Highlands Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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

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 S$132 per night from 19 Dec to 20 Dec
S$132
includes taxes & fees
19 Dec - 20 Dec
8.2/10 Very Good! (2,532 reviews)
"Convenient by location, parking in garage, breakfast available. Facility was nice with pool and gym, room and bathroom were excellent. However, they advertise eggs cooked to order which was not available despite the large sign offering it, and i had bought the breakfast included option."

Reviewed on 24 Nov,2024

Four Points by Sheraton Boston Newton
Hyatt Place Boston/Medford
Hyatt Place Boston/Medford
3 out of 5
116 Riverside Ave, Medford, MA
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 1 Dec to 2 Dec
S$148
includes taxes & fees
1 Dec - 2 Dec
8/10 Very Good! (1,192 reviews)
"everything was good"

Reviewed on 24 Nov,2024

Hyatt Place Boston/Medford
DoubleTree by Hilton Boston North Shore
DoubleTree by Hilton Boston North Shore
4 out of 5
50 Ferncroft Rd, Danvers, MA
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 29 Nov to 30 Nov
S$152
includes taxes & fees
29 Nov - 30 Nov
7.8/10 Good! (1,817 reviews)
"It was a lovely, quiet, clean room."

Reviewed on 19 Nov,2024

DoubleTree by Hilton Boston North Shore
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?
Starting from just , a package is your passport to low-priced travel. Custom make your Highlands trip by selecting from our wide range of flights, hotels and rental cars.
How do I get a cheap travel package to Highlands?
Booking a Highlands holiday package with Expedia is one of the best ways to save. We offer more than 550 air carriers and 1,000,000 properties spread across the globe. With such a broad range to choose from, you’ll have no trouble putting together your perfect getaway.
Where should I stay in Highlands?
With interesting attractions such as University of Massachusetts Lowell and Tsongas Arena in this neighbourhood, look for a hotel located near either one. Lowell Memorial Auditorium is another sight in Highlands that pulls the crowds.
How far in advance should I book my Highlands holiday?
It’s difficult to pick the perfect time for airfares, but we generally suggest the earlier, the better. Many international flights on Expedia become available up to 12 months in advance. If you’re booking last minute, don’t fret. Low prices appear from time to time just weeks before departure dates.
What does an Expedia Highlands travel package include?
It comes down to what you’re after. If you’re travelling alone, you might decide to bundle flights and hotels. Taking the entire family to Highlands? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Highlands travel package?
Whether it’s adventure or relaxation you’re chasing, a Highlands holiday package lets you organise your escape your way. Plus, you’ll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Highlands Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Highlands holiday package?
Yes, you can. We realise life happens, so we’re here to help if you need to make changes to your Highlands holiday package. You may be able to cancel or amend your itinerary at no cost if you’ve booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.