Search Deals onYork Harbor Vacation Packages
York Harbor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview
per person
Apr 24 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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 bar and the helpful staff in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.
Blind Tiger Portland – Carleton Street
per person
Apr 24 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Neal S. Dow House are located nearby.
Portland Harbor Hotel
per person
Apr 24 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
Inn By The Sea
per person
Apr 24 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 4-star beach hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
White Barn Inn & Spa, Auberge Resorts Collection
per person
Apr 3 - Apr 6
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 5-star luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions St. Anthony's Franciscan Monastery and Kennebunkport Village Green are located nearby.
The Weldon Hotel
per person
Apr 24 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Victoria Mansion are located nearby.
Blind Tiger Portland - Danforth Street.
per person
Apr 24 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions State Theatre and Thompson's Point are located nearby.
Longfellow Hotel
per person
Apr 24 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Thompson's Point and Center for Cultural Exchange are located nearby.
York Harbor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
York Harbor Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Feb 19 - Mon, Feb 24
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Fri, Apr 4 - Mon, Apr 7
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$102 Roundtrip, found 23 hours ago
$102
Roundtrip
found 23 hours ago
Sat, Jun 7 - Wed, Jul 23
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago
Mon, Mar 31 - Tue, Apr 1
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
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