Windham Listings Dining Shopping Leisure Highest Rated Dining Yolked Farm To Table $ 40 reviews American, Comfort Food (207) 749-4097 868 Roosevelt TrailWindham, ME 04062 Red City Ale House $ 35 reviews Salad, Cocktail Bars, Sandwiches 8 Main StWindham, ME 04062 Pops Place $ 3 reviews Breakfast & Brunch, American (207) 893-8065 754 Rosevelt TrailWindham, ME 04062 Lenny's $$ 39 reviews Gastropubs, American, Performing Arts (207) 591-0117 1274 Bridgton RdWestbrook, ME 04092 The Barn - Old Smith Farm $ 33 reviews New American, Venues & Event Spaces, Music Venues (207) 317-5651 226 Gray RdOld Smith Farm Rose's Old World Restaurant & Pizzeria $$ 167 reviews Pizza, Italian (207) 892-0010 690 Roosevelt TrlWindham, ME 04062 Smoked Windham $$ 62 reviews Chicken Wings, Bars, Barbeque (207) 892-2337 106 Main StWindham, ME 04062 Kozeta's Restaurant $ 88 reviews Pizza, Greek, Breakfast & Brunch (207) 797-7344 597 Bridgton RdWestbrook, ME 04092 Fishermen's Net $$ 83 reviews Seafood (207) 657-3474 59 Portland RdGray, ME 04039 Rustler's Steak House $$ 104 reviews Steakhouses (207) 892-8808 61 Tandberg TrlWindham, ME 04062 Brookside Food And Drink $ 11 reviews Salad, Mexican, Sandwiches 125 Bridgton RdWestbrook, ME 04092 Hana Asian Cuisine $$ 131 reviews Asian Fusion, Sushi Bars, Japanese (207) 572-1298 795 Roosevelt TrailWindham Mall Luchador Tacos $ 30 reviews Tacos (207) 893-8916 781 Roosevelt TrlWindham, ME 04062 Fire & Ice Maine $ 8 reviews Pizza, Ice Cream & Frozen Yogurt (207) 572-1276 856 Roosevelt TrlWindham, ME 04062 Deck House Tavern $$ 76 reviews Sports Bars, Burgers, Comfort Food (207) 892-1324 930 Roosevelt TrlWindham, ME 04062 Eagle Sushi And Steakhouse $$ 67 reviews Sushi Bars, Japanese, Steakhouses (207) 893-8081 818 Roosevelt TrlWindham, ME 04062 Chute's Family Restaurant $ 113 reviews Breakfast & Brunch (207) 892-5197 686 Roosevelt TrlWindham, ME 04062 East Shore Tavern $ 1 reviews Bars, Karaoke, American (207) 655-6481 1248 Roosevelt TrlRaymond, ME 04071 A La Mexicana $$ 123 reviews Mexican (207) 655-9290 1227 Roosevelt TrlRaymond, ME 04071 Milly's Farm Shop $ 2 reviews Pizza, Breakfast & Brunch, Sandwiches (207) 317-5651 226 Gray RdOld Smith Farm Cafe Sebago $$ 54 reviews American, Breakfast & Brunch (207) 655-4006 1248 Roosevelt TrlRaymond, ME 04071 Fishermen's Catch $$ 137 reviews Seafood Markets, Seafood (207) 655-2244 1270 Roosevelt TrlRaymond, ME 04071 Dara Bistro $ 52 reviews Cafes (207) 829-4250 371 Tuttle RdCumberland, ME 04021