York Harbor Vacation Packages
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Your York Harbor Vacation
With all the details organized before you go, our York Harbor vacation packages mean you can simply focus on having a great time. Whether you're based in the neighborhood of York Cliffs, which is great for views, or someplace else in town, this captivating city offers an array of discoveries. Make your trip to York Harbor even more fun by including some sightseeing. Long Sands Beach, Nubble Lighthouse and Kittery Premium Outlets are among the leading attractions you'll want to explore. Don't put off visiting this destination any longer. The ultimate York Harbor vacation is only a few clicks away with Expedia.
Top York Harbor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Price was CA $1,851, price is now CA $1,322 per person
CA $1,322
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Very nice room, hotel was clean, staff kind and attentive. The location of thos hotel is great.
Reviewed on Mar 24, 2026
Cliff House Maine
Bald Head
Price was CA $4,313, price is now CA $2,919 per person
CA $2,919
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
Gorgeous room in a gorgeous setting. Norman the lead bartender is a treasure. Hector was great as well. Everything was outstanding.
Reviewed on Mar 25, 2026
Blind Tiger Portland - Danforth Street.
West End
Price was CA $3,261, price is now CA $2,455 per person
CA $2,455
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (175 reviews)
The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!
Reviewed on Mar 10, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was CA $1,941, price is now CA $1,519 per person
CA $1,519
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
Property is in an excellent location with so much to see and do (and eat) in walking distance. My room was clean, quiet, and well maintained. Staff interaction was minimal (by design) but the few times I spoke with the concierge on site she was pleasant and accommodating. My only negative comment is regarding the toiletry products. I’m a toilet paper snob and that angel soft just doesn’t cut it. Overall I am beyond satisfied with my stay and would absolutely stay here again.
Reviewed on Mar 22, 2026
Inn By The Sea
Price was CA $3,117, price is now CA $2,440 per person
CA $2,440
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Portland (PWM)
9.4/10 Exceptional! (304 reviews)
Such a beautiful place, great to walk on beach, nice view, staff great.. cozy place.. so well decorated.. highly recommend for a nice quiet get away
Reviewed on Mar 4, 2026
York Harbor Hotel Deals
York Harbor Inn
480 York St York Harbor ME
The price is CA $496 per night from Mar 31 to Apr 1
CA $496
CA $540 total
Mar 31 - Apr 1
includes taxes & fees
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Apr 2 to Apr 3
CA $190
CA $206 total
Apr 2 - Apr 3
includes taxes & fees
9.6/10 Exceptional! (1,113 reviews)
great location
Reviewed on Mar 26, 2026
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Apr 9 to Apr 10
CA $165
CA $179 total
Apr 9 - Apr 10
includes taxes & fees
8.6/10 Excellent! (283 reviews)
.
Reviewed on Mar 20, 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 York Harbor
York Harbor Beach
Why not spend a carefree afternoon at York Harbor Beach during your travels in York Harbor? Stroll along the area's waterfront or simply enjoy its restaurants.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
