Highlands Vacations from ￥285,029

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥404,894, price is now ￥285,029 per person
￥285,029
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
17.2/10 Exceptional! (1,337 reviews)
Staff were very courteous! Clean room!

Reviewed on Nov 15, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥430,248, price is now ￥301,520 per person
￥301,520
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
19.2/10 Exceptional! (482 reviews)
Staff went above and beyond!

Reviewed on Nov 9, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was ￥439,050, price is now ￥320,294 per person
￥320,294
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
18.8/10 Exceptional! (532 reviews)
This hotel has it all, best in class care and service.

Reviewed on Oct 24, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥478,990, price is now ￥367,258 per person
￥367,258
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
19.6/10 Exceptional! (1,008 reviews)
Rooms were spotless, service was outstanding

Reviewed on Nov 13, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was ￥375,330, price is now ￥292,432 per person
￥292,432
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
18.4/10 Exceptional! (2,266 reviews)
Clean room, friendly staff, great restaurant on site. Great location. I would stay here again.

Reviewed on Nov 13, 2025

Where to stay in Highlands

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

1 out of top 10 points of interest in this area

Though South Lowell might not have many top sights, you can venture to the surrounding area to see attractions like Lowell Memorial Auditorium and Lowell National Historical Park.

Find hotels in South Lowell

Highlands Hotel Deals

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 ￥15,081 per night from Nov 23 to Nov 24
￥15,081
￥16,845 total
Nov 23 - Nov 24
includes taxes & fees
8/10 Very Good! (2,197 reviews)
The bed was great

Reviewed on Nov 9, 2025

DoubleTree by Hilton Boston North Shore
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 ￥17,616 per night from Nov 21 to Nov 22
￥17,616
￥19,677 total
Nov 21 - Nov 22
includes taxes & fees
8.4/10 Very Good! (1,196 reviews)
Great place to stay. I am super pickey about hotels, Iwas very comfortable here. The room was clean and cozy, hotel staff were great and I had the best whote sangreia. I would definitely stay again.

Reviewed on Nov 9, 2025

Hilton Boston/Woburn
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road Bedford MA
Fully refundableReserve now, pay when you stay
The price is ￥10,658 per night from Nov 17 to Nov 18
￥10,658
￥11,905 total
Nov 17 - Nov 18
includes taxes & fees
7/10 Good! (626 reviews)
Older hotel, but very nicely redone. Very nice for the money and well worth the stay whether it's just for starting in the Boston area

Reviewed on Nov 13, 2025

Bedford Plaza Hotel - Boston
See all 723 properties in Highlands
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 ￥285,029, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.