Westford(United States) Travel 2026: Cheap Flights, Hotels & Top Attractions

In Westford, the best-rated hotel is Old Oak Manor Inn, a historic boutique property located just steps from downtown. This charming inn blends New England architecture with modern comfort, featuring hand-carved woodwork, fireplaces in every room, and complimentary local coffee and homemade pastries. Its proximity to Westford Common Park and the Assabet River Trail makes it ideal for nature lovers. Guests also enjoy weekend farmers’ markets and live acoustic music, offering an authentic small-town experience.

The downtown Westford district is the most desirable area for lodging. It offers walkability to key attractions like the Town Hall Square and St. John’s Church, along with easy access to independent cafés, artisan shops, and seasonal events. The area is safe, well-maintained, and near the Assabet River Path, perfect for morning walks or evening strolls. Stay in a room with a private patio or balcony to fully embrace the changing seasons and rural charm.

Westford hosts the annual Pumpkin Festival at Central Park, featuring giant pumpkin displays, carving contests, and live folk music—celebrating its agricultural roots. Visitors can also join the Farm Family Day, where they harvest corn, milk cows, and taste freshly baked pumpkin pie. These hands-on activities provide deep insight into New England’s rural heritage and community spirit.

Absolutely. Westford is highly family-friendly. The Children’s Nature Discovery Center offers outdoor ecology tours and interactive science experiments. Central Park has playgrounds, picnic areas, and weekend family workshops. Old Oak Manor Inn provides cribs and kids’ breakfast options, ensuring a comfortable stay. With extensive walking trails and bike paths, families can explore safely and leisurely.

Try the signature New England Clam Chowder at Harbor House Café, known for its rich, creamy broth and warm fried rolls. Don’t miss the blueberry muffins and almond scones from Country Hearth Bakery, often praised as the best in the region. For a true local taste, book a farm-to-table dinner where dishes are prepared by local farmers using organic ingredients from nearby fields.

Capture stunning photos at the St. John’s Church Tower, with its Gothic spire and red-brick façade glowing in golden hour light. The Assabet River Trail during cherry blossom season offers dreamy reflections in the water. Also popular: the iron benches and bronze fountain in Central Park. Visit during sunset for soft lighting and unforgettable shots of quiet countryside life.

Yes, Westford is well-connected despite its small size. Free shuttle buses link major attractions and hotels, and the town is close to Route 128, making Boston accessible in about 45 minutes. Streets are wide and pedestrian-friendly, ideal for walking or biking. Rent an e-bike to explore the Assabet River Path, stopping at farms and antique shops along the way for a relaxed, scenic journey.

Art enthusiasts can attend the Books & Coffee Poetry Night at Old Oak Manor Library, where local writers share works over handmade brews. The Art Gallery regularly features exhibitions on pottery, weaving, and woodcraft—many pieces available for purchase. Photography lovers can join the City Light Project, guided by local photographers through backstreets, vintage signs, and historic doorways to capture Westford’s hidden stories.

Westford’s nightlife is calm and inviting. The Old Oak Pub serves craft beer and regional wines, with nightly live folk or jazz performances. Occasionally, Town Hall Square hosts outdoor movie nights under the stars. With low noise levels and a peaceful atmosphere, it’s perfect for those who enjoy quiet evenings and intimate gatherings.

Each season brings magic to Westford. Spring features blooming cherry trees in Central Park. Summer hosts the Country Music Festival along the Assabet River. Autumn shines with the Pumpkin Festival and golden fields. Winter transforms the town into a snow-lit wonderland with holiday lights and a festive market selling handmade gifts and spiced cider. Every time of year offers a distinct, memorable visit.