbly left in my room was a great treat! Nothing but luxuries throughout my stay and i will be returning!!

Reviewed on Jul. 28, 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
7/10 Good! (147 reviews)
Room had a really strong cigarette smell. Terrible. This is the 2nd time this happened at this property. Not sure i would come back again.

Reviewed on Jul. 27, 2025

Midland Hotel Deals

Omni Providence Hotel

Omni Providence Hotel

4 out of 5
1 W Exchange St, Providence, RI
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Aug 17 to Aug 18
CA $217
CA $250 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (2,648 reviews)
"walkable"

Reviewed on Jul. 28, 2025

Omni Providence Hotel
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundable
The price is CA $129 per night from Jul 31 to Aug 1
CA $129
CA $139 total
Jul 31 - Aug 1
includes taxes & fees
6.8/10 (1,020 reviews)
"Fine but in decline . Could be better . I have no specific concerns"

Reviewed on Jul. 26, 2025

Motel 6 Framingham, MA - Boston West
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Aug 4 to Aug 5
CA $164
CA $183 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"Great stay, location and breakfast!"

Reviewed on Jul. 22, 2025

DoubleTree by Hilton Hotel Boston - Westborough
See all 573 properties in Midland
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 Midlands vacation package cost?
Live it up in Midlands from as little as CA $717. Choose from a wonderful selection of flights, hotels and rental cars to suit your travel style. Land even more discounts when you add a few tours or experiences to your package.
How do I get a cheap travel package to Midlands?
You'll save loads of cash if you combine your car rentals, hotels and flights into a Midlands travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels throughout the world, so you'll always have plenty of variety to choose from. Eager to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
How far in advance should I book my Midlands vacation?
While prices change frequently, we generally suggest booking your spot as soon as possible. Many international airfares become available on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Cheaper tickets to Midlands sometimes occur only weeks before departure.
What does an Expedia Midlands travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply choose your favorite bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings pile up. When it comes to organizing your Midlands getaway, the choice is all yours!
What should I know before booking a Midlands travel package?
You can save a tidy sum by bundling your hotels, flights and rental cars. Once you've created your package, you can add on things like tours and activities. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Midlands Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Midlands vacation package?
Because we understand life can be unpredictable, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your Midlands vacation package in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.