Highlands Holidays

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Our guide on where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotel + flight trips in Downtown Boston

Our pick of the best Highlands Hotel Deals

Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 27 May to 28 May
NZ$223
per night
27 May - 28 May
8/10 Very Good! (2,038 reviews)
Room temperature not comfortable
"Room was very hot, despite our thermostat being set to 60 degrees AC. Smelled like someone smoked in the room prior to us."

Reviewed on 14 May 2024

Four Points by Sheraton Boston Newton
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$349 per night from 27 May to 28 May
NZ$349
per night
27 May - 28 May
9/10 Wonderful! (2,047 reviews)
"The staff was friendly. Our room was super clean, comfy, and had a great view of the city. I loved the floor to ceiling windows."

Reviewed on 14 May 2024

Omni Boston Hotel at the Seaport
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$392 per night from 27 May to 28 May
NZ$392
per night
27 May - 28 May
9.2/10 Wonderful! (3,502 reviews)
"Dagny was a great stay. Reception staff were excellent and the rooms were fabulous, particularly the beds and bathroom. It can get a little noisy early in the morning with rubbish being emptied from the previous evening but, overall, it's a very good hotel"

Reviewed on 15 May 2024

The Dagny Boston
See all 2,992 properties in Highlands
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.

Discover the most popular places to visit in Highlands

Image for Fenway Park

Fenway Park

4.5/5(9 reviews)

The iconic home of the Boston Red Sox is on the must-see list of every red-blooded baseball fan.

Fenway Park
Image for Harvard University

Harvard University

4.5/5(27 reviews)

You don’t have to be a history student to appreciate the unique heritage of this world-renowned academic institution.

Harvard University
Image for New England Aquarium

New England Aquarium

4/5(7 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

Activities

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

NZ$128
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

NZ$49
Per adult
100% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

NZ$352
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Boston

More holiday ideas

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