The Dockside Guest Quarters Vacation Guide

About the Area

At the Dockside Guest Quarters along the rocky Atlantic shoreline you’ll find the quintessential Maine experience. Many people overlook this beautiful small town thinking it’s necessary to drive hours further north to experience Maine. Just an hour and a half from Boston, York has all the Maine sights you’re looking for including the distinct, jagged coast, lobster boats, quaint neighboring villages, lighthouses and beaches.

Outdoor Activities

best whale watching in maineFishing Charters, Whale Watching, and Lobster Excursions

maine fishing chartersSafari Charters

First Chance Whale Watch

Shearwater Sportfishing Charters

Bunny Clark Deep Sea Fishing

Fish Tale Charters

G Cove Charters


Boat Tours

Finestkind Cruises

Maine State Ferry

Harbor Cruise at Dockside Inn for guests

Maine Windjammer Cruises

Isles Of Shoals Steamship

Silverlining Sailing Charters

Boat Rentals



The Ledges Golf Club

Cape Neddick Country Club

The Links at Outlook

Old Marsh Country Club


Hiking, Biking & Kayaking

Steedman Woods Nature Preserve

Rachel Carson National Wildlife Refuge

Wells Reserve
Harbor Adventures


Mt. Agamenticus


Touring & Sightseeing



Boston, MA

New Hampshire White Mountains




Museums & Historical Sites

Old York

Kittery Historical & Naval Museum

Strawberry Banke Museum

Seashore Trolley Museum

Society for the Preservation of New England Antiquities

Ogunquit Art Museum

Portland Art Museum

George Marshall Store Gallery



Ogunquit Playhouse

Portsmouth Music Hall

Hackmatack Playhouse

Seacoast Repertory Theatre



York Village Shops

Kittery Outlets


Freeport Outlets

Downtown Portsmouth

Rocky Mountain Quilts

Stonewall Kitchen



Dockside Restaurant

Savor a meal, sip a cocktail, and revel in the unparalleled water views at Dockside Restaurant in York, Maine. From gourmet salads and sandwiches at lunchtime to drinks and hors d’oeuvres in the lounge and memorable dinners in the dining room, the Dockside is known to locals and visitors alike for offering exceptional food and the best views of the prettiest harbor in Maine.


In addition, there is a wide variety of other restaurant is the area from lobster pounds to five star dining. The Dockside staff is always happy to help you choose the perfect dining experience.


Accommodations in York, Maine

The Dockside is a special place on the Maine seacoast offering a variety of distinctive accommodations. The Dockside captures the essence of Maine with natural beauty, genuine hospitality and an abundant array of sights, recreation and activities. This unique location on a private peninsula provides an unsurpassed panoramic view of York Harbor and the Atlantic Ocean.  All accommodations have private baths, A/C, heat, cable TV, WIFI, a private deck or access to a large porch.


Maine House Rooms

The Maine House is a classic New England “cottage” complete with large porches and sweeping water views. Guest rooms are comfortably furnished with period antiques and marine art reflective of its heritage, warmth and charm found throughout these rooms.


Crow’s Nest / Quarterdeck / Lookout

Crow’s Nest, Quarterdeck and Lookout are multi-unit buildings. Suites with kitchens, double rooms and accommodations for three are offered in each building. These rooms have private decks with water views.


Captain’s Quarters

If you’re planning an extended family vacation this seaside home will offer you all the comfort and privacy you could dream of. Captain’s Quarters has 3 bedrooms, 2.5 baths, a living room, dining room and a full kitchen. You’ll feel at home with all the conveniences to which you’re accustomed. This accommodation is rented by the week with no housekeeping service.