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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.
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Price was $382, price is now $304 per person
$304
per person
Feb 6 - Feb 9
found 12 hours ago
Roundtrip flight included
Dallas (DAL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $493, price is now $317 per person
$317
per person
Feb 6 - Feb 9
found 12 hours ago
Roundtrip flight included
Dallas (DAL) 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 Thompson's Point and Maine Mall are located nearby.
The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Save 100% on your flight
Price was $774, price is now $520 per person
$520
per person
Jan 22 - Jan 26
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,330, price is now $928 per person
$928
per person
Feb 6 - Feb 9
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) 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.
River View Resort

River View Resort

2.5 out of 5
Price was $597, price is now $457 per person
$457
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and 4 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Save 100% on your flight
Price was $665, price is now $512 per person
$512
per person
Jan 22 - Jan 26
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Thompson's Point and Maine Mall 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 $787, price is now $610 per person
$610
per person
Jan 22 - Jan 26
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Snowvillage Inn

Snowvillage Inn

4 out of 5
Price was $540, price is now $430 per person
$430
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 4-star beach B&B in Eaton Center. Enjoy free WiFi, free parking, and a garden. Popular attractions King Pine Ski Area and Conway Lake are located nearby.

Westbrook Vacation Packages 3-4 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 $493, price is now $317 per person
$317
per person
Feb 6 - Feb 9
found 12 hours ago
Roundtrip flight included
Dallas (DAL) to Portland (PWM)
The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Downtown Portland
Save 100% on your flight
Price was $774, price is now $520 per person
$520
per person
Jan 22 - Jan 26
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,330, price is now $928 per person
$928
per person
Feb 6 - Feb 9
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
River View Resort

River View Resort

2.5 out of 5
Price was $597, price is now $457 per person
$457
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop 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
Wed, Nov 19 - Wed, Dec 3
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$159 Roundtrip, found 9 hours ago
$159
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Nov 19 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Dec 3, priced at $159 found 9 hours ago
American Airlines
Thu, Jan 15 - Mon, Jan 19
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jan 15 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Jan 19, priced at $189 found 1 day ago
American Airlines
Thu, Jan 1 - Sat, Jan 10
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, just found
$201
Roundtrip
just found
Select American Airlines flight, departing Thu, Jan 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Jan 10, priced at $201 just found
United
Thu, Nov 27 - Wed, Dec 3
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$225 Roundtrip, just found
$225
Roundtrip
just found
Select United flight, departing Thu, Nov 27 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Dec 3, priced at $225 just found