York Harbor Vacations from $448
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The Latest York Harbor Vacation Packages
- Ogunquit River Inn & Suites
Sep 18 - Sep 20Ogunquit River Inn & Suites + Flight
Moody2 nights3.0 star property9.0/10 - Wonderful (1,017 reviews)Roundtrip • New York (EWR) - Portland (PWM)EWR - BOS • Nonstop BOS - EWR • Nonstop$608$448found 1 day agoper traveler - AWOL Kennebunkport
Sep 4 - Sep 9AWOL Kennebunkport + Flight
Kennebunkport5 nights3.0 star property9.4/10 - Exceptional (250 reviews)"Wonderful historic property updated with in-house suites & cabin-style lodgings. Adequate parking. Room was comfortable, new bathrooms & nice breakfast area. The breakfast itself was TDF!! The neighborhood is authentic. Walkable to downtown. Highly recommend."Reviewed July 20, 2026Roundtrip • Dallas (DFW) - Portland (PWM)DFW - PWM • Nonstop PWM - DFW • Nonstop - Evalina Hotel
Oct 11 - Oct 16Evalina Hotel + Flight
Downtown Portland5 nights2.5 star property10/10 - Exceptional (5 reviews)"It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure."Reviewed June 28, 2026Roundtrip • Dallas (DAL) - Portland (PWM)DAL - PWM • 1 stop PWM - DAL • 1 stop - The Weldon Hotel
Oct 11 - Oct 16The Weldon Hotel + Flight
Downtown Portland5 nights4.5 star property9.8/10 - Exceptional (105 reviews)"Highly recommended. Pricey but well worth it. The unit was clean, spacious, and exceptionally well appointed."Reviewed July 26, 2026Roundtrip • Dallas (DAL) - Portland (PWM)DAL - PWM • 1 stop PWM - DAL • 1 stop - The Meadowmere Resort
Sep 12 - Sep 16The Meadowmere Resort + Flight
Ogunquit4 nights2.5 star property8.6/10 - Excellent (1,001 reviews)"I requested a room accessible for my 90 year old mother with a walker. We got that. I asked the front desk woman if there was another entrance to the pool because the one at the entrance had many stairs. She said no. Another traveler in the lobby told me there is one around the back. The staff member said they never took her around the property and trained her when the woman said that. They play music all day and night until 10:30pm outside my room by a speaker. I requested it be turned off and..."Reviewed July 22, 2026Roundtrip • Dallas (DFW) - Portland (PWM)DFW - PWM • Nonstop PWM - DAL • 1 stop$1,141$842found 0 hours agoper traveler
Discover the most popular places to visit in York Harbor
York Harbor Hotel Deals
Microtel Inn & Suites by Wyndham York
Microtel Inn & Suites by Wyndham York
Frequently Asked Questions
How much does a York Harbor vacation package cost?
Offering great value package deals from $448 on Expedia, you'll be surprised at how little a vacation to York Harbor costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to York Harbor?
If you'd like to snag a cheap York Harbor vacation package, consider traveling in January, July and August. You'll generally find better prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for York Harbor?
The ideal duration for your York Harbor vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to go to all the main attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to York Harbor?
During your York Harbor vacation, you can look forward to enjoying some top-notch walking trails and hiking. Leave enough room in your schedule to check out leading sights like York Harbor Beach and Old School House.
How to find the best York Harbor package deals?
Use Expedia's filters to help you find some tempting York Harbor package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for York Harbor package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a York Harbor vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can personalize your York Harbor getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to York Harbor?
If you're planning an impromptu York Harbor trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later York Harbor vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your York Harbor vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.