Search Deals onWinthrop Vacation Packages
Winthrop Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
Price was $946, price is now $637 per person
$637
per person
Dec 18 - Dec 21
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.
Ashworth by the Sea
Save 100% on your flight
Price was $1,155, price is now $712 per person
$712
per person
Nov 27 - Dec 5
found 20 hours ago
Roundtrip flight included
Dallas (DFW) 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.
The hotel is right across from the beach. Lovely place
Reviewed on Oct 14, 2026
Boston Harbor Hotel
Save 100% on your flight
Price was $1,104, price is now $695 per person
$695
per person
Dec 28 - Dec 30
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
Save 100% on your flight
Price was $2,910, price is now $1,895 per person
$1,895
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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
Save 100% on your flight
Price was $2,830, price is now $1,904 per person
$1,904
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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
Save 100% on your flight
Price was $3,299, price is now $2,235 per person
$2,235
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, 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
Boston Lodge and Suites
Price was $1,177, price is now $803 per person
$803
per person
Dec 4 - Dec 7
found 1 hour ago
Roundtrip flight included
Dallas (DAL) 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.
The Newbury Boston
Save 100% on your flight
Price was $2,640, price is now $1,873 per person
$1,873
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Incredible hospitality
Reviewed on Oct 13, 2026
Winthrop Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winthrop 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, Jan 15 - Sat, Jan 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$300 Roundtrip, found 3 days ago
$300
Roundtrip
found 3 days ago
Tue, Nov 24 - Thu, Nov 26
LAX
Los Angeles Intl.
BOS
Logan Intl.
$333 Roundtrip, found 1 day ago
$333
Roundtrip
found 1 day ago
Thu, Nov 12 - Sat, Nov 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$337 Roundtrip, found 21 hours ago
$337
Roundtrip
found 21 hours ago
Fri, Nov 6 - Wed, Nov 11
PDX
Portland Intl.
BOS
Logan Intl.
$341 Roundtrip, found 13 hours ago
$341
Roundtrip
found 13 hours ago
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