Highlands Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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
Price found within the past 48 hours. Click for updated prices.
  • Jul 15 - Jul 24

    Hotel Ivy Boston Common + Flight

    Bay Village
    9 nights
    2.5 star property
    8.4/10 - Very good (1,473 reviews)
    "Rooms are not big but for me traveling solo and going out mostly it was great."
    Reviewed May 31, 2026
    Return Dublin (DUB) - Boston (BOS)
    DUB - BOSDirect BOS - DUBDirect
    Save 100% on your flight
    €2,772
    €1,736
    per traveller
    found 13 hours ago
    Hotel Ivy Boston Common
  • Jul 15 - Jul 24

    Boston Harbor Hotel + Flight

    North End
    9 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Return Dublin (DUB) - Boston (BOS)
    DUB - BOSDirect BOS - DUBDirect
    Save 100% on your flight
    €5,172
    €2,931
    per traveller
    found 13 hours ago
    Boston Harbor Hotel
  • Jul 15 - Jul 24

    Fairmont Copley Plaza, Boston + Flight

    Back Bay
    9 nights
    4.5 star property
    9.0/10 - Wonderful (1,244 reviews)
    "I recently stayed at the Fairmont Boston and unfortunately the property felt very outdated and not well maintained compared to what I expected from a Fairmont hotel. While the location is convenient and the staff were generally polite, the overall condition of the hotel needs significant updates. The rooms showed noticeable wear and tear, including older furniture, dated décor, and areas that did not feel particularly clean or refreshed. The hallways and common areas also felt tired and lacked..."
    Reviewed May 29, 2026
    Return Dublin (DUB) - Boston (BOS)
    DUB - BOSDirect BOS - DUBDirect
    Save 100% on your flight
    €3,638
    €2,389
    per traveller
    found 13 hours ago
    Fairmont Copley Plaza, Boston
  • Jul 15 - Jul 24

    Raffles Boston + Flight

    Back Bay
    9 nights
    5.0 star property
    9.6/10 - Exceptional (268 reviews)
    "This was an interesting hotel and if you have any experience of the raffles brand elsewhere then I would recommend be prepared. The venue is central but overlooking an 8storey multi story car park and rather cramp rooms was not really value add. The suite on the other hand in higher floors were. A butler system which I must say working off some mediocre phone prompts just doesn’t cut it . One looses the will to live when saying I need a shaving kit and al you get back is “is there something else..."
    Reviewed May 28, 2026
    Return Dublin (DUB) - Boston (BOS)
    DUB - BOSDirect BOS - DUBDirect
    Save 100% on your flight
    €5,270
    €3,590
    per traveller
    found 13 hours ago
    Raffles Boston
  • Jul 15 - Jul 24

    Eurostars The Boxer + Flight

    West End
    9 nights
    4.0 star property
    8.8/10 - Excellent (1,505 reviews)
    "Front desk staff was very friendly and accommodating"
    Reviewed May 31, 2026
    Return Dublin (DUB) - Boston (BOS)
    DUB - BOSDirect BOS - DUBDirect
    Save 100% on your flight
    €2,853
    €1,953
    per traveller
    found 13 hours ago
    Eurostars The Boxer

Where to stay in Highlands

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

Top hotels in Highlands

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 €149 per night from 4 Jun to 5 Jun
€149
4 Jun - 5 Jun
includes taxes & fees
8.2/10 Very Good! (2,437 reviews)
"Was horrible i had to plunge my own toilet not ok"

Reviewed on 30 May 2026

DoubleTree by Hilton Boston North Shore
Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

3 out of 5
135 2nd Ave Waltham MA
The price is €105 per night from 7 Jun to 8 Jun
€105
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,878 reviews)
"Very friendly and helpful staff. Bright and clean bathroom."

Reviewed on 1 Jun 2026

Hampton Inn & Suites Boston/Waltham
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

3 out of 5
1 Newbury St Peabody MA
Fully refundable
The price is €142 per night from 8 Jun to 9 Jun
€142
8 Jun - 9 Jun
includes taxes & fees
7.2/10 Good! (1,009 reviews)
"The staff was great at check-in. The hotel is in desperate need of renovation and a deep clean, feels as if it has been forgotten. The most bizarre piece of this trip was the lamp in our room not having a plug near it. Just a lamp unplugged in the corner."

Reviewed on 29 May 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
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 holiday package cost?
Starting from just , 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 holiday 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 neighbourhood, 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 holiday?
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 travelling 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 holiday package lets you organise 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 holiday 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 holiday package?
Yes, you can. We realise life happens, so we're here to help if you need to make changes to your Highlands holiday 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.

Things to do

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