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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,298, price is now CA $1,170 per person
CA $1,170
per person
Jan 3 - Jan 7
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,851 reviews)
1/3 of the final bill was parking fees, destination amenity fees and taxes! They even taxed the amenity fees. Hidden costs for booking should be listed! Unbelievable

Reviewed on Nov 9, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $3,860, price is now CA $3,084 per person
CA $3,084
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (199 reviews)

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $2,420, price is now CA $2,073 per person
CA $2,073
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $2,497, price is now CA $2,165 per person
CA $2,165
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (419 reviews)
Pros: Room was nice and spacious. Kitchen had everything we needed. Location was awesome - very close to all the things we wanted to do. Excellent proximity to some of the best restaurants, including LB Kitchen, Fore Street, Central Provisions. Con’s: Couches could have benefited from some throw pillows - kinda weird without any. Bed wasn’t that comfortable - you sink in way too much. Parking was ok - just some weird communication before our arrival about where to park. Text messages from the hotel leading up to our check in said they had a lot behind the building which we parked in - only to be told during check in that the lot was only for people that booked it (fair) but their messages made it seem like that was available. Then they questioned how we even knew about the lot - which was odd considering we only knew about it because they texted us parking info.

Reviewed on Nov 8, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Price was CA $3,483, price is now CA $3,081 per person
CA $3,081
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
10/10 Exceptional! (15 reviews)

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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 $184 per night from Nov 10 to Nov 11
CA $184
CA $238 total
Nov 10 - Nov 11
includes taxes & fees
Ashworth by the Sea
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
8.8/10 Excellent! (1,629 reviews)
"This motel was clean, quiet and reasonably priced to fit our needs. I have stayed here before and would stay again."

Reviewed on Nov 7, 2026

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Ogunquit - The Milestone
Port Inn & Suites Kennebunk, an Ascend Collection Hotel

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

2.5 out of 5
55 York St Kennebunk ME
Fully refundable
The price is CA $113 per night from Nov 29 to Nov 30
CA $113
CA $139 total
Nov 29 - Nov 30
includes taxes & fees
Port Inn & Suites Kennebunk, an Ascend Collection Hotel
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.
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Stay near popular York Harbor attractions

York Harbor Beach

9.2/10 (82 reviews)
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.
See properties

Frequently asked questions

How much does a York Harbour vacation package cost?
Offering excellent value package deals from CA $1,170 on Expedia, you'll be pleasantly surprised at how much a vacation to York Harbour costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to York Harbour?
To pick up cheap York Harbour vacation packages, plan your trip outside of peak periods like public holidays and major events. You'll generally find better availability and lower prices for hotels and flights.
How many days is enough for York Harbour?
Generally, a few days is enough for a York Harbour vacation. With a well-organized schedule, you can check out all the popular attractions including York's Wild Kingdom, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to York Harbour?
Known for its walking trails, hiking and plenty of other highlights, you can be assured York Harbour is a good vacation destination. Some of the most popular attractions to stick on your to-do list? Don't miss York Harbour Beach and Old School House during your York Harbour vacation.
How to find the best York Harbour package deals?
Start your search for a York Harbour package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal York Harbour package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your York Harbour escape off to a flying start.
Is it cheaper to book a York Harbour vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can personalize your York Harbour trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to York Harbour?
If you have your York Harbour travel dates confirmed, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to York Harbour?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to vacation in York Harbour.
  2. Budget wisely: Besides the cost of your hotel, you should consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could crop up during your trip to York Harbour.
  3. Determine how many days away: Start by making a list of all the activities and attractions you'd like to get to in York Harbour. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized York Harbour vacation package.

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