Midland Vacation Packages

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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.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was CA $868, price is now CA $577 per person
CA $577
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9/10 Wonderful! (2,153 reviews)
Great hotel in a nice area. It’s not too far from the airport. They have a conference center so they do host events. Breakfast buffet was really good. There’s a Starbucks as well. They have a restaurant and laugh Boston on sight. Staff was great and accommodating. Just good experience overall. I recommend if you’re visiting Boston.

Reviewed on Sep. 2, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,572, price is now CA $1,444 per person
CA $1,444
per person
Nov 5 - Nov 8
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on Sep. 2, 2025

Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
South End
Price was CA $987, price is now CA $637 per person
CA $637
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.8/10 Excellent! (1,001 reviews)
Rooms are very small, restaurant bar was just below our room and open til 1am-very loud, restaurant for breakfast has very limited menu and coffee is terrible.

Reviewed on Sep. 1, 2025

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 out of 5
South End
Price was CA $1,977, price is now CA $1,289 per person
CA $1,289
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
7.8/10 Good! (59 reviews)
Convenient, quiet and safe location. Practical kitchen, nice TV and outdoor deck. Overall satisfied. Had some issues with the entrance code not arriving via email, hence delayed entry. Not as clean as a hotel room, particularly the bathroom, which stunk of cigarettes.

Reviewed on Aug. 19, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was CA $1,014, price is now CA $672 per person
CA $672
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on Jul. 31, 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 $218 per night from Sep 21 to Sep 22
CA $218
CA $251 total
Sep 21 - Sep 22
includes taxes & fees
Omni Providence Hotel
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Sep 11 to Sep 12
CA $186
CA $208 total
Sep 11 - Sep 12
includes taxes & fees
Courtyard by Marriott Boston Marlborough
AVIA Residences on Research - Extended Stay

AVIA Residences on Research - Extended Stay

3 out of 5
25 Connector Road, Westborough, MA
Fully refundable
The price is CA $103 per night from Oct 1 to Oct 2
CA $103
CA $116 total
Oct 1 - Oct 2
includes taxes & fees
AVIA Residences on Research - Extended Stay
See all 562 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 $577. 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.