Midland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Price found within the past 48 hours. Click for updated prices.
  • Aug 16 - Aug 22

    Hotel Ivy Boston Common + Flight

    Bay Village
    6 nights
    2.5 star property
    8.4/10 - Very good (1,475 reviews)
    "The cabinet was cool especially the little Cubby with switch and plug.Also loved the photo around hotel."
    Reviewed June 2, 2026
    Roundtrip Edmonton (YEG) - Boston (BOS)
    YEG - BOS1 stop BOS - YEG1 stop
    CA $2,497
    CA $1,659
    per traveller
    found 1 day ago
    Hotel Ivy Boston Common
  • Aug 18 - Aug 23

    Boston Harbor Hotel + Flight

    North End
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Roundtrip Edmonton (YEG) - Boston (BOS)
    YEG - BOS1 stop BOS - YEG1 stop
    CA $4,356
    CA $2,348
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Jul 12 - Jul 21

    Meco Hotel - Hostel + Flight

    West End
    9 nights
    2.0 star property
    8.6/10 - Excellent (435 reviews)
    "Desk clerk did not mention the birth I had contained a powered couch which I found out later was the easiet way to get into the under bed storage bin"
    Reviewed June 1, 2026
    Roundtrip Edmonton (YEG) - Boston (BOS)
    YEG - BOS1 stop BOS - YEG1 stop
    CA $5,253
    CA $2,906
    per traveller
    found 10 hours ago
    Meco Hotel - Hostel
  • Aug 24 - Aug 31

    Sea Crest Beach Resort + Flight

    North Falmouth
    7 nights
    3.5 star property
    7.8/10 - Good (292 reviews)
    "Check in was chaotic. I’m the staff called the room phone at 11:05pm stating they needed me to come back to the front desk for additional information. I asked the manager why they would call and wake me and my young child up past 11 pm for a reservation that had been paid for weeks in advance. They don’t tell you there are additional fees to use the beach / pool. The hallway smelled like cigarettes and many guests had barking dogs. Certainly not worth the price. The staff was inattentive,..."
    Reviewed May 31, 2026
    Roundtrip Toronto (YTZ) - Boston (BOS)
    YTZ - BOSNonstop BOS - YTZNonstop
    CA $2,775
    CA $1,897
    per traveller
    found 14 hours ago
    Sea Crest Beach Resort
  • Jul 10 - Jul 13

    Raffles Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.6/10 - Exceptional (268 reviews)
    "This was an interesting hotel and if you have any experience of the raffles brand elsewhere then I would recommend be prepared. The venue is central but overlooking an 8storey multi story car park and rather cramp rooms was not really value add. The suite on the other hand in higher floors were. A butler system which I must say working off some mediocre phone prompts just doesn’t cut it . One looses the will to live when saying I need a shaving kit and al you get back is “is there something else..."
    Reviewed May 28, 2026
    Roundtrip Toronto (YTZ) - Boston (BOS)
    YTZ - BOSNonstop BOS - YYZNonstop
    CA $2,632
    CA $1,819
    per traveller
    found 1 day ago
    Raffles Boston

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 $262 per night from Jun 7 to Jun 8
CA $262
CA $303 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (3,100 reviews)
"Room was not cleaned until third day o stay. When I went down at 9 am and told person at front desk they picked up the phone and said they would send someone up right away. When I came back at 3 pm room still had not been cleaned. I asked cleaning person in the hall who said no one called to tell ..."

Reviewed on Jun 1, 2026

Omni Providence Hotel
Providence Marriott Downtown

Providence Marriott Downtown

3.5 out of 5
1 Orms St Providence RI
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Jun 7 to Jun 8
CA $248
CA $287 total
Jun 7 - Jun 8
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"This hotel is nice and clean. They were very helpful whenever we needed something. The room didn't have a microwave, but they provided one the moment I asked. All staff members were nice and polite."

Reviewed on Jun 2, 2026

Providence Marriott Downtown
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 $201 per night from Jun 21 to Jun 22
CA $201
CA $225 total
Jun 21 - Jun 22
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"The beds were very comfortable, and the entire property was very clean. The staff was very helpful with anything that we needed. We will be staying again!"

Reviewed on Jun 1, 2026

DoubleTree by Hilton Hotel Boston - Westborough
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.

Frequently asked questions

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