Highlands Holidays

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    Save up to €185 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston
Global Luxury Suites Downtown Boston
Hampton Inn Boston Logan Airport Chelsea
Hotel AKA Back Bay
Oasis Guest House

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

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
7.4/10 Good! (2,207 reviews)
"The room was nice, but the front desk woman was exceptional--very helpful in getting a 1st floor room for persons in the party with physical challenges."

Reviewed on 3 Oct 2025

Lakeside Inn
Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is €125 per night from 9 Nov to 10 Nov
€125
9 Nov - 10 Nov
includes taxes & fees
7.8/10 Good! (2,502 reviews)
"All good"

Reviewed on 3 Oct 2025

Embassy Suites by Hilton Boston Waltham
Red Roof Inn PLUS+ Boston - Woburn/ Burlington

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

2.5 out of 5
19 Commerce Way, Woburn, MA
Fully refundableReserve now, pay when you stay
The price is €100 per night from 2 Nov to 3 Nov
€100
2 Nov - 3 Nov
includes taxes & fees
7/10 Good! (1,131 reviews)
"Cigarettes on the ground around the property:"

Reviewed on 4 Oct 2025

Red Roof Inn PLUS+ Boston - Woburn/ Burlington
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 €646, 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.

Things to do

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