Search Deals onSouth Portland Vacation Packages
South Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore
Save 100% on your flight
Price was $674, price is now $468 per person
$468
per person
Nov 6 - Nov 10
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Glen Magna Farms are located nearby.
Boston Lodge and Suites
Save 100% on your flight
Price was $1,278, price is now $627 per person
$627
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Cliff House Maine
Save 100% on your flight
Price was $1,266, price is now $821 per person
$821
per person
Nov 11 - Nov 15
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Boston Harbor Hotel
Save 100% on your flight
Price was $1,207, price is now $785 per person
$785
per person
Nov 1 - Nov 3
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
The Godfrey Hotel Boston
Save 100% on your flight
Price was $1,620, price is now $1,070 per person
$1,070
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Raffles Boston
Save 100% on your flight
Price was $2,270, price is now $1,544 per person
$1,544
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Sesuit Harbor House
Save 100% on your flight
Price was $737, price is now $504 per person
$504
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3-star hotel in Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mayflower Beach and Scargo Tower are located nearby.
citizenM Boston North Station
Save 100% on your flight
Price was $1,101, price is now $757 per person
$757
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
South Portland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
South Portland 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.
Fri, Oct 17 - Wed, Oct 22
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Fri, Oct 24 - Sun, Oct 26
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$109 Roundtrip, found 2 days ago
$109
Roundtrip
found 2 days ago
Tue, Sep 16 - Tue, Sep 30
LGA
LaGuardia
PWM
Portland Intl. Jetport
$130 Roundtrip, found 21 hours ago
$130
Roundtrip
found 21 hours ago
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Maine Mall Vacations
- Willard Beach Vacations
- Bug Light Vacations
- Southern Maine Community College Vacations
- Fort Preble Vacations
- South Portland Historical Society Museum Vacations
- Maine Military Museum Vacations
- Lyric Music Theater Vacations
- Engine Vacations
- Old Orchard Beach Pier Vacations
- Thompson's Point 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