Search Deals onPortland Vacation Packages
Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Ogunquit River Inn & Suites
Save 100% on your flight
per person
Sep 4 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.

The Docent's Collection
Save 100% on your flight
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions State Theatre and Thompson's Point are located nearby.

Portland Harbor Hotel
Save 100% on your flight
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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 State Theatre and Thompson's Point are located nearby.

Cliff House Maine
Save 100% on your flight
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.

Chebeague Island Inn
Save 100% on your flight
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.

Inn By The Sea
Save 100% on your flight
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4-star luxury 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.

Blind Tiger Portland - Danforth Street.
Save 100% on your flight
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.

Kennebunkport Captains Collection
Save 100% on your flight
per person
Sep 24 - Sep 28
found 14 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4.5-star 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 Goose Rocks Beach are located nearby.
Portland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Portland 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.

Tue, Aug 5 - Wed, Aug 13
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago

Tue, Jul 22 - Sat, Aug 2
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago

Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$157 Roundtrip, found 5 hours ago
$157
Roundtrip
found 5 hours ago

Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
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