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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.
84 Main

84 Main

4 out of 5
Price was $673, price is now $521 per person
$521
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip flight included
Washington (DCA) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $832, price is now $618 per person
$618
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Price was $1,231, price is now $918 per person
$918
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Mall and Cathedral of the Immaculate Conception are located nearby.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Price was $1,284, price is now $968 per person
$968
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Maine Mall and Victoria Mansion are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $1,147, price is now $879 per person
$879
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Maine Mall and Cross Insurance Arena are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $1,395, price is now $1,098 per person
$1,098
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Maine Mall and Victoria Mansion are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,307, price is now $1,063 per person
$1,063
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this 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.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $1,044, price is now $853 per person
$853
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Maine Mall and Fore Street Gallery are located nearby.

Westbrook Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $832, price is now $618 per person
$618
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 $1,231, price is now $918 per person
$918
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,284, price is now $968 per person
$968
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,147, price is now $879 per person
$879
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)

Westbrook Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

3 out of 5
Price was $709, price is now $580 per person
$580
per person
May 15 - May 20
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,094, price is now $728 per person
$728
per person
May 15 - May 20
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $993, price is now $715 per person
$715
per person
May 15 - May 20
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was $863, price is now $623 per person
$623
per person
May 15 - May 20
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

Top Flight Deals

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

Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $190 found 1 day ago
American Airlines
Fri, Mar 27 - Mon, Apr 6
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Mar 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 6, priced at $214 found 4 days ago
Bargain Flight
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 11 hours ago
$221
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Mon, May 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, May 27, priced at $221 found 11 hours ago
Delta
Wed, Apr 15 - Mon, Apr 27
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 15 from Tampa Intl. to Portland Intl. Jetport, returning Mon, Apr 27, priced at $228 found 1 day ago