Highlands Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Tiffany Zhou
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Highlands Vacation

Booking a tailor-made Highlands vacation package is a superb way to know the ins and outs of this unique neighborhood. From its hot spots to its lesser-known delights, you'll be sure to uncover something new. Your trip to Highlands wouldn't be complete without seeing big-name attractions nearby such as University of Massachusetts Lowell, Tsongas Arena and Lowell Memorial Auditorium. Whatever your dream Highlands vacation looks like, you can turn it into reality with Expedia.

The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Boston Harbor Hotel
The Whitney Hotel
Fairmont Copley Plaza, Boston

Where to stay in Highlands

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

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 $114 per night from Jul 2 to Jul 3
$114
$127 total
includes taxes & fees
Jul 2 - Jul 3
8/10 Very Good! (2,065 reviews)
"Considering the price of this hotel and that it is built over a highway, it was surprisingly quiet and very clean. Cheap Uber into Boston. We already booked our next stay"

Reviewed on Jun 3, 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 refundable
The price is $152 per night from Jul 1 to Jul 2
$152
$170 total
includes taxes & fees
Jul 1 - Jul 2
7.8/10 Good! (1,083 reviews)
"Ok"

Reviewed on May 30, 2024

Hyatt Place Boston/Medford
The Inn At Woburn - Boston
The Inn At Woburn - Boston
2.5 out of 5
14 Hill St, Woburn, MA
Fully refundableReserve now, pay when you stay
The price is $170 per night from Jun 9 to Jun 10
$170
$190 total
includes taxes & fees
Jun 9 - Jun 10
8.2/10 Very Good! (1,009 reviews)
"Staff was very nice and helpful. Breakfast was good and nice to have specially when traveling with kids. I would definitely recommend to my family and friends."

Reviewed on May 31, 2024

The Inn At Woburn - Boston
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.

Explore other types of vacation packages

Frequently asked questions

How much does a Highlands vacation package cost?
Starting from just $925, 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 vacation 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 neighborhood, 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 vacation?
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 traveling 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 vacation package lets you organize 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 vacation 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 vacation package?
Yes, you can. We realize life happens, so we’re here to help if you need to make changes to your Highlands vacation 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.

Discover the most popular places to visit in Highlands

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