New Gloucester Vacations
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New Gloucester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland
Nasons Corner
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Chebeague Island Inn
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Stay at this 4-star 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.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
Waldo Emerson Inn
Save 100% on your flight
per person
Jun 18 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.
The McKernan Inn
Save 100% on your flight
per person
Jun 18 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.
The Weldon Hotel
Downtown Portland
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
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The Westin Portland Harborview
157 High St, Portland, ME
34.31 km from city center
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
Portland Harbor Hotel
468 Fore Street, Portland, ME
34.27 km from city center
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 ...
Clarion Hotel Portland
1230 Congress St, Portland, ME
34.07 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET, Portland, ME
33.63 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Inn at St John Portland In-Town
939 Congress St, Portland, ME
34.38 km from city center
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham Portland
340 Park Ave, Portland, ME
34.14 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
34.05 km from city center
Stay at this 3.5-star 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 ...
Aloft Portland Downtown Waterfront ME
379 Commercial Street, Portland, ME
34.69 km from city center
Stay at this 3-star hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the bar and the helpful staff ...
Holiday Inn Portland-By the Bay by IHG
88 Spring St, Portland, ME
34.44 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Canopy by Hilton Portland Waterfront
9 Center Street, Portland, ME
34.4 km from city center
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St, Portland, ME
34.03 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Hyatt Place Portland-Old Port
433 Fore St, Portland, ME
34.21 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street, Portland, ME
34.72 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, May 29 - Wed, Jun 4
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 16 hours ago
$153
Roundtrip
found 16 hours ago
Sun, Aug 17 - Tue, Aug 19
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Wed, Sep 3 - Wed, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Fri, Jul 4 - Wed, Jul 16
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
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