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A lush green landscape with a winding river and multiple ponds.

Westport
Massachusetts
United States of America
North America
Hotwire.com

Westport Flight + Hotel Packages

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

Ashworth by the Sea

3 out of 5

Price was $526, price is now $365 per person

$365

per person

Dec 3 - Dec 6

found 9 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Beach and Hampton Beach Casino are located nearby.

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5

Price was $1,044, price is now $624 per person

$624

per person

Dec 1 - Dec 4

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 clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.

Boston Lodge and Suites

4 out of 5

Save 100% on your flight

Price was $1,140, price is now $726 per person

$726

per person

Dec 27 - Dec 30

found 23 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) 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.

Raffles Boston

5 out of 5

Save 100% on your flight

Price was $2,802, price is now $1,841 per person

$1,841

per person

Nov 21 - Nov 27

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.

A stunning hotel with super helpful staff. Would highly recommend the Raffles, from start to finish it was excellent and we’ll definitely be back.

Reviewed on Oct 14, 2026

Four Seasons Hotel Boston

5 out of 5

Save 100% on your flight

Price was $1,888, price is now $1,248 per person

$1,248

per person

Dec 18 - Dec 21

found 19 hours 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.

Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in. On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.

Reviewed on Oct 6, 2026

The Langham, Boston

5 out of 5

Price was $1,400, price is now $953 per person

$953

per person

Dec 1 - Dec 4

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 clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Harbor are located nearby.

Boston Harbor Hotel

5 out of 5

Save 100% on your flight

Price was $1,003, price is now $685 per person

$685

per person

Dec 23 - Dec 25

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 Faneuil Hall Marketplace and Boston Harbor are located nearby.

Great location

Reviewed on Oct 13, 2026

Mandarin Oriental, Boston

5 out of 5

Save 100% on your flight

Price was $1,604, price is now $1,121 per person

$1,121

per person

Dec 18 - Dec 21

found 20 hours 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.