Highlands Vacation Packages
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Top Holiday Package Deals in Highlands
Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Price was CA $1,599, price is now CA $1,052 per person
CA $1,052
per person
May 16 - May 19
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,002 reviews)
Breakfast was amazing - rooms and showers excellent, their pool and hot tub was wonderful - one of the best stays at a hotel i’ve had in a very long time.
Reviewed on Apr 11, 2026
The Langham, Boston
Downtown Boston
Price was CA $2,265, price is now CA $1,372 per person
CA $1,372
per person
May 24 - May 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).
Reviewed on Apr 4, 2026
Boston Harbor Hotel
North End
Price was CA $3,065, price is now CA $1,894 per person
CA $1,894
per person
May 24 - May 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Classic luxury, a true five-star experience. Spectacular Boston Harbor views, top-notch staff, extra-comfortable bedding, rainfall shower.
Reviewed on Apr 12, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,674, price is now CA $1,753 per person
CA $1,753
per person
May 16 - May 21
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
Life House, Nantucket
Nantucket Town
Price was CA $3,905, price is now CA $2,627 per person
CA $2,627
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.
Reviewed on Sep 26, 2025
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
4.5/5(4 area reviews)
If you're spending some time in Downtown Manchester, City Hall Plaza and Palace Theater are top sights worth seeing.
Highlands Hotel Deals
Marvelous 3-bedroom townhome with Heated floor Manchester
Manchester NH
The price is CA $272 per night from Apr 15 to Apr 16
CA $272
CA $592 total
Apr 15 - Apr 16
includes taxes & fees
10/10 Exceptional! (2 reviews)
Location was close to stores and easy access to the highway. Everything was new and clean. Beds were very comfortable.Would be a great location for families coming for college graduation. Would stay here again
Reviewed on Apr 5, 2026
DoubleTree by Hilton Manchester Downtown
700 Elm St. Manchester NH
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Apr 27 to Apr 28
CA $180
CA $196 total
Apr 27 - Apr 28
includes taxes & fees
9.2/10 Wonderful! (1,164 reviews)
Restaurants food was good
Reviewed on Apr 8, 2026
La Quinta Inn & Suites by Wyndham Salem NH
8 Keewaydin Dr Salem NH
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Apr 27 to Apr 28
CA $102
CA $111 total
Apr 27 - Apr 28
includes taxes & fees
8.4/10 Very Good! (1,155 reviews)
The room was very clean; the only drawback was that the bed was too soft.
Reviewed on Apr 9, 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.
Discover the most popular places to visit in Highlands
Southern New Hampshire University Arena
Catch an event at Southern New Hampshire University Arena during your trip to Manchester. You can attend a sporting event while in the area.
Mall of New Hampshire
You can do some window-shopping at Mall of New Hampshire during your stay in Manchester. You can attend a sporting event while in the area.
University of New Hampshire-Manchester
Enjoy the collegiate vibe at University of New Hampshire-Manchester during your visit to Manchester. You can attend a sporting event while in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.