Midland Vacations from $736

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to $2,000 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.

The Latest Midland Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Boston Harbor Hotel

North End

Save 100% on your flight

$736

per person

Dec 5 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Boston (BOS)

9.8/10 Exceptional! (1,014 reviews)

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$1,290

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,714

per person

Nov 3 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.4/10 Exceptional! (484 reviews)

Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.

Reviewed on Sep 25, 2026

Raffles Boston

Back Bay

Save 100% on your flight

$1,354

per person

Nov 11 - Nov 15

found 11 hours ago

Roundtrip non-stop flight included

Burbank (BUR) to Boston (BOS)

9.6/10 Exceptional! (312 reviews)

Battery Wharf Hotel, Boston Waterfront

North End

$840

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Boston (BOS)

9/10 Wonderful! (1,984 reviews)

Midland Hotel Deals

Omni Providence Hotel

1 W Exchange St Providence RI

Fully refundableReserve now, pay when you stay

$167 nightly

$194 total

Oct 18 - Oct 19

Total with taxes and fees

9/10 Wonderful! (3,197 reviews)

"A beautiful hotel and great location! Nice view of the city and helpful staff. The coffee machine in the room didn’t work and they brought a full pot right away when I asked."

Reviewed on Sep 25, 2026

Sonesta Select Boston Foxborough Mansfield

35 Foxborough Boulevard Foxborough MA

Fully refundableReserve now, pay when you stay

$118 nightly

$132 total

Oct 19 - Oct 20

Total with taxes and fees

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA

Fully refundableReserve now, pay when you stay

$91 nightly

$102 total

Oct 26 - Oct 27

Total with taxes and fees

6.8/10 (1,000 reviews)

"No big issue"

Reviewed on Sep 22, 2026

See all 699 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.