Dock Square Tours and Activities

A building with a sign reading "Stadium Gallery" and another sign for "Aliss Restaurant".
A street with people walking, a sign for Stadium Gallery, and a restaurant named "John's Restaurant".
A busy street with vintage buildings, a restaurant named 'Harvard Restaurant', and a 'Salisbury Gallery'.
A street with Alisson's Restaurant, a red building with a clock, and a blue building with a sign.
A cluttered indoor market with various stalls selling crafts and souvenirs.

Things to do

Private Sailing Experience along the Southern Maine Coastline

Private Sailing Experience along the Southern Maine Coastline

CA $1,063
per traveller
Private Sailing Experience along the Southern Maine Coastline
See all activities in Kennebunkport

Plan a trip to see Dock Square

Price found within the past 48 hours. Click for updated prices.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $1,348, price is now CA $1,232 per person
CA $1,232
per person
Dec 18 - Dec 21
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $2,162, price is now CA $1,680 per person
CA $1,680
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (419 reviews)

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $1,679, price is now CA $1,432 per person
CA $1,432
per person
Dec 18 - Dec 21
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (199 reviews)
Very helpful and friendly staff

Reviewed on Oct 28, 2026

Stay near popular Dock Square attractions

Dock Square

9.2/10 (419 reviews)
Learn about the local history of Kennebunkport when you take a trip to Dock Square. Wander the beautiful beaches and seaside in the area.
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Best Lodging Options Near Dock Square

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
Kennebunkport Captains Collection
Kings Port Inn

Kings Port Inn

2.5 out of 5
18 Western Ave Kennebunk ME
Kings Port Inn
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square Kennebunkport ME
Kennebunkport Inn
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
34 Maine St Kennebunkport ME
AWOL Kennebunkport
The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave Kennebunkport ME
The Colony Hotel
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
37 Beach Ave Kennebunk ME
White Barn Inn & Spa, Auberge Collection
The Boathouse Waterfront Hotel & Marina

The Boathouse Waterfront Hotel & Marina

3 out of 5
21 Ocean Ave Kennebunkport ME
The Boathouse Waterfront Hotel & Marina
Grand Hotel

Grand Hotel

3 out of 5
1 Chase Hill Rd Kennebunk ME
Grand Hotel
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave Kennebunkport ME
Nonantum Resort
See all 2,626 properties in Dock Square
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.