Search Deals onWindham Vacation Packages
Windham Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Inn at Diamond Cove
Save 100% on your flight
per person
Jul 25 - Jul 28
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Thompson's Point and Little Diamond Island are located nearby.
Admiral Peary Inn
Save 100% on your flight
per person
Jul 12 - Jul 19
found 9 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Portland (PWM)
Stay at this 3-star B&B in Fryeburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Fryeburg Public Library and Bradley Memorial Park are located nearby.
Ogunquit River Inn & Suites
Save 100% on your flight
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Portland Harbor Hotel
Save 100% on your flight
per person
Jul 25 - Jul 28
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) 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.
AWOL Kennebunkport
Save 100% on your flight
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star 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 Docent's Collection
Save 100% on your flight
per person
Jul 12 - Jul 19
found 9 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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.
Cambria Hotel Portland Downtown-Old Port
Save 100% on your flight
per person
Jul 25 - Jul 28
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
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 and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Windham Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windham Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Jun 21 - Sat, Jun 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$131 Roundtrip, found 2 days ago
$131
Roundtrip
found 2 days ago
Mon, Jul 14 - Wed, Jul 16
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$155 Roundtrip, found 6 days ago
$155
Roundtrip
found 6 days ago
Tue, Jun 10 - Wed, Jun 18
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Sat, Jul 5 - Tue, Jul 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
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