Search Deals on
Woolwich Vacation Packages

Build your package with 2 more options

Woolwich Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was $1,219, price is now $945 per person
$945
per person
Jul 12 - Jul 17
found 3 hours ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Orchard Beach and Saco Museum are located nearby.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,872, price is now $1,334 per person
$1,334
per person
Jul 14 - Jul 21
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
Book a stay at this 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.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,789, price is now $1,282 per person
$1,282
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Marginal Way and Ogunquit Beach are located nearby.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,774, price is now $1,296 per person
$1,296
per person
Aug 17 - Aug 22
found 5 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. 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

Portland Harbor Hotel

4 out of 5
Price was $1,697, price is now $1,278 per person
$1,278
per person
Aug 8 - Aug 12
just found
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,448, price is now $1,105 per person
$1,105
per person
Sep 1 - Sep 4
found 7 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this 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.
Old Orchard Beach Motel

Old Orchard Beach Motel

2 out of 5
Save 100% on your flight
Price was $1,333, price is now $1,031 per person
$1,031
per person
Aug 8 - Aug 13
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Stay at this motel in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Old Orchard Beach and Palace Playland are located nearby.
Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
Price was $2,164, price is now $1,693 per person
$1,693
per person
Aug 17 - Aug 22
found 5 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Augusta (AUG)
Stay at this hotel in Boothbay Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Burnt Island Living Lighthouse and Boothbay Harbor Memorial Library are located nearby.

Woolwich Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,448, price is now $1,105 per person
$1,105
per person
Sep 1 - Sep 4
found 7 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,789, price is now $1,282 per person
$1,282
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,697, price is now $1,278 per person
$1,278
per person
Aug 8 - Aug 12
just found
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $2,527, price is now $1,938 per person
$1,938
per person
Aug 19 - Aug 23
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)

Woolwich Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
Price was $729, price is now $558 per person
$558
per person
Aug 8 - Aug 13
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,872, price is now $1,334 per person
$1,334
per person
Jul 14 - Jul 21
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,774, price is now $1,296 per person
$1,296
per person
Aug 17 - Aug 22
found 5 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to Portland (PWM)
Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
Price was $2,830, price is now $2,072 per person
$2,072
per person
Jul 27 - Aug 1
just found
Roundtrip flight included
Dallas (DFW) to Augusta (AUG)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $188 found 4 days ago
United
Tue, Jun 16 - Wed, Jun 17
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$192 Roundtrip, found 5 days ago
$192
Roundtrip
found 5 days ago
Select United flight, departing Tue, Jun 16 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Wed, Jun 17, priced at $192 found 5 days ago
Bargain Flight
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$198 Roundtrip, found 5 days ago
$198
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $198 found 5 days ago
JetBlue Airways
Tue, Aug 4 - Wed, Aug 12
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$203 Roundtrip, found 5 days ago
$203
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 4 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 12, priced at $203 found 5 days ago