Search Deals onChebeague Island Vacation Packages
Chebeague Island 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
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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 State Theatre and Thompson's Point are located nearby.
The Docent's Collection
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) 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 State Theatre and Thompson's Point are located nearby.
Blind Tiger Portland - Danforth Street.
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions State Theatre and Thompson's Point are located nearby.
Cliff House Maine
Save 100% on your flight
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Green Bay (GRB) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Inn By The Sea
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Portland (PWM)
Stay at this 4-star 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.
The Weldon Hotel
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Portland (PWM)
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions State Theatre and Thompson's Point are located nearby.
River View Resort
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Green Bay (GRB) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and 4 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.
Chebeague Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chebeague Island 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.
Tue, Jul 22 - Sat, Aug 2
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$150 Roundtrip, just found
$150
Roundtrip
just found
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
Tue, Aug 5 - Wed, Aug 13
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Fri, Oct 3 - Tue, Oct 7
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Old Orchard Beach Pier Vacations
- Thompson's Point Vacations
- Maine Mall Vacations
- LL Bean Flagship Store Vacations
- State Theatre Vacations
- Portland Head Light Vacations
- Bowdoin College Vacations
- Higgins Beach Vacations
- Palace Playland Vacations
- Maine Medical Center Vacations
- Casco Bay Lines Ferry Terminal Vacations
- 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 Chebeague Island
- Car rentals in Portland
- Car rentals in Old Orchard Beach
- Car rentals in South Portland
- Car rentals in Scarborough
- Car rentals in Freeport
- Car rentals in Brunswick
- Car rentals in Saco
- Car rentals in Cape Elizabeth
- Car rentals in Raymond
- Car rentals in Georgetown
- Car rentals in Bath
- Car rentals in Phippsburg