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.
Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Bass River
Price was CA $910, price is now CA $674 per person
CA $674
per person
Oct 23 - Oct 27
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (326 reviews)
The only thing I and my wife found inconvenient was the fixed glass shower wall. This required getting into the tub to turn on the water and shower. The tub was also slippery, a mat would have helped. Would rate 4.5 out of 5.

Reviewed on Sep 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,615, price is now CA $1,591 per person
CA $1,591
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on Sep 2, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,911, price is now CA $1,267 per person
CA $1,267
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (450 reviews)
Everything about this place is right! One of the nicest hotels we've ever stayed at.

Reviewed on Sep 5, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,013, price is now CA $692 per person
CA $692
per person
Nov 6 - Nov 9
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,015 reviews)
Clean and friendly staff

Reviewed on Sep 14, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Price was CA $1,716, price is now CA $1,208 per person
CA $1,208
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
7.4/10 Good! (90 reviews)
great location and easy to access. cute /quant building and street. good amenities. would have liked a safe and more towels.

Reviewed on Sep 11, 2025

Midland Hotel Deals

Omni Providence Hotel

Omni Providence Hotel

4 out of 5
1 W Exchange St, Providence, RI
The price is CA $219 per night from Sep 30 to Oct 1
CA $219
CA $252 total
Sep 30 - Oct 1
includes taxes & fees
8.8/10 Excellent! (2,728 reviews)
"Clean room."

Reviewed on Sep. 9, 2025

Omni Providence Hotel
Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

3.5 out of 5
100 Twin River Rd, Lincoln, RI
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Sep 30 to Oct 1
CA $136
CA $200 total
Sep 30 - Oct 1
includes taxes & fees
8.4/10 Very Good! (1,148 reviews)
"Staff were very friendly"

Reviewed on Sep. 9, 2025

Bally's Twin River Lincoln Casino & Hotel
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

3 out of 5
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Sep 21 to Sep 22
CA $165
CA $184 total
Sep 21 - Sep 22
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Front desk was great"

Reviewed on Sep. 8, 2025

Courtyard by Marriott Boston Natick
See all 564 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
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Family Vacations
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Frequently asked questions

How much does a Midlands vacation package cost?
Live it up in Midlands from as little as CA $674. 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.