Highlands Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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

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$210 per night from 6 Jul to 7 Jul
S$210
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very Good! (2,433 reviews)
"It’s a nice hotel, stayed here to get off the highway for the night. I find there to be to many rules and extra fees for things here though. The pool says it’s supposed to be just for hotel guests but they actually allow people from the gym to use it as well. Also you can not have any pool toys in ..."

Reviewed on 11 Jun, 2026

DoubleTree by Hilton Boston North Shore
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

3 out of 5
1 Newbury St Peabody MA
Fully refundable
The price is S$224 per night from 13 Jul to 14 Jul
S$224
13 Jul - 14 Jul
includes taxes & fees
7.2/10 Good! (1,010 reviews)
"The lobby of the hotel was fine and people were nice, but our room was a dump! The latch on the door was very loose, and door wouldn’t close on its own like most hotel doors. Thermostat on wall was barely hanging on, the towel rack was loose, bathtub had been resealed apparently, and the white sealant ..."

Reviewed on 11 Jun, 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 5 Jul to 6 Jul
S$156
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (1,067 reviews)
"Clean and no surprises. Was disappointed that the breakfast was not included in the price of the room."

Reviewed on 12 Jun, 2026

Hilton Garden Inn Tewksbury Andover
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.

Stay near popular Highlands attractions

* 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.