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Westbrook Vacation Packages

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Westbrook Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,007, price is now $633 per person
$633
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)
Book a stay at this 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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,472, price is now $881 per person
$881
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Ogunquit Beach and Perkins Cove are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $1,798, price is now $1,180 per person
$1,180
per person
Aug 26 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 State Theatre and Thompson's Point are located nearby.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,597, price is now $1,070 per person
$1,070
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Save 100% on your flight
Price was $2,179, price is now $1,500 per person
$1,500
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions State Theatre and Thompson's Point are located nearby.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,607, price is now $1,831 per person
$1,831
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Thompson's Point and Portland Head Light are located nearby.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,010, price is now $715 per person
$715
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
Save 100% on your flight
Price was $1,266, price is now $955 per person
$955
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.

Westbrook Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,007, price is now $633 per person
$633
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,597, price is now $1,070 per person
$1,070
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $1,259, price is now $845 per person
$845
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $2,293, price is now $1,574 per person
$1,574
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Portland (PWM)

Westbrook Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,798, price is now $1,180 per person
$1,180
per person
Aug 26 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $2,238, price is now $1,291 per person
$1,291
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $2,179, price is now $1,500 per person
$1,500
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,607, price is now $1,831 per person
$1,831
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Top Flight Deals

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

Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 3 days ago
$221
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $221 found 3 days ago
Bargain Flight
Tue, Jul 7 - Fri, Jul 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$224 Roundtrip, found 16 hours ago
$224
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Tue, Jul 7 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Jul 10, priced at $224 found 16 hours ago
United
Sun, Jun 28 - Sat, Jul 4
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$264 Roundtrip, found 16 hours ago
$264
Roundtrip
found 16 hours ago
Select United flight, departing Sun, Jun 28 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sat, Jul 4, priced at $264 found 16 hours ago
JetBlue Airways
Sun, Jul 12 - Thu, Jul 16
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$297 Roundtrip, found 13 hours ago
$297
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Sun, Jul 12 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Thu, Jul 16, priced at $297 found 13 hours ago