Best Restaurants in Windham

Discover 133 restaurants with browsable menus, verified reviews and prices. Complete guide updated June 2026.

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75/100

Avg Rating

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25

Cuisine Types

20 of 133 restaurants

Sort: ⭐ Top Rated 💬 Popular 💰 ↑ 💰 ↓

Castleton

📍 92 Indian Rock Rd

19th Hole

Fortune Cookie

Fortune Cookie

💬 357 reviews

📍 749 Roosevelt Trl

Captain's Inn Point Lookout

Captain's Inn Point Lookout

American Bar Seafood

💬 250 reviews

📍 7604 State Route 23

That Breakfast Place

That Breakfast Place

💬 1294 reviews

📍 37 Boston Post Rd

Rose's Italian Restaurant And Old World Pizzaria

Rose's Italian Restaurant And Old World Pizzaria

💬 968 reviews

📍 690 Roosevelt Trl

Masa's Sub & Grill Pizzeria

Pizza Mediterranean Greek

💬 542 reviews

📍 824 Roosevelt Trl

Hickory Hill Market

💬 82 reviews

📍 5200 State Route 23

The Ice Cream Dugout

The Ice Cream Dugout

💬 771 reviews

📍 3 Storm Dr

Maryann's Diner

Maryann's Diner

💬 741 reviews

📍 Lowell Road

The Chicken Run

The Chicken Run

American Bar Pub

💬 1452 reviews

📍 5639 State Route 23

Millrock Restaurant

Millrock Restaurant

Italian Pizza American

💬 517 reviews

📍 5398 State Route 23

Bistro Brie & Bordeaux

Bistro Brie & Bordeaux

French European

💬 346 reviews

📍 5386 State Route 23

Danielle's

Danielle's

💬 334 reviews

📍 862 Roosevelt Trl

Bob's Seafood

American Seafood

💬 1446 reviews

📍 901 Roosevelt Trl

Apollo Pizza Restaurant & Grill

Apollo Pizza Restaurant & Grill

💬 741 reviews

📍 685 Windham Rd

Klemm's Bakery

Klemm's Bakery

💬 440 reviews

📍 29 Indian Rock Rd

Bomb Diggity Bakery And Cafe

Bomb Diggity Bakery And Cafe

American Cafe Deli

💬 353 reviews

📍 781 Roosevelt Trl

Chutes Family Restaurant

Chutes Family Restaurant

💬 1177 reviews

📍 686 Roosevelt Trl

Dena's Lobster House & Tavern

American Bar Seafood

💬 298 reviews

📍 765 Roosevelt Trail

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Explore by Cuisine Type

American 37 Pizza 16 Bar 11 Italian 10 Pub 9 Asian 8 Cafe 8 Chinese 5 Fast Food 5 Seafood 5 Diner 3 European 3 Japanese 3 Sushi 3 Barbecue 2 Deli 2 Greek 2 Soups 2 Contemporary 1 French 1 Mediterranean 1 Steakhouse 1 Street Food 1 Thai 1 Wine Bar 1

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51 Browsable Menus

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Jun 2026 Last Updated