Winthrop Beach

As seen from Deer Island, this is the town of Winthrop, just north of Boston, MA. It's a cute, condensed town with houses stacked right on top of each other on the hills. The long beach (the end of which you can see in the photo) is a great place to walk in winter, and of course is packed in the summer. Get there early to find a parking space!
As seen from Deer Island, this is the town of Winthrop, just north of Boston, MA. It's a cute, condensed town with houses stacked right on top of each other on the hills. The long beach (the end of which you can see in the photo) is a great place to walk in winter, and of course is packed in the summer. Get there early to find a parking space!

Plan a trip to see Winthrop Beach

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

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was ₹120,790, price is now ₹77,570 per person
₹77,570
per person
30 Mar - 4 Apr
found 7 hours ago
Return flight included
Chicago (CHI) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
I had a pleasant stay there. The receptionists are so nice and helpful. I came early before the checking time but they let me in. Extending reservation was also easy and they're helpful. They let me come back in after my buses were cancelled, and that's a very great service. They provided good amenities too. So far, it's been a comfortable stay in the hotel; and the location is quite near with the north station and stores if you need to buy meals just in case.

Reviewed on 24 Feb 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ₹238,390, price is now ₹125,647 per person
₹125,647
per person
30 Mar - 4 Apr
found 7 hours ago
Return flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on 25 Jan 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ₹230,063, price is now ₹149,497 per person
₹149,497
per person
30 Mar - 4 Apr
found 7 hours ago
Return flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!

Reviewed on 24 Feb 2026

Popular places to visit

As seen from Deer Island, this is the town of Winthrop, just north of Boston, MA. It's a cute, condensed town with houses stacked right on top of each other on the hills. The long beach

Winthrop Shore Reservation

You can take time to visit Winthrop Shore Reservation during your travels to Winthrop. Stroll along this family-friendly area's beaches or simply enjoy its restaurants.

Winthrop Shore Reservation
The location of Boston 's sewage treatment plant, but also home to some stunning sunsets.

Deer Island Park

Explore the great outdoors at Deer Island Park, a lovely green space in Boston. Amble around this vibrant area's waterfront or experience its fascinating museums.

Deer Island Park
Revere Beach

Revere Beach

If a restful holiday is part of your travel plans, Revere Beach might be the perfect place to visit during your trip to Revere. Visit the shops and top-notch restaurants in this family-friendly area.

Revere Beach
Across from Kelly's-place for everyone to eat, and go jump in the ocean!

Revere Beach Reservation

You can take time to visit Revere Beach Reservation during your travels to Revere. Visit the shops and top-notch restaurants in this family-friendly area.

Revere Beach Reservation
Castle Island showing a garden, a river or creek and a city

Castle Island

The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.

Castle Island
A sandy path through the dunes and grass leading to the beach on the Cape Cod National Seashore on a blue sky summer day. Waves are visible in the blue ocean and green grasses are growing on a hot day

Pond Beach

Why not spend a lazy afternoon at Pond Beach during your trip to Nahant? Wander the beaches and seaside while you're in the area.

Pond Beach

Top Hotel Deals

The Winthrop Arms Hotel And Restaurant

The Winthrop Arms Hotel And Restaurant

3 out of 5
130 Grovers Ave. Winthrop MA
The Winthrop Arms Hotel And Restaurant
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
Hilton Boston Logan Airport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Seaport Hotel Boston
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
230 Lee Burbank Hwy Revere MA
Hampton Inn Boston - Logan Airport
Holiday Inn Express Boston Logan Airport - Revere by IHG

Holiday Inn Express Boston Logan Airport - Revere by IHG

2.5 out of 5
245 REVERE BEACH PARKWAY BLDG Revere MA
Holiday Inn Express Boston Logan Airport - Revere by IHG
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Omni Boston Hotel at the Seaport
Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

3 out of 5
100 Boardman St Boston MA
Hilton Garden Inn Boston Logan Airport
Staybridge Suites Boston Logan Airport - Revere by IHG

Staybridge Suites Boston Logan Airport - Revere by IHG

3 out of 5
245 REVERE BEACH PARKWAY Revere MA
Staybridge Suites Boston Logan Airport - Revere by IHG
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
Hyatt Regency Boston Harbor
See all 3,723 properties in Winthrop Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.