Search Deals onWinthrop Vacation Packages
Winthrop Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Lighthouse Inn
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Boston (BOS)
Stay at this 3-star beach hotel in West Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Hyannis Harbor and Bass River Lighthouse are located nearby.

Life House, Nantucket
Save 100% on your flight
per person
Jun 7 - Jun 14
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 3.5-star hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions First Congregational Church and Jethro Coffin House are located nearby.

Edgewater Beach Resort, a VRI resort
Save 100% on your flight
per person
Jun 7 - Jun 14
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 3.5-star beach aparthotel in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Pleasant Road Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are located nearby.

An English Garden Bed & Breakfast
Save 100% on your flight
per person
Jun 7 - Jun 14
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 3-star beach B&B in Dennis Port. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Sea Street Beach are located nearby.

The Langham, Boston
Save 100% on your flight
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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 New England Aquarium are located nearby.

John Carver Inn & Spa
Save 100% on your flight
per person
May 21 - May 28
found 10 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Stay at this 3-star spa hotel in Plymouth. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Plymouth Rock and Plymouth Harbor are located nearby.

Sea Mist Resort
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Boston (BOS)
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Cape Cod Children's Museum are located nearby.

Blue Water Resort
Save 100% on your flight
per person
Jun 7 - Jun 14
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 3-star beach resort in South Yarmouth. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
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.

Tue, Apr 29 - Tue, May 6
LAX
Los Angeles Intl.
BOS
Logan Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago

Wed, Aug 13 - Tue, Aug 19
PDX
Portland Intl.
BOS
Logan Intl.
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago

Tue, Jun 10 - Sun, Jun 22
PVG
Pudong Intl.
BOS
Logan Intl.
$1,121 Roundtrip, found 1 day ago
$1,121
Roundtrip
found 1 day ago

Mon, May 5 - Sat, May 10
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,248 Roundtrip, found 5 days ago
$1,248
Roundtrip
found 5 days ago
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