Hotels in Westport

Westport: A Tapestry of Wild Coasts and Timeless Charm

Nestled along the picturesque Long Island Sound, Westport, Connecticut, is a delightful blend of coastal charm and artistic allure. Renowned for its scenic beaches, including Compo Beach, and vibrant cultural scene, it promises a rich tapestry of experiences. Stroll through the quaint streets lined with boutique shops and savour fine dining, or immerse yourself in the local history at the Westport Museum. Nature enthusiasts will revel in the serene landscapes of the Saugatuck River, perfect for kayaking or hiking. With its romantic ambience and cultural gems, Westport is an idyllic escape for discerning travellers.

Top locations to stay in Westport

When visiting Westport, Connecticut, consider staying in Stamford, Danbury, or Milford. Stamford offers excellent dining and shopping options, Danbury boasts intriguing museums and shopping experiences, while Milford is known for its beautiful beaches and shopping locales. For first-time visitors, Stamford is the best choice due to its vibrant atmosphere and diverse attractions.

1. StamfordOpens in a new window: Stamford is a vibrant city that perfectly blends urban excitement with coastal charm. Known for its excellent dining scene, you’ll find a variety of eateries ranging from casual bites to fine dining. The city also boasts great shopping options, including malls and boutiques that cater to all tastes. Stamford is home to cultural attractions such as theatres and art galleries, providing plenty of entertainment options. Plus, the picturesque waterfront offers lovely views and parks for a leisurely stroll or a day out.
2. DanburyOpens in a new window: If you're looking for a mix of history and modern attractions, Danbury is an ideal choice. This city features a selection of museums that showcase local history and art, allowing you to dive deep into the region's heritage. Shopping enthusiasts will enjoy the range of retail options, from outlet centres to unique local shops. Danbury's parks and recreational areas provide tranquil spaces for relaxation and outdoor activities, making it a great spot for families and nature lovers alike.
3. MilfordOpens in a new window: Milford offers a charming coastal experience with its beautiful beaches and vibrant shopping scene. The town's lovely shoreline is perfect for beach days, while the downtown area features an array of shops and local boutiques. You'll also find plenty of parks for picnics and outdoor fun. Milford's friendly atmosphere and quaint surroundings make it a lovely place to unwind, whether you’re enjoying a day at the beach or exploring the local shops.

Things to do in Westport

Westport beckons with its stunning sunsets and lively outdoor activities, from boating to hiking along scenic trails. Enjoy thrilling football matches or enjoy the local theatre scene. Don’t miss the chance to explore the intriguing museum that showcases the town's rich heritage, adding depth to your visit.

• Bridgeport Downtown South Historic DistrictOpens in a new window – Step back in time as you explore this historic village, where charming architecture and rich history come together. Stroll along its streets, taking in the beautifully preserved buildings that tell the story of the area’s past.
• Jennings BeachOpens in a new window – Spend a relaxing day at Jennings Beach, where you can soak up the sun, build sandcastles, or take a refreshing swim in the Long Island Sound. The scenic views make it a perfect spot for a picnic with family or friends.
• Penfield BeachOpens in a new window – Another stunning beach option, Penfield Beach offers a serene environment for sunbathing and enjoying beach games. Take a leisurely walk along the shore and enjoy the gentle waves lapping at your feet.
• Greenwich AvenueOpens in a new window – Discover local shops and eateries along Greenwich Avenue. It’s a great place to indulge in some retail therapy or enjoy a delicious meal at one of the inviting cafés.
• Walnut BeachOpens in a new window – Known for its tranquil atmosphere, Walnut Beach is an excellent destination for nature lovers. Enjoy a peaceful stroll along the sandy shoreline or take in the breathtaking sunsets that light up the sky.

4 tips for savvy savings when booking a hotel in Westport

1. Book for the cheapest times: The most budget-friendly time to visit Westport is from January to March, when hotel prices are typically lower. For an enriching experience that allows you to discover the town's historical landmarks and cultural attractions, a stay of at least 2 to 3 days is highly recommended. During this time, you can explore family-friendly venues, enjoy local theatre performances, and soak in beautiful sunsets by the port. This trip offers great value for money, especially if you're looking to enjoy Westport's rich heritage and vibrant entertainment scene without breaking the bank.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Westport, consider visiting the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Enabling email alerts or push notifications can keep you updated on flash sales and special promotions, increasing your chances of securing savings. Additionally, the Smart Shopping feature in the app allows you to compare hotel prices and amenities, helping you make informed choices. With these tools, you'll be among the first to know if prices drop or rooms become available for your spontaneous getaway.
3. Be flexible with dates: Prices may fluctuate due to factors such as the hotel's location, star rating, and seasonality, so being flexible with your travel dates could help you potentially save on your stay at a hotel in Westport. For those seeking distinctive accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we will inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we will suggest alternative dates that may be more affordable, helping you to secure the best deal possible.
4. Consider your location: Staying nearer to key attractions or city centres may offer convenience, but it often comes with higher costs. For more affordable options, you might consider hotels in less central areas or neighbourhoods, striking a balance between price and ease of access to the places you intend to visit. You could also explore independent hotels located further out, which are usually more likely to be affordable and can provide a more authentic experience.

Best time to go to Westport

Westport experiences its lowest average temperature in January, at 31.5°F (-0.3°C), while July is the hottest month, with an average temperature of 75.4°F (24.1°C). July is typically the wettest month. If you’re looking to soak up the lively atmosphere in Westport, April, May, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, January, February, and October are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.