Highlands Vacation Packages

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Top Holiday Package Deals in Highlands

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

Boston Lodge and Suites

Dorchester

CA $605

per person

Oct 21 - Oct 23

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.4/10 Very good! (190 reviews)

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

North End

CA $1,222

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,011 reviews)

The Whitney Hotel

Beacon Hill

CA $992

per person

Nov 6 - Nov 9

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (609 reviews)

Sands by the Sea Motel

CA $886

per person

Oct 9 - Oct 14

found 8 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.2/10 Very good! (346 reviews)

The Newbury Boston

Back Bay

CA $4,671

per person

Oct 10 - Oct 17

found 13 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (713 reviews)

Where to stay in Highlands

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

A river running through a city with multiple buildings, roads, and a bridge.

Downtown Manchester

5 out of top 10 points of interest in this area

If you're spending some time in Downtown Manchester, Palace Theater and Center of New Hampshire Expo Center are top sights worth seeing.

Lower South Willow

1 out of top 10 points of interest in this area

While Lower South Willow isn't home to many top sights, Mall of New Hampshire and Filotimo Casino are some notable places to visit nearby.

A river with a bridge, a red brick building, and a street sign indicating 'The Mill Yard'.

South End

While South End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mall of New Hampshire and Filotimo Casino.

Kalivas Union

While Kalivas Union isn't home to many top sights, Southern New Hampshire University Arena and Northeast Delta Dental Stadium are some notable places to visit nearby.

A cityscape with a prominent red brick building, a church spire, and a parking lot filled with cars.

North End

If you're spending some time in North End, Zimmerman House and Livingston Park are top sights worth seeing.

Highlands Hotel Deals

Marvelous 3-bedroom townhome with Heated floor Manchester

Manchester NH

CA $272

CA $593 total

Sep 8 - Sep 9

includes taxes & fees

9.4/10 Exceptional! (6 reviews)

"This served us well for our one night stay before going on to our final destination. With small children it was so much better than a hotel room and comparable in price. The weather was warm and we were not able to get the temperature down so that was a bit uncomfortable. The house was very clean ..."

Reviewed on Jul 9, 2026

Comfort Inn Manchester Airport

298 Queen City Ave Manchester NH

Fully refundable

CA $152

CA $165 total

Sep 13 - Sep 14

includes taxes & fees

La Quinta Inn & Suites by Wyndham Salem NH

8 Keewaydin Dr Salem NH

CA $143

CA $155 total

Sep 8 - Sep 9

includes taxes & fees

8.4/10 Very good! (1,328 reviews)

"Nice room good value"

Reviewed on Sep 1, 2026

See all 297 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.