Highlands Vacations from ￥255,832

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The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (413 reviews)
The air conditioning was not working properly. I mentioned it to front desk. They said that they have had other problems like this and that they would fix it but they never did. For the cost of staying at this hotel, there should not be any issues with the basics like air con. Also, it was very noisy; inconsiderate guests make lots of noise in the hallways well after midnight.

Reviewed on Jul 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 3 - Oct 6
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would rate this property quite high. Elegant and clean with extremely friendly staff. Great location and simply a lovely ambiance.

Reviewed on Jul 21, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (349 reviews)
This experience from checking in to the quality of the room and the incredible concierge service that helped us with restaurants in our entire experience was unbelievable! It was probably the best experience I had with a luxury hotel in any city I visited. We will definitely be coming back!

Reviewed on Jul 20, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Oct 3 - Oct 6
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Valet service was quite slow when requesting car

Reviewed on Jul 18, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Oct 3 - Oct 6
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul 14, 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

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

Find hotels in South Lowell

Highlands Hotel Deals

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 ￥19,234 per night from Aug 10 to Aug 11
￥19,234
￥21,484 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (2,143 reviews)
"It was good and comfortable"

Reviewed on Jul 21, 2025

Embassy Suites by Hilton Boston Waltham
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

2.5 out of 5
340 Great Road, Bedford, MA
Fully refundableReserve now, pay when you stay
The price is ￥15,393 per night from Jul 27 to Jul 28
￥15,393
￥17,193 total
Jul 27 - Jul 28
includes taxes & fees
7.2/10 Good! (353 reviews)
"Nice spot. Very quiet. Not a brand new building but cozy. Safe Parking under the building."

Reviewed on Jul 21, 2025

Bedford Plaza Hotel - Boston
Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
The price is ￥20,318 per night from Jul 24 to Jul 25
￥20,318
￥22,695 total
Jul 24 - Jul 25
includes taxes & fees
7.2/10 Good! (2,182 reviews)
"Nice lake. Washroom needs repairs."

Reviewed on Jul 20, 2025

Lakeside Inn
See all 690 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 ￥255,832, 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.