Highlands Vacation Packages
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Top Holiday Package Deals in Highlands
Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College
Price was CA $904, price is now CA $617 per person
CA $617
per person
Aug 25 - Aug 28
found 11 hours ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.2/10 Wonderful! (1,170 reviews)
Great place to stay, very clean, and the staff was very friendly.
Reviewed on Jul 13, 2026
Boston Harbor Hotel
North End
Price was CA $2,988, price is now CA $1,829 per person
CA $1,829
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Love coming back to a refreshed clean room after a long hot day of sightseeing.
Reviewed on Jul 15, 2026
Boston Lodge and Suites
Dorchester
Price was CA $2,078, price is now CA $1,385 per person
CA $1,385
per person
Sep 10 - Sep 14
found 18 hours 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
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,397, price is now CA $939 per person
CA $939
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The staff here was so kind and thoughtful. The breakfast was amazing all 3 days and the beach was very quiet and great waterfront. The section we stayed has not been updated like some of the other units but was fine and comfortable. The general location was good and easily walkable to food and drink places. Overall, we enjoyed it and would stay here again for sure.
Reviewed on Jul 12, 2026
Where to stay in Highlands
Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
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.
Highlands Hotel Deals
Marvelous 3-bedroom townhome with Heated floor Manchester
Manchester NH
The price is CA $276 per night from Jul 28 to Jul 29
CA $276
CA $601 total
Jul 28 - Jul 29
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
The price is CA $154 per night from Jul 29 to Jul 30
CA $154
CA $167 total
Jul 29 - Jul 30
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"The room had clean sheets but the carpet seems shabby and the bathroom ceiling has significant water damage. The included breakfast offerings were pretty substandard. The coffee was awful and I suspect wasn't even caffeinated as both my husband and I had terrible headaches later. The scrambled eggs ..."
Reviewed on Jul 14, 2026
Best Western Plus Executive Court Inn & Conference Center
13500 S Willow St Manchester NH
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jul 26 to Jul 27
CA $155
CA $168 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very good! (1,402 reviews)
"It was just an Average stay. The room with the whirlpool tub was just okay. They don’t give you enough towels. The pillows on the beds are too small. It was clean enough. However, we asked them to clean our room and all they did was give us a couple towels for the whirlpool tub. That was disappointing. ..."
Reviewed on Jul 15, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.