
Highland Holidays from AU$1,693
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Highland
Price found within the past 48 hours. Click for updated prices.

Hotel Commonwealth
Fenway–Kenmore
Price was AU$2,091, price is now AU$1,693 per person
AU$1,693
per person
2 Mar - 6 Mar
found 21 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (1,839 reviews)
Excellent stay overall. This was my second time here and it didn’t disappoint. The rooms are immaculately clean and decorated so cool. The staff was consistently friendly and professional, with special thanks to S, Chris, Nick, Calvin, and Jeff at valet. Everything felt smooth from check-in to check-out. It’s the perfect location, and I have to highlight the room service. We’ve ordered almost everything off the menu and not one thing missed. I’m absolutely staying here again!
Reviewed on 22 Dec 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was AU$3,596, price is now AU$2,379 per person
AU$2,379
per person
2 Mar - 6 Mar
found 21 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything was wonderful including a delicious breakfast. We will definitely return.
Reviewed on 17 Dec 2025


The Charles Hotel
West Cambridge
Price was AU$2,439, price is now AU$1,941 per person
AU$1,941
per person
2 Mar - 6 Mar
found 21 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Thank you for the room upgrade. I really appreciated it.
Reviewed on 20 Dec 2025

The Langham, Boston
Downtown Boston
Price was AU$2,779, price is now AU$2,239 per person
AU$2,239
per person
2 Mar - 6 Mar
found 21 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Everything was so wonderful. The staff was so attentive. It was beautifully decorated. I loved the pink everywhere. The location was great to travel around the city, located in the financial district. The room was very clean and was so comfortable I never wanted to leave. I had an amazing time. I would stay there again no question.
Reviewed on 26 Dec 2025
Our guide on where to stay in Highland
Find the best Highland areas and neighborhoods for the activities you enjoy most. Learn more about Highland

Willard Beach
2 out of top 10 points of interest in this area
When in Willard Beach, you can plan a visit to Willard Beach and Fort Preble, some noteworthy sights in the nearby area.
Our pick of the best Highland Hotel Deals

Best Western Merry Manor Inn
700 Main St South Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 12 Jan to 13 Jan
AU$181
12 Jan - 13 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Clean room, pleasant staff, great pool and wonderful breakfast
Reviewed on 23 Dec 2025

Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 30 Dec to 31 Dec
AU$139
30 Dec - 31 Dec
includes taxes & fees
7.8/10 Good! (1,301 reviews)
The airport shuttle was very convenient and appreciated on an early and snowy Christmas Eve morning. Night and morning desk staff were very helpful and friendly.
Reviewed on 26 Dec 2025

The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 25 Jan to 26 Jan
AU$147
25 Jan - 26 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Staff was so friendly and had great dining recommendations. Room was super clean. Hotel was quiet and located in a perfect spot around the corner from the comedy show we went to see. Everything was so nice and good luck to the ginger bread house decoration competitors! We hope our choice wins!
Reviewed on 22 Dec 2025
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.
Activities

Portland Smartphone Audio Tour: Self-Guided Drive
AU$23
per traveller

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
AU$15
per traveller

Ultimate Portland Self-Guided Driving GPS Audio Tour
AU$26
per traveller
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











