🌟 Where to Eat, Shop, Stay, and Play in Winchendon

Welcome to Toy Town—a gateway to outdoor adventures, small-town charm, and locally made treasures. Whether you're in town for a weekend getaway, a family day trip, or a local festival, Winchendon and the surrounding region offer a wealth of experiences to discover.=

🍽️ Where to Eat

Explore a variety of local flavors—from comfort food to global cuisine:

• El Toro Steakhouse – American fare, steaks, and hearty dinners.

• The Glen Caffe – Eclectic American dining with fresh ingredients.

• Ikiaremy Sweets & Restaurant – Puerto Rican dishes, savory meals, and custom desserts (vegan/gluten-free available).

• Christo’s Place – Pizza, pasta, subs, and Italian classics.

• C & S Pizza – Family-friendly Greek and Italian fare with baklava.

• Gabby’s Pizza – Casual spot for pizza and Egyptian-inspired dishes.

• Friends Garden – Asian cuisine and quick takeout.

• Little Anthony’s Restaurant – Fresh seafood, classic American dishes, and seasonal ice cream stand.

• The Harbour Sports Bar – Burgers, seafood, and a lively sports-bar vibe.

• Chick’s Tavern – Local pub with classic bar fare.

• Toy Town Pub – Friendly pub atmosphere near the center of town.

• Sippin’ Serendipity Coffee & Café – Espresso, teas, and baked treats.

• Sunshine Café – Youth-run café offering iced teas, lemonades, and snacks.

• Dunkin Donuts – Coffee and donuts on-the-go.

• Gourmet Donuts – Local coffee, breakfast sandwiches, and pastries.

• Lickity Splitz – Family ice cream stop with burgers and more.

• Murdock Farm & Dairy Bar – Homemade ice cream on a working farm.

• PJ’s Slush Stop at Seppie’s – Refreshing slushies in summer.

• Subway – Sandwiches and wraps.

• McDonald’s – National fast food chain.

🛍️ Where to Shop

Support local makers, find one-of-a-kind items, and explore local food and wine:

• Community Threads Thrift Store – Affordable treasures and vintage finds.

• Mustard Seed Boutique – Women's clothing, accessories, and style.

• Lisa’s Paparazzi Room – Jewelry and unique gifts.

• Not Just Produced – Local produce, meats, ready-made meals, and treats.

• The Farm Stand Winchendon – Organic produce, baked goods, wine, beer, and local products.

• Winchendon Farmers Market – Seasonal market featuring fresh food, crafts, and live entertainment.

• Toy Town Stained Glass – Handcrafted art, classes, and custom work.

• Smith’s Country Cheese – Farm-made cheeses and dairy products.

• Reflections Country Collections – Antiques and country Americana.

• Crooked Apple Farm & Sunset View Farm – Seasonal produce and farm stands.

🏡 Where to Stay

Whether you're looking for a cozy spot in town or a full-service hotel nearby, there are several comfortable options:

• Farm Stays & Vacation Rentals (Winchendon area)
  Browse Airbnb and Vrbo listings for unique stays on working farms, historic homes, and wooded retreats—perfect for families, couples, and weekend explorers.

• Colonial Hotel (Gardner)
  Just 15 minutes from Winchendon, this full-service hotel offers modern amenities, an indoor pool, restaurant, event space, and easy access to regional attractions including Mount Wachusett.

• Countryside Motel (Winchendon)
  Affordable lodging located right on Spring Street—convenient to downtown, restaurants, and outdoor attractions.

🎶 Music & Events

• Robinson Broadhurst Amphitheater at Winchendon Community Park – The heart of our summer music scene! Outdoor concerts, community theater, and cultural events set in a stunning natural amphitheater.

• The HUB – Year-round community space with events, open mics, and family fun.

⛺️ Camping, Beaches & Boating

Love the outdoors? You’re in the right place.

Beaches & Boating

• Lake Dennison Recreation Area – Sandy beach, swimming, boat access, and shaded picnic spots.

• Otter River State Forest – Canoeing, kayaking, and peaceful forest surroundings.

• Blue Trails Water Routes – Paddle the Millers River and nearby waterways via mapped blue trail routes for kayaks and canoes.

Camping

• Otter River State Forest Campgrounds – Tent and RV camping with access to trails, beaches, and playgrounds.

• Lake Dennison Campgrounds – Waterfront camping with hiking and boating just steps away.

🥾 Hiking, Biking & Skiing

From peaceful walks to mountaintop climbs:

• Winchendon Community Park Trails – Family-friendly walking and nature trails with scenic overlooks.

• Mount Monadnock (NH) – A short drive away, this iconic summit is one of the most climbed mountains in the world.

• Mount Wachusett – Year-round adventure: hiking in spring/summer, foliage views in fall, and skiing in winter.

• North Central Pathway – Biking and walking trail connecting Winchendon to Gardner and beyond.

🎉 Recreation & Family Fun

There’s always something happening in Winchendon! Whether you're looking to get active or just have fun with family and friends, you’ll find it here.

• 🎭 Robinson Broadhurst Amphitheater at Winchendon Community Park
  A centerpiece of local culture, the Amphitheater hosts:

  • Live music in the summer

  • Free outdoor movie nights under the stars

  • Family-friendly events throughout the year, including:

    • The annual Easter Egg Hunt

    • Trunk-or-Treat Halloween celebration

    • The magical Winter Festival of Lights

    • Community gatherings, performances, and more!

• 🎳 The HUB
  Bowling, game nights, teen activities, and creative programming for all ages, including a Makerspace and café.

• 🏊 Clark Memorial YMCA
  Swimming, sports, group fitness, and wellness classes.

• 🏒 National DekHockey Center (Mylec)
  Public games and youth leagues at this nationally recognized street hockey facility.