Highlands Holidays

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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands

Top hotels in Highlands

Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is €154 per night from 23 Feb to 24 Feb
€154
includes taxes & fees
23 Feb - 24 Feb
8.2/10 Very Good! (3,318 reviews)
"Great night stay"

Reviewed on 13 Feb 2025

Hilton Boston Park Plaza
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is €121 per night from 23 Feb to 24 Feb
€121
includes taxes & fees
23 Feb - 24 Feb
9/10 Wonderful! (4,751 reviews)
"Great location"

Reviewed on 14 Feb 2025

Harborside Inn Of Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is €249 per night from 23 Feb to 24 Feb
€249
includes taxes & fees
23 Feb - 24 Feb
9/10 Wonderful! (3,224 reviews)
"Please fix the coffee machines! And no HEAT in the room"

Reviewed on 11 Feb 2025

Omni Boston Hotel at the Seaport
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 Highlands holiday package cost?
From as low as , you can tailor your Highlands holiday package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Highlands?
Combine your hotels and flights, add extras such as tours, and save with a Highlands holiday package. You won’t just walk away with superb discounts on your escape — you’ll have plenty of choice within your reach too. When you book with Expedia, you’ll have your pick of over 550 partner airlines and 1,000,000 properties throughout the world. Your affordable holiday begins right here, right now!
Where should I stay in Highlands?
Stay at a hotel near Bentley College. This impressive sight is in the middle of the action and on the must-see lists of many tourists.
How far in advance should I book my Highlands holiday?
Browse Expedia to compare international flights as early as possible. In many cases, you can purchase a seat up to 12 months in advance. If you can’t see your preferred carrier, or you’ve left things to the last minute, don’t worry. Cheap fares to Highlands occasionally appear a few weeks before the date of departure.
What does an Expedia Highlands travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your ideal Highlands getaway. You can also add on some activities and experiences once you’ve made your booking. You’re the boss! When you bundle your bookings with Expedia, you’ll enjoy deals you won’t find elsewhere.
What should I know before booking a Highlands travel package?
You’ll score big savings when you bundle your hotels, flights and rental cars into a travel package. Not only that, booking everything together makes trip planning much easier. So why waste your money or time? Whether you’re organising a fancy romantic getaway or an affordable family break, check out our holiday packages today.
Can I choose my airline with a Highlands Expedia holiday package?
With a holiday package, you’re in control. Whether you’d prefer to fly to Highlands in economy or business class, simply select from the available airline options. Expedia has access to more than 550 partner airlines globally.
If I'm not able to travel, can I cancel my Highlands holiday package?
If your holiday plans in Highlands have changed, it’s a relief to know that it’s possible to cancel your booking. If your booking was made in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose fees. To find out more, visit our Customer Service Portal.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.