Highlands Vacations from ₩3,190,218

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The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Marriott Burlington
The Inn at Hastings Park, Relais & Chateaux - Boston
The Inn on Arsenal
Hampton Inn & Suites Watertown Boston
Lakeview Getaway With Hot Tub

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 ₩143,559 per night from Apr 13 to Apr 14
₩143,559
₩160,356 total
Apr 13 - Apr 14
includes taxes & fees
8.4/10 Very Good! (2,841 reviews)
Good food!

Reviewed on Mar 30, 2026

Four Points by Sheraton Boston Newton
Hilton Boston/Woburn

Hilton Boston/Woburn

3.5 out of 5
2 Forbes Rd. Woburn MA
Fully refundableReserve now, pay when you stay
The price is ₩207,375 per night from Apr 4 to Apr 5
₩207,375
₩231,639 total
Apr 4 - Apr 5
includes taxes & fees
8.6/10 Excellent! (1,262 reviews)
Overall the experience was fine and the hotel is in a convenient location. Aesthetically speaking, our room needed a little attention... Peeling wallpaper, shower grout was moldy/discolored, and the carpet was stained. Additionally, the bed sheets had holes and small stains, but they were clean.

Reviewed on Mar 30, 2026

Hilton Boston/Woburn
Best Western Plus Waltham Boston

Best Western Plus Waltham Boston

3 out of 5
380 Winter Street Waltham MA
Fully refundableReserve now, pay when you stay
The price is ₩167,738 per night from Apr 2 to Apr 3
₩167,738
₩187,368 total
Apr 2 - Apr 3
includes taxes & fees
8.2/10 Very Good! (1,186 reviews)
I liked it

Reviewed on Mar 28, 2026

Best Western Plus Waltham 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.

Frequently asked questions

How much does a Highlands vacation package cost?
Starting from just ₩3,190,218, 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.