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Gray Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Oxford

Hampton Inn Oxford

2.5 out of 5
Price was $1,040, price is now $833 per person
$833
per person
Jun 23 - Jun 30
just found
Roundtrip flight included
Houston (IAH) to Portland (PWM)
Book a stay at this business-friendly hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oxford Casino and The Willows Flea Market are located nearby.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,423, price is now $952 per person
$952
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Orchard Beach and Saco Museum are located nearby.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,603, price is now $1,148 per person
$1,148
per person
Jun 23 - Jun 30
just found
Roundtrip flight included
Houston (IAH) to Portland (PWM)
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 rooms in our reviews. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Save 100% on your flight
Price was $2,929, price is now $2,118 per person
$2,118
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Save 100% on your flight
Price was $1,822, price is now $1,398 per person
$1,398
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
Save 100% on your flight
Price was $1,929, price is now $1,513 per person
$1,513
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Hidden Pond

Hidden Pond

4 out of 5
Save 100% on your flight
Price was $5,007, price is now $4,073 per person
$4,073
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Book a stay at this beach hotel in Kennebunkport. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Dock Square and Goose Rocks Beach are located nearby.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Save 100% on your flight
Price was $2,855, price is now $2,362 per person
$2,362
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this 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 Wells Beach are located nearby.

Gray Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was $857, price is now $656 per person
$656
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,321, price is now $1,002 per person
$1,002
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,462, price is now $1,118 per person
$1,118
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $1,217, price is now $970 per person
$970
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Portland (PWM)

Gray Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,423, price is now $952 per person
$952
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,603, price is now $1,148 per person
$1,148
per person
Jun 23 - Jun 30
just found
Roundtrip flight included
Houston (IAH) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,929, price is now $2,118 per person
$2,118
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,822, price is now $1,398 per person
$1,398
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)

Top Flight Deals

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

United
Tue, Jun 16 - Wed, Jun 17
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jun 16 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Wed, Jun 17, priced at $181 found 3 days ago
JetBlue Airways
Sat, Jun 6 - Fri, Jun 12
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jun 6 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Fri, Jun 12, priced at $187 found 1 day ago
Delta
Fri, Jul 3 - Sat, Jul 4
LGA
LaGuardia
PWM
Portland Intl. Jetport
$202 Roundtrip, found 3 days ago
$202
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jul 3 from LaGuardia to Portland Intl. Jetport, returning Sat, Jul 4, priced at $202 found 3 days ago
Breeze Airways
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$229 Roundtrip, found 6 days ago
$229
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Jun 5, priced at $229 found 6 days ago