Durham Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Durham Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
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.
Blind Tiger Portland – Carleton Street
West End
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 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Kennebunkport Captains Collection
Save 100% on your flight
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
The McKernan Inn
Save 100% on your flight
per person
Jun 19 - 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.
Blind Tiger Portland - Danforth Street.
West End
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 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Top Hotel Deals
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
36.56 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 ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET, Portland, ME
36.03 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 ...
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St, Portland, ME
36.45 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 ...
Hampton Inn Portland Downtown - Waterfront
209 Fore St, Portland, ME
36.33 km from city center
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 ...
AC Hotel by Marriott Portland Downtown/Waterfront, ME
158 Fore St, Portland, ME
36.14 km from city center
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
The Press Hotel, Marriott Autograph Collection
119 Exchange Street, Portland, ME
36.48 km from city center
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Residence Inn by Marriott Portland Downtown Waterfront
145 Fore Street, Portland, ME
36.03 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
The Freeport Hotel, Ascend Hotel Collection
506 Us Route 1, Freeport, ME
14.9 km from city center
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Harraseeket Inn & Event House
162 Main St, Freeport, ME
12.6 km from city center
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1, Freeport, ME
15.21 km from city center
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
Residence Inn Bath Brunswick Area
139 Richardson St., Bath, ME
24.77 km from city center
Book a stay at this business-friendly hotel in Bath. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the property ...
Travelers Inn
130 Pleasant St, Brunswick, ME
13.02 km from city center
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn Brunswick
199 Pleasant St, Brunswick, ME
12.34 km from city center
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 2 days ago
$153
Roundtrip
found 2 days ago
Sun, Aug 17 - Tue, Aug 19
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Fri, May 16 - Sat, May 24
TTN
Mercer
PWM
Portland Intl. Jetport
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Sat, Jun 28 - Sat, Jul 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
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