Highlands Vacation Packages 2026 from $667

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Your Highlands Vacation

Your next escape is calling your name with a vacation package to Highlands. Fun, food and nothing but good times — you're bound to find it in this neighborhood. Some nearby attractions to check out during your trip to Highlands include University of Massachusetts Lowell, Tsongas Arena and Lowell Memorial Auditorium. Stop dreaming and start doing. When you're ready to lock in your next vacation to Highlands, Expedia will help you get there.

The Latest Highlands Vacation Packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$667

per person

Nov 9 - Nov 12

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

The apt was tidy. Enough to sleep 8. Bathrooms were clean and updated. Parking can be difficult to find. It's about an hour from Salem.

Reviewed on Oct 4, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$1,080

per person

Dec 6 - Dec 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on Oct 4, 2026

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,217

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.4/10 Exceptional! (485 reviews)

Beautiful hotel Wonderful rooms and kids absolutely loved the vault ! Looking forward to staying again :)

Reviewed on Oct 3, 2026

The Langham, Boston

Downtown Boston

Save 100% on your flight

$1,100

per person

Dec 6 - Dec 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on Oct 4, 2026

Raffles Boston

Back Bay

Save 100% on your flight

$1,210

per person

Dec 16 - Dec 20

found 15 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

Where to stay in Highlands

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

A gravestone with the inscription "Jack Kerouac" and the quote "The Road is Life".

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 Cambodia Town.

A cityscape with a prominent clock tower, snow-covered buildings, and a clear blue sky.

Downtown Lowell

4 out of top 10 points of interest in this area

If you're spending some time in Downtown Lowell, New England Quilt Museum and Lowell Memorial Auditorium are top sights worth seeing.

The Acre

2 out of top 10 points of interest in this area

While visiting The Acre, you might make a stop by sights like Tsongas Center at UMass Lowell and Mill Girls & Immigrants Exhibit.

A river with a bridge, surrounded by dense forests and a highway.

Belvidere

1 out of top 10 points of interest in this area

If you're spending some time in Belvidere, Concord River and Merrimack Repertory Theater are top sights worth seeing.

Highlands Hotel Deals

Lakeside Inn

595 North Ave Wakefield MA

Fully refundableReserve now, pay when you stay

$144 nightly

$161 total

Nov 1 - Nov 2

Total with taxes and fees

8.2/10 Very Good! (961 reviews)

"I like the view of the lake, especially while having breakfast! The staff were helpful and friendly."

Reviewed on Oct 6, 2026

Bedford Plaza Hotel - Boston

340 Great Road Bedford MA

Fully refundableReserve now, pay when you stay

$88 nightly

$98 total

Nov 2 - Nov 3

Total with taxes and fees

6.8/10 (1,259 reviews)

"Nasty from the lobby to the restroom. Too expensive for what's it is . NASTY NASTY NASTY"

Reviewed on Oct 6, 2026

Four Points by Sheraton Boston Newton

320 Washington Street Newton MA

$114 nightly

$127 total

Nov 1 - Nov 2

Total with taxes and fees

8.4/10 Very Good! (2,696 reviews)

"Nikie at the front desk gave me such a warm welcome. I felt like family. She gave me a great room and the place was very clean. I'll be back for sure."

Reviewed on Oct 6, 2026

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.