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.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was CA $1,843, price is now CA $1,266 per person
CA $1,266
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (228 reviews)
We stayed at the property for three nights and paid extended hour for checking-out. Unfortunately, the system hotel created didn't work. the cleaning staffs kept knocking our door at 11am (normal check-out time). Even I told them that I paid for the extension hour to check out. They still kept coming back to knock the door multiple times.

Reviewed on Aug. 31, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $2,628, price is now CA $1,778 per person
CA $1,778
per person
Oct 10 - Oct 14
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,552 reviews)
It was my first experience staying in your hotel, the food was delicious, and I appreciated a-lot yours services. Thanks.

Reviewed on Sep. 1, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was CA $2,310, price is now CA $1,711 per person
CA $1,711
per person
Oct 10 - Oct 14
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
What’s not to love. It’s Cliff House!!

Reviewed on Aug. 29, 2025

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Downtown Portland
Price was CA $1,982, price is now CA $1,521 per person
CA $1,521
per person
Oct 10 - Oct 14
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (1,006 reviews)
Great hotel and staff

Reviewed on Aug. 29, 2025

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $2,208, price is now CA $1,699 per person
CA $1,699
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,386 reviews)
Just a fantastic spot and Hotel

Reviewed on Aug. 31, 2025

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York Harbor Hotel Deals

Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd, Hampton, NH
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Sep 18 to Sep 19
CA $209
CA $264 total
Sep 18 - Sep 19
includes taxes & fees
Ashworth by the Sea
Anchor Inn and Cottages Wells-Ogunquit

Anchor Inn and Cottages Wells-Ogunquit

2.5 out of 5
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Sep 9 to Sep 10
CA $120
CA $144 total
Sep 9 - Sep 10
includes taxes & fees
Anchor Inn and Cottages Wells-Ogunquit
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is CA $127 per night from Oct 2 to Oct 3
CA $127
CA $139 total
Oct 2 - Oct 3
includes taxes & fees
Ogunquit - The Milestone
See all 2,909 properties in York Harbor
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.
All Inclusive Vacations
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Discover the most popular places to visit in York Harbor

York Harbor Beach

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.

York Harbor Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.