If your idea of a fantastic vacation means being by the water, visit Little Brewster. Whatever you choose to do here, you're unlikely to get bored of those pretty views.

Lots of travelers to Boston have this water-surrounded land mass on their to-do list. But Little Brewster is just one of many spots worth visiting in this area. If you've got time on your side, Winthrop Beach will keep you entertained.

Plan a trip to see Little Brewster

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

YOTEL Boston

Seaport District

Save 100% on your flight

$260

per person

Feb 5 - Feb 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.6/10 Excellent! (2,315 reviews)

The room was perfect for one person. There were plenty of spaces to put/store items. The room was clean and it was easy to control the temperature! The desk area was very helpful to have.

Reviewed on Nov 26, 2025

Boston Lodge and Suites

Dorchester

$314

per person

Jan 23 - Jan 26

found 9 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.4/10 Very Good! (188 reviews)

Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

Eurostars The Boxer

West End

Save 100% on your flight

$310

per person

Feb 5 - Feb 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.6/10 Excellent! (1,337 reviews)

Close to everything! Cozy rooms. Friendly staff.

Reviewed on Nov 26, 2025

Browse tours and tickets to explore Little Brewster

Tours & day trips

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Boston Old Town Trolley Hop-on Hop-Off City Tour

Free cancellation available

Private & custom tours

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Boston: Helicopter Skyline Tour

Free cancellation available

Food, drink & nightlife

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City Cruises Boston: Signature Lunch Cruise

Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

Classes & workshops

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Italian Dinner with Tiramisu Finale in Boston

Popular places to visit

Boston Harbor Islands State Park

5/5(1 review)

Discover the hiking trails, historic forts and majestic lighthouses that are sprinkled across this group of 34 islands located just off the coast of Boston.

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

Deer Island HarborWalk

You can take time to visit Deer Island HarborWalk during your travels to Boston. Stroll along the waterfront or attend a sporting event in this vibrant area.

Nantasket Beach

4.5/5(6 reviews)

Why not spend a carefree afternoon at Nantasket Beach during your travels in Boston? Discover the area's sunrises and shops.

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 Beach

Why not spend a lazy afternoon at Winthrop Beach during your trip to Winthrop? Wander the beaches and seaside in this family-friendly area.

Hull Lifesaving Museum

You can browse the exhibits at Hull Lifesaving Museum, a museum with a storied past, during your travels to Hull. Stroll along the waterfront or attend a sporting event in this vibrant area.