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Explore Our 2026 Holiday Tour Stops
Discover participating shops and restaurants from November 14–December 12. Use the category filter below to plan your visits.

Shops

Creative Connections Gift Shop & Gallery

Gift shop and gallery featuring handcrafted items, artwork, jewelry, and home decor by local artisans

56 Main St, Ashburnham, MA 01430, USA

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Tuesday-Saturday, 10AM to 6PM

Restaurants

Ikiaremy Restaurant Coffee Shop & Bakery

Puerto Rican food with takeout favorites like pork and rice, empanadillas, alcapurrias, and more. Indulge in our variety of desserts, plus custom cupcakes, birthday cakes, and wedding cakes. Flavor and tradition in every bite!

341 Central St, Winchendon, MA 01475, USA

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Monday to Wednesday 7am-7pm Thursday to Sunday 7am-9pm

Shops

Not Just Produced

Local produce, meats, prepared meals, antiques, artisan goods & unique gift items

290 Central St, Winchendon, MA 01475, USA

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Mon-Fri: 10-6 Sat: 9-5 Sun: 9-3

Shops

Reflections

Offering home furnishings, antiques and unique decor items

178 School St, Winchendon, MA 01475, USA

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Shops

Sleepy Hauler Antiques

Unique antiques, collectibles, and décor.

67 Central St, Winchendon, MA 01475, USA

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Thursday-Monday: 10-5

Shops

Spice & Grain

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84 Main St

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9-6

Shops

The Farm Stand

Certified organic produce, bulk goods, local dairy, baked goods, craft beer, and natural wines

244 School St, Winchendon, MA 01475, USA

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Thurs: 12-5 Fri-Sat: 10-6 Sun: 10-5

Shops

Horse & Buggy Feeds

Family-owned feed & pet supply store serving Winchendon since 1976

380 School St, Winchendon, MA 01475, USA

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Monday - Friday 10am - 6pm, Saturday 8am - 5pm

Restaurants

Lickity Splitz

Come enjoy a delicious breakfast, lunch, or dinner!
Top it all off with an amazing sundae made from our homemade ice cream!

231 Main St, Winchendon, MA 01475, USA

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Check out our website for seasonal hours

Shops

Oppure Oil

Oppure Oil delivers high-quality #2 heating oil across North Central Massachusetts with fast, affordable service and simple, one-price ordering—no fees, no frills, just reliable delivery.

87 Central St, Winchendon, MA 01475, USA

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Monday-Friday 8:30-430

Restaurants

Sippin Serendipity

Coffee shop and bakery offering baked goods, breakfast and lunch sandwiches

206 Central St, Winchendon, MA 01475, USA

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Monday closed Tuesday-Friday 7-2. Saturday and Sunday 8-1

Shops

Smith's Country Cheese

Award-winning cheeses, milk & Butter, specialty food, drinks & gifts

20 Otter River Rd, Winchendon, MA 01475, USA

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Tuesday-Saturday 10-5, Sunday 10-3 (CLOSED MONDAYS)

Shops

The Cozy Cottage

Home Decor, Vintage Treasures, Gifts

27 Central Square, Troy, NH 03465, USA

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Fri & Sat: 10-4; Sun: 12-4 Closed: Mon-Thurs

Shops

To Each His Own Design

Fresh flowers, plants, gift baskets, greeting cards, and specialty items

172 Central St, Winchendon, MA 01475, USA

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Mon-Tues: 9-5; Wed: 9-1; Thurs-Fri: 9-6; Sat: 9-1; Closed Sunday

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