Dogtown Tours and Activities

Visit Dogtown

Things to do

Activities

Gloucester travel guide

Things to do

History and Hauntings of Salem Guided Walking Tour

CA $50

per adult

98% of travellers recommend

Salem's Best Ghost Tour

CA $33

per adult

90% of travellers recommend

Freedom Trail and Salem and The Witch Trail Self-Guided Walking Tour Bundle

Freedom Trail & Salem Witch: Self-Guided Walking Tour Bundle

CA $35

per traveller

100% of travellers recommend

Salem 101 General History Tour (Massachusetts)

CA $34

per adult

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

CA $24

per traveller

100% of travellers recommend

Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures

CA $50

per adult

100% of travellers recommend

See all activities in Gloucester

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

Boston Lodge and Suites

Dorchester

CA $841

per person

Jul 24 - Jul 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.4/10 Very Good! (190 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

Boston Harbor Hotel

North End

CA $1,226

per person

Aug 28 - Aug 30

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Boston (BOS)

9.8/10 Exceptional! (1,003 reviews)

We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

By the Sea Guests Bed & Breakfast & Suites

CA $878

per person

Sep 10 - Sep 14

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.2/10 Wonderful! (188 reviews)

It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year

Reviewed on Jun 18, 2026

Popular places to visit

Cape Ann Museum

You can spend an afternoon exploring the galleries in Cape Ann Museum during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.

Wingaersheek Beach

Why not spend a carefree afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.

Maritime Gloucester

You can spend an afternoon studying the exhibits at Maritime Gloucester during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.

Pavilion Beach

Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester?

Fishermen's Memorial Monument

Learn about the local history of Gloucester with a stop at Fishermen's Memorial Monument. Wander the beautiful beaches and seaside in this family-friendly area.

Good Harbor Beach

Why not spend a carefree afternoon at Good Harbor Beach during your travels in Gloucester? Wander the waterfront or discover the area's sunrises.

Best Lodging Options Near Dogtown

Check availability on hotels close to Dogtown

Rockport Inn And Suites

183 Main Street Rockport MA

Castle Manor Inn

141 Essex Avenue Gloucester MA

Sea Lion Motel and Cottages

138 Eastern Avenue Gloucester MA

Beauport Hotel Gloucester

55 Commercial Street Gloucester MA

River Watch: Waterfront home with river views and a private dock.

Gloucester MA

Evensong: Oceanview Retreat with Dock

Gloucester MA

Mill Pond Cottage: Timeless Gloucester Elegance

Gloucester MA

The Vista

22 Thatcher Rd. Gloucester MA

Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam

Gloucester MA

See all 529 properties in Dogtown

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.