Search Deals onWindham Vacation Packages
Windham Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Save 100% on your flight
per person
Jul 25 - Jul 28
found 4 hours ago
Roundtrip 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.
The McKernan Inn
Save 100% on your flight
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) 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.
Portland Harbor Hotel
Save 100% on your flight
per person
Jul 25 - Jul 28
found 4 hours 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.
Inn at Diamond Cove
Save 100% on your flight
per person
Jul 25 - Jul 28
found 4 hours 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.
Cambria Hotel Portland Downtown-Old Port
Save 100% on your flight
per person
Jul 25 - Jul 28
found 4 hours 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.
Blind Tiger Portland – Carleton Street
Save 100% on your flight
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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.
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
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Windham
- Car rentals in Portland
- Car rentals in Old Orchard Beach
- Car rentals in Kennebunkport
- Car rentals in South Portland
- Car rentals in Scarborough
- Car rentals in Bridgton
- Car rentals in Freeport
- Car rentals in Saco
- Car rentals in Raymond
- Car rentals in Cape Elizabeth
- Car rentals in Brunswick
- Car rentals in Biddeford