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York Harbor Vacation Packages

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York Harbor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Beach Rose Inn

The Beach Rose Inn

2.5 out of 5
Price was $339, price is now $273 per person
$273
per person
Feb 1 - Feb 6
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this motel in Wells. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $901, price is now $681 per person
$681
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Fore Street Gallery are located nearby.
Hampton Inn & Suites Wells-Ogunquit

Hampton Inn & Suites Wells-Ogunquit

2.5 out of 5
Price was $483, price is now $375 per person
$375
per person
Feb 1 - Feb 6
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this business-friendly hotel in Wells. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $836, price is now $652 per person
$652
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $484, price is now $379 per person
$379
per person
Feb 1 - Feb 6
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $628, price is now $503 per person
$503
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Kennebunkport Village Green are located nearby.
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
Price was $822, price is now $662 per person
$662
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tate House Museum and Thompson's Point are located nearby.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Price was $748, price is now $602 per person
$602
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Happy Wheels Skate Center and Fore River Sanctuary are located nearby.

York Harbor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $628, price is now $503 per person
$503
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $901, price is now $681 per person
$681
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was $836, price is now $652 per person
$652
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
Price was $822, price is now $662 per person
$662
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)

York Harbor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Beach Rose Inn

The Beach Rose Inn

2.5 out of 5
Price was $339, price is now $273 per person
$273
per person
Feb 1 - Feb 6
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Hampton Inn & Suites Wells-Ogunquit

Hampton Inn & Suites Wells-Ogunquit

2.5 out of 5
Price was $483, price is now $375 per person
$375
per person
Feb 1 - Feb 6
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $484, price is now $379 per person
$379
per person
Feb 1 - Feb 6
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Meadowmere Resort

Meadowmere Resort

2.5 out of 5
Price was $659, price is now $534 per person
$534
per person
Feb 1 - Feb 6
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Jan 29 - Sun, Feb 1
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jan 29 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Feb 1, priced at $102 found 1 day ago
Breeze Airways
Sat, Jan 17 - Sun, Jan 18
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$110 Roundtrip, found 14 hours ago
$110
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Sat, Jan 17 from Orlando Intl. to Portsmouth Intl., returning Sun, Jan 18, priced at $110 found 14 hours ago
Bargain Flight
Mon, Jan 5 - Sat, Jan 17
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$184 Roundtrip, found 10 hours ago
$184
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Mon, Jan 5 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Jan 17, priced at $184 found 10 hours ago
American Airlines
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Thu, May 28, priced at $187 found 2 days ago