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New Gloucester Vacation Packages

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New Gloucester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $473, price is now $336 per person
$336
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $574, price is now $386 per person
$386
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Cross Insurance Arena and Fore Street Gallery are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
Price was $627, price is now $449 per person
$449
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Preble and Portland Harbor Museum are located nearby.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Save 100% on your flight
Price was $534, price is now $395 per person
$395
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $796, price is now $621 per person
$621
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Save 100% on your flight
Price was $757, price is now $594 per person
$594
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $514, price is now $403 per person
$403
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 N.W. Barrett Gallery and Fore Street Gallery are located nearby.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
Price was $427, price is now $337 per person
$337
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Maine Jewish Museum and Maine Narrow Gauge Railroad Company and Museum are located nearby.

New Gloucester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $473, price is now $336 per person
$336
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $574, price is now $386 per person
$386
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
Price was $627, price is now $449 per person
$449
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $534, price is now $395 per person
$395
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)

New Gloucester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Casco Bay Inn

Casco Bay Inn

2 out of 5
Price was $736, price is now $652 per person
$652
per person
Mar 1 - Mar 7
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,044, price is now $801 per person
$801
per person
Mar 1 - Mar 7
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $1,098, price is now $968 per person
$968
per person
Mar 1 - Mar 7
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
East Bayside
Price was $870, price is now $769 per person
$769
per person
Mar 1 - Mar 7
found 8 hours ago
Roundtrip 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.

American Airlines
Wed, May 27 - Tue, Jun 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 11 hours ago
$200
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Jun 2, priced at $200 found 11 hours ago
Delta
Mon, Apr 6 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, found 12 hours ago
$209
Roundtrip
found 12 hours ago
Select Delta flight, departing Mon, Apr 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $209 found 12 hours ago
JetBlue Airways
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$220 Roundtrip, found 5 days ago
$220
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, May 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, May 27, priced at $220 found 5 days ago
JetBlue Airways
Wed, May 27 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$276 Roundtrip, found 4 hours ago
$276
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $276 found 4 hours ago