Hotels in Woodbury

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Where to stay in Woodbury?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top landmarks in Woodbury

Learn more about Woodbury

Woodbury is well-known for its attractions such as Hollow Park and Glebe House Museum and The Gertrude Jekyll Garden. The city has something for everyone including restaurants along with sights like Pilgrim Mall Shopping Center and Lake Quassapaug.

Madison Green Historic District with Landmark Buildings and Architecture in Madison Downtown, Connecticut, USA

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Frequently asked questions

What hotels do travelers recommend in Woodbury?
Can I book refundable accommodations in Woodbury?
If you need the flexibility to change your travel plans to Woodbury, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Woodbury if I want a vacation home instead of a hotel?
You'll find 8 vacation homes on our site.
What will the weather in Woodbury be like during my visit?
The warmest months in Woodbury are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 32°F. The rainiest months are October and July.
Why should I book my Woodbury hotel through Hotels.com?
There are plenty of reasons to book your Woodbury travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Woodbury

Woodbury Awaits: Where Nature's Canvas Meets Adventure

Discover the charm of Woodbury, Connecticut, a hidden gem steeped in history and natural beauty. Known for its picturesque landscapes, this quaint town features lush parks, scenic hiking trails, and serene lakes perfect for outdoor enthusiasts. Stroll through antique shops, enjoy local art galleries, and savor farm-to-table dining experiences. Don’t miss the annual events that celebrate Woodbury's rich heritage. Whether you seek a peaceful retreat or a dose of culture, Woodbury offers a delightful escape that captures the essence of New England's countryside. Embrace the tranquility and charm of this enchanting destination.

Discover great hotels in Woodbury

Woodbury, Connecticut offers a mix of charming accommodations, from cozy inns to comfortable hotels. Guests can find spacious rooms, friendly service, and a welcoming atmosphere. Whether you're seeking a luxury stay or a budget-friendly option, Woodbury's hotels provide a perfect base for exploring the scenic beauty of the area. Here are some of the best hotels in Woodbury that our travelers love:

  1. Heritage HotelOpens in a new window: Heritage Hotel is a vibrant 3.5-star lodging that caters to adventure seekers and families alike. This hotel features an array of adventure sports and recreational activities both onsite and nearby, including options like snowboarding, snow tubing, and hiking. The property is designed to deliver exciting experiences, making it a fantastic choice for travelers looking for memorable activities. Positive sentiments highlight the thrilling adventures available, ensuring that guests leave feeling exhilarated and satisfied with their stay.
  2. Wyndham SouthburyOpens in a new window: Wyndham Southbury is a welcoming 3.0-star hotel that emphasizes comfort for travelers seeking a pet-friendly vacation. This property allows pets onsite, creating a relaxed atmosphere for those wishing to bring their furry companions. With a focus on accessibility and convenience, the hotel stands out for its friendly policies regarding pets and service animals. Review sentiments often reflect satisfaction with the accommodating environment, ensuring that all guests feel right at home during their stay.
  3. Hampton Inn WaterburyOpens in a new window: Hampton Inn Waterbury is a charming 2.5-star hotel that embraces inclusivity and warmth, catering to LGBTQIA travelers and their pets. This welcoming property allows pets and offers a supportive atmosphere, making it an inviting retreat for those looking for a friendly and affirming space. Guests frequently express appreciation for the hotel's openness and kindness, fostering a sense of community and acceptance that enhances their overall experience. With its distinct ambiance, this hotel is a delightful choice for travelers seeking comfort and connection.

Top locations to stay in Woodbury

When visiting Woodbury, Connecticut, consider staying in Waterbury, New Milford, or Washington. Waterbury offers diverse entertainment options, New Milford is known for its charming cafes and eateries, while Washington is perfect for adventure enthusiasts. For first-time visitors, New Milford stands out as an inviting spot with its cozy atmosphere and vibrant local scene.

  1. WaterburyOpens in a new window: Waterbury is a vibrant city known for its cultural attractions and entertainment options. Visitors can explore the beautiful Mattatuck Museum, which showcases local history and art. The city's parks and recreational areas offer a great place for outdoor activities. With a variety of shopping centers, you'll find everything from charming boutiques to larger retail stores. The lively downtown area features theaters and concert venues, making it a hub for cultural experiences and entertainment.
  2. New MilfordOpens in a new window: New Milford is a picturesque town perfect for those who enjoy a cozy, small-town atmosphere. The town is dotted with charming cafes and shops, creating an inviting environment for leisurely strolls. Outdoor enthusiasts will appreciate the nearby parks and recreational areas, ideal for hiking and enjoying nature. New Milford's local events and farmers' markets offer a taste of community spirit, making it a delightful place to stay for a more laid-back experience.
  3. WashingtonOpens in a new window: Washington is a serene destination known for its beautiful landscapes and outdoor adventures. This quaint town is surrounded by scenic hiking trails and offers access to various outdoor activities, making it a wonderful choice for nature lovers. Explore local art galleries and cultural sites that reflect the town's rich heritage. The peaceful atmosphere provides a perfect retreat from the hustle and bustle, allowing for a refreshing escape while still being close to charming shops and eateries.

Things to do in Woodbury

Woodbury is a haven for nature lovers, offering scenic mountains, serene lakes, and lush forests. Visitors can enjoy hiking picturesque trails, skiing down snow-covered slopes, or leisurely walking through tranquil parks. With opportunities for boating and exploring vibrant shopping areas, it’s an ideal getaway for all.

  • Quassy Amusement ParkOpens in a new window – Dive into a day of fun at Quassy Amusement Park, where you can enjoy thrilling rides, classic carnival games, and delicious treats. This family-friendly destination offers a variety of attractions that will keep everyone entertained, making it a perfect spot for creating lasting memories.
  • Squantz Pond State ParkOpens in a new window – Spend a day in nature at Squantz Pond State Park, where you can hike scenic trails or simply relax by the water's edge. The park's picturesque landscapes and abundant wildlife provide a peaceful escape, ideal for picnicking or enjoying a leisurely walk with friends and family.
  • Lake WaramaugOpens in a new window – Explore the serene beauty of Lake Waramaug, a stunning lake that invites you to take part in various water activities. Whether it's fishing, kayaking, or simply soaking in the views from the shore, this tranquil spot is a wonderful place to unwind and connect with nature.
  • Steep Rock PreserveOpens in a new window – Discover the natural beauty of Steep Rock Preserve, where hiking trails wind through lush forests and alongside beautiful rivers. Take a moment to breathe in the fresh air as you traverse the diverse terrain, offering unique perspectives of the stunning landscape.
  • Lake ZoarOpens in a new window – Enjoy recreational activities at Lake Zoar, a great destination for swimming, boating, or fishing. The lake's inviting waters and surrounding scenery make it an excellent choice for a day of outdoor fun, whether you're looking to relax or get active.

4 tips for savvy savings when booking a hotel in Woodbury

  1. Book for the cheapest times: The most budget-friendly time to visit Woodbury is between January and March, when hotel prices are typically lower. For a great value for money experience, consider staying for at least 2 to 3 days to fully enjoy the area's historical landmarks, cultural sites, and natural parks. This timeframe allows you to explore various attractions, including hiking trails, ski areas, and family-friendly activities, as well as opportunities for dining, shopping, and enjoying a cozy coffee at local bars. This makes it an ideal getaway for those looking to experience Woodbury's rich heritage without breaking the bank.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Woodbury on Hotels.com, visit the DealsOpens in a new window or Last-Minute Deals sections, where you may find discounted rates on nearby hotels as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, increasing your chances of saving. The Smart Shopping tool in the app allows you to compare hotel prices and amenities, helping you find the best hotel deal. If availability changes or prices drop, you could be among the first to know, making it easier to secure a spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you save on your stay at a Woodbury hotel. If you're interested in unique accommodations, boutique hotels can provide a more personalized experience and sometimes offer better value. When you book through Hotels.com, we’ll inform you if the price for your selected dates is above or below the average. If the price is on the higher end, we’ll recommend alternative dates that may be more affordable, increasing your chances of finding a great deal.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you want to visit. Independent hotels located a bit farther out usually tend to be more affordable and can offer a more authentic experience.

Best time to go to Woodbury

Woodbury experiences its lowest average temperature in January, at 28.2°F (-2.1°C), while July is the hottest month, with an average temperature of 73.9°F (23.3°C). October are typically the wettest months. If you’re looking to soak up the lively atmosphere in Woodbury, 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 December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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