Highlands Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Price found within the past 48 hours. Click for updated prices.
  • Breakfast meal
    Jul 31 - Aug 3

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    3 nights
    3.5 star property
    9.2/10 - Wonderful (185 reviews)
    "."
    Reviewed October 16, 2025
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,461
    CA $970
    per traveller
    found 20 hours ago
    By the Sea Guests Bed & Breakfast & Suites
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Aug 18 - Aug 23

    Boston Harbor Hotel + Flight

    North End
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,004 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $4,426
    CA $2,301
    per traveller
    found 20 hours ago
    Boston Harbor Hotel
  • Reception
    Aug 1 - Aug 8

    The Inn at Hastings Park, Relais & Chateaux - Boston + Flight

    Lexington
    7 nights
    4.0 star property
    9.6/10 - Exceptional (256 reviews)
    "Splendid bed and breakfast"
    Reviewed April 29, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $3,275
    CA $2,014
    per traveller
    found 1 day ago
    The Inn at Hastings Park, Relais & Chateaux - Boston
  • Lobby
    Aug 18 - Aug 23

    Fairmont Copley Plaza, Boston + Flight

    Back Bay
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,243 reviews)
    "The property was very tired and not worth the price."
    Reviewed May 23, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $2,600
    CA $1,693
    per traveller
    found 20 hours ago
    Fairmont Copley Plaza, Boston
  • Property entrance
    Jul 19 - Jul 25

    Sea Crest Beach Resort + Flight

    North Falmouth
    6 nights
    3.5 star property
    8.0/10 - Very good (284 reviews)
    "Nothing was open this weekend at the hotel and it was Memorial Day weekend. The ice cream store, pizza store, checking in took a lot of time as I did a room upgrade and checking out was worse. Computers were not working correct o got charged 4 times for room upgrade. Wouldn’t stay again!"
    Reviewed May 25, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $4,795
    CA $3,224
    per traveller
    found 20 hours ago
    Sea Crest Beach Resort

Where to stay in Highlands

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

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 Cambodia Town.

Find hotels in South Lowell

Highlands Hotel Deals

Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

3 out of 5
135 2nd Ave Waltham MA
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jun 7 to Jun 8
CA $151
CA $169 total
Jun 7 - Jun 8
includes taxes & fees
9.4/10 Exceptional! (1,866 reviews)
"Pleasantly surprised to find how good the bed was. Room spacious and clean. Only downside was the cheap hair dryer so take your own advice. Breakfast was good A lot of kids there running the halls but holiday weekend Parking crowded but hotel was full so expected Would return"

Reviewed on May 25, 2026

Hampton Inn & Suites Boston/Waltham
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 CA $178 per night from May 28 to May 29
CA $178
CA $199 total
May 28 - May 29
includes taxes & fees
8.2/10 Very Good! (2,438 reviews)
"The rooms are very close and we could hear our neighbors all night, the halls were a maze and it wasn’t easy getting to and from our room, which was a little smaller than expected. The bath tub was dirty, and you have to pay for breakfast. However the pool is fairly big and has a hot tub. They have ..."

Reviewed on May 26, 2026

DoubleTree by Hilton Boston North Shore
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 CA $181 per night from Jun 4 to Jun 5
CA $181
CA $202 total
Jun 4 - Jun 5
includes taxes & fees
7.2/10 Good! (1,016 reviews)
"Clean room, quiet hotel but family friendly! Only thing my kids were upset about was how cold the indoor pool was when they said it was heated."

Reviewed on May 25, 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
See all 749 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Highlands vacation 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 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

Tsongas Arena

Enjoy a show at Tsongas Arena, a storied theater in Lowell. You can attend a sporting event while in the area.

Tsongas Arena

Things to do

Battle of Lexington and Concord Self-Guided Driving Audio Tour

Battle of Lexington and Concord Self-Guided Driving Audio Tour

CA $18
per traveller
90% of travellers recommend
Battle of Lexington and Concord Self-Guided Driving Audio Tour
See all activities in Lowell
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.