York Harbor Vacations
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York Harbor Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Old Orchard Beach Inn
$739
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Playland and Old Orchard Beach are located nearby.
This review has been rejected several times, perhaps because it was too negative. Of the three properties I booked for this trip on different platforms, Old Orchard Beach Inn was the most disappointing. The room and bathroom needed a complete refresh. The furniture was old (not antique, poor reproductions and broken down). The bathroom was small and very dated. There was only one very small window and the room was dark. The lighting was terrible. Location was good. I only interacted with one staff person, who booked me in. The breakfast was acceptable--eggs, sausage and potatoes kept warm on a flame, and a fairly good variety of other breakfast foods. The breakfast is served two doors away, a short walk but it was pouring rain that morning. Parking was fine. This property was below my expectations for Hotels.com, compared with other properties I have booked on your platform. My rating for this property is significantly lower than the one on your website.
Reviewed on Aug 9, 2026
Portland Harbor Hotel
Downtown Portland
$1,453
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.
Reviewed on Aug 7, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
$1,675
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Casco Bay Lines Ferry Terminal and Cross Insurance Arena are located nearby.
Fantastic and always accommodating staff!
Reviewed on Aug 7, 2026
The Weldon Hotel
Downtown Portland
$2,077
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Cross Insurance Arena and State Theatre are located nearby.
The rooms were clean and spacious. The location was very convenient to the Old port. Parking was right across the street. The only drawback was a mechanical noise that we believe originated from the building next door. This noise made it sometimes difficult to sleep. Having a kitchen and laundry were helpful.
Reviewed on Aug 4, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
$2,282
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
Evalina Hotel
Downtown Portland
$2,289
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands.
The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well.
We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!
Reviewed on Aug 8, 2026
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See all available trips from Columbus to York Harbor
View all tripsYork Harbor Vacation Packages
Hoping to save time and money on your upcoming holiday to York Harbor? Don't worry, as AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your York Harbor trip one to remember. Our Travel Center is a one-stop shop where you can put together the best York Harbor vacation package for you. AARP Travel Center has a huge choice of accommodations and flight, and York Harbor endeavors to select from.
Hotel Deals in York Harbor
You can choose from around 3006 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the York Harbor hot spots, we have plenty of options available.
From York Harbor hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll get a hotel here that will make your trip amazing. With AARP Travel Center's York Harbor hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in York Harbor
York Harbor has around 12,862 people that make this city their home. If you needed a break from the bustle of a big city, then you picked the right town. If you want to take walk through the past, then you are in luck as York Harbor has a rich historic district.
If you are looking for more, then head over to our "Things to Do" page for more inspiration or to book an activity in York Harbor.
Book Together and Save
As an AARP Member, you get to cash in on all the great savings. You'll save on select hotels worldwide, flights, and even car rentals. No matter what vacation package you choose, your membership savings helps you get a great deal. So what are you waiting for? Bundle now and get ready for your York Harbor vacation.
Top Hotel Deals
Ashworth by the Sea
295 Ocean Blvd Hampton NH
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
Ocean Sands at York Beach
277 Long Beach Avenue York Beach ME
Book a stay at this beach motel in York Beach. Enjoy an outdoor pool, parking (surcharge), and a garden. Our guests praise the pool and the helpful staff in ...
Ocean Surf at York Beach
780 York Street (Rte 1A) York Beach ME
Book a stay at this beach motel in York Beach. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the pool and the helpful staff ...
Ogunquit - The Milestone
687 Main Street Ogunquit ME
Book a stay at this business-friendly motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Ogunquit River Inn & Suites
17 Post Road Ogunquit ME
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Ogunquit Tides Resort
548 Main Street (U.S. Route 1) Ogunquit ME
Book a stay at this beach motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. ...
Lamie's Inn and The Old Salt Restaurant
490 Lafayette Rd Hampton NH
Book a stay at this business-friendly inn in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff ...
Stage Run By The Sea
2 Kingfield Avenue at U.S Route One Ogunquit ME
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit ...
The Beach House Inn
211 Beach Avenue Kennebunk ME
Book a stay at this beach hotel in Kennebunk. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms ...
Hampton Village Inn
660 Lafayette Road Hampton NH
Stay at this hotel in Hampton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Breakers by the Sea
409 Ocean Blvd Hampton NH
Book a stay at this beach hotel in Hampton. Enjoy free WiFi, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
Anchor Inn and Cottages Wells-Ogunquit
424 Post Rd Wells ME
Stay at this motel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Wells-Ogunquit Resort Motel & Cottages
203 Post Road Wells ME
Book a stay at this business-friendly hotel in Wells. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$132
Roundtrip
found 4 days ago
Thu, Oct 8 - Fri, Oct 16
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$237
Roundtrip
found 6 days ago
Wed, Aug 26 - Wed, Sep 9
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$247
Roundtrip
found 1 day ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$248
Roundtrip
found 1 day ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$267
Roundtrip
found 1 day ago
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All accommodation types in York Harbor
More Types of Hotels
- Hotels with Bars in York Harbor
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- Hotels with Hot Tubs in York Harbor
- Hotels with Complimentary Breakfast in York Harbor
- Oceanfront Hotels in York Harbor
- Smoke Free Hotels in York Harbor
- Hotel with wifi in York Harbor
- Hotels with Air Conditioning in York Harbor
- Beach Hotels in York Harbor
- Hotels with Balconies in York Harbor
- Hotels with a Pool in York Harbor
- Hotels with Fireplaces in York Harbor
- Hotel with a Concierge in York Harbor
- Hotels with Tennis Courts in York Harbor
- Hotels on the River in York Harbor
- Resorts & Hotels with Spas in York Harbor
- Lakefront Hotels in York Harbor
- Hotels with an Indoor Pool in York Harbor
- Luxury Hotels in York Harbor
- Family Hotels in York Harbor