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South Portland Vacation Packages

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A lighthouse on a rocky outcrop by the sea, with a metal railing and a cloudy sky.

South Portland
Maine
United States of America
North America
Hotwire.com

South Portland Flight + Hotel Packages

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

Boston Lodge and Suites

4 out of 5

Price was $1,420, price is now $562 per person

$562

per person

Nov 3 - Nov 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this 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.

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Luxury Apartments by Hyatus at Boston Everett

5 out of 5

Price was $2,855, price is now $1,532 per person

$1,532

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this luxury apartment in Everett. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Iris Hotel Boston

4 out of 5

Save 100% on your flight

Price was $1,206, price is now $666 per person

$666

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.

Boston Harbor Hotel

5 out of 5

Save 100% on your flight

Price was $1,604, price is now $916 per person

$916

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this 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.

It was great - def will stay again

Reviewed on Aug 25, 2026

Four Seasons Hotel Boston

5 out of 5

Save 100% on your flight

Price was $1,935, price is now $1,207 per person

$1,207

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.

Amazing staff great hotel very comfortable with a great vibe to it.

Reviewed on Aug 25, 2026

Mandarin Oriental, Boston

5 out of 5

Save 100% on your flight

Price was $1,516, price is now $968 per person

$968

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Raffles Boston

5 out of 5

Save 100% on your flight

Price was $2,167, price is now $1,451 per person

$1,451

per person

Nov 3 - Nov 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this 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.

Boutique hotel feel . It was an excellent stay, staff is awesome, location is great. Those sheets are heavenly, I have been told they are French.

Reviewed on Aug 24, 2026

Blind Tiger Portland - Danforth Street.

3.5 out of 5

Save 100% on your flight

Price was $3,267, price is now $2,210 per person

$2,210

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.

Perfect location & beautiful stay! Very unique property. Great recommendations & lovely hospitality. We will definitely come back the next time we’re in Portland! :)

Reviewed on Aug 23, 2026