Hotels in Woodbury

Search over 837 hotels

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Top Rated Woodbury Hotels

Don't see what you're looking for?
See all available properties in Woodbury
View all properties
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 reasons to visit Woodbury

  1. Picturesque Hiking Trails: Explore the breathtaking hiking trails in the Connecticut Berkshires and surround yourself with nature's beauty.
  2. Rich History: Immerse yourself in Woodbury's history by visiting the Shakespeare Garden and other historical attractions that will transport you back in time.
  3. Frog Pond Fun: Enjoy a fun-filled family outing at the frog pond, where you can watch these little amphibians in action.
  4. Charming Town Stroll: Take a leisurely walk around town and soak in the charm of Woodbury's quaint streets and beautiful architecture.
  5. Dining, Shopping, and Drinks: After a day of adventure, relax and unwind with a delicious meal, some retail therapy, or a refreshing drink at one of Woodbury's local establishments.

Popular hotels in Woodbury

Woodbury, Connecticut offers a variety of hotel accommodations for every type of traveler. From charming bed and breakfasts to modern boutique hotels, there are options to suit all preferences. Whether you're looking for a cozy room in the heart of town or a peaceful retreat in the countryside, Woodbury has it all. For budget-conscious travelers, there are also affordable motel rooms available. No matter where you choose to stay, you're sure to find comfort and convenience in Woodbury.

  1. New Haven Hotel - This 3.5-star hotel is located 22.0 miles away from Woodbury. With close proximity to the university, entertainment, and theaters, it's a great option for those looking to explore the cultural scene. The hotel also offers wedding facilities, museums nearby, and friendly staff. Plus, it has connecting rooms, smoking rooms, and a fitness center for your convenience.
  2. Hyatt Place Milford / New Haven - Situated 23.5 miles away from Woodbury, this 3.0-star hotel is perfect for outdoor enthusiasts. With nearby cafes, a fitness center, and breakfast options, you'll have plenty of energy for your outdoor adventures. The hotel also offers friendly staff, a sofa bed, and a hot tub to relax after a day of exploring.
  3. The Circle Hotel Fairfield - Located 27.3 miles away from Woodbury, this 3.0-star hotel is ideal for nature lovers. With close proximity to the sea, beaches, and natural parks, you'll have plenty of opportunities to enjoy the outdoors. The hotel also offers connecting rooms, an outdoor pool, and a marina for those who enjoy water activities. Plus, it has friendly staff and smoking rooms available.

Top things to see and do in Woodbury

Woodbury, Connecticut, is a charming town with a wealth of activities to offer visitors. Whether you're an outdoor enthusiast or a history buff, there's something here for everyone. Explore the picturesque hiking trails and take in the natural beauty of the nearby parks. Immerse yourself in the town's rich history by visiting the Shakespeare Garden and other historical attractions. For a fun-filled family outing, head to the frog pond or enjoy a leisurely walk around town. And when it's time to relax and unwind, Woodbury has plenty of options for dining, shopping, and enjoying a drink at a local bar. Come and discover the top places and activities that make Woodbury a must-visit destination!

  1. Pilgrim Mall Shopping Center: Located in Woodbury, the Pilgrim Mall Shopping Center offers a unique shopping experience with its close proximity to waterfalls, entertainment venues, fishing spots, theaters, and family-friendly activities. The center is also a great place for hiking, sports activities, and visiting museums. With a vibrant atmosphere and friendly people, Pilgrim Mall is the perfect destination for those looking for a mix of city and business experiences.
  2. Glebe House Museum and The Gertrude Jekyll Garden: Immerse yourself in culture at the Glebe House Museum and The Gertrude Jekyll Garden. This museum showcases historical artifacts and art, while the adjoining Gertrude Jekyll Garden offers a serene escape with its waterfalls, entertainment events, fishing spots, theaters, and family-friendly activities. The museum's focus on history and the garden's natural beauty make this attraction a must-visit for those seeking a unique cultural experience.
  3. Flanders Nature Center: For an eco-friendly adventure, head to the Flanders Nature Center. This environmental center boasts stunning natural parks, waterfalls, theaters, fishing spots, and family-friendly activities. Explore the center's hiking trails, participate in sports activities, and enjoy the friendly atmosphere created by nature enthusiasts. Whether you're a business traveler or simply looking to connect with nature, Flanders Nature Center guarantees an unforgettable experience.

Best places to visit in Woodbury

Woodbury, Connecticut offers a diverse range of outdoor experiences. Explore the picturesque hiking trails in the Connecticut Berkshires, enjoy a day of skiing at nearby resorts, or take a leisurely stroll through the town's beautifully landscaped acres. Woodbury has something for everyone seeking an outdoor adventure.

  1. New Haven: Located just 21.9 miles away from Woodbury, New Haven is a vibrant city that offers a unique experience for outdoor enthusiasts. With its proximity to the coast, you can enjoy a day at the beach and indulge in water sports like surfing or paddleboarding. The city is also known for its beautiful parks and gardens, perfect for hiking, biking, or having a picnic. Don't miss out on exploring the Yale University campus, known for its stunning architecture and world-class museums. With a lively arts and theater scene, there are plenty of cultural events and live music performances to enjoy. New Haven's mix of history, art, and natural beauty make it a must-visit destination for outdoor holiday lovers.
  2. Danbury: Just 16.4 miles away from Woodbury, Danbury is a city that offers a diverse range of outdoor experiences. Explore the numerous museums that showcase the city's rich history and heritage. From shopping at local boutiques to dining at delicious restaurants, Danbury has something for everyone. Sports enthusiasts can catch a baseball game or enjoy live music performances at the city's venues. With its family-friendly atmosphere, Danbury is an ideal destination for outdoor holiday lovers looking to spend quality time with their loved ones. The city's historical sites and festivals add a unique touch to the overall experience. Don't forget to visit the charming cafes and soak in the local atmosphere.
  3. Milford: Situated 23.6 miles away from Woodbury, Milford is a coastal city that offers a perfect outdoor holiday experience. Enjoy a day at the beach, soaking up the sun and taking part in water activities like swimming or kayaking. The city's shopping and dining scene provide ample opportunities to indulge in local cuisine and buy unique souvenirs. Milford also offers sports activities like ice skating and hockey, perfect for those looking for some adrenaline-pumping fun. With its university and walking trails, there are plenty of opportunities to explore and learn. Milford's family-friendly atmosphere and business-friendly environment make it a great destination for outdoor holiday seekers.

Seasonal travel trends of Woodbury

The popularity of Woodbury shows a slight change throughout the year. The most popular time to visit is between March and May, with a seasonal peak in July. The off-peak tourist season is from December and February, with December typically being the quietest month.

Check out the month-by-month weather chart for Woodbury to help you plan your next trip. With a monthly average of 73.9 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in October. Regardless of when you visit Woodbury, every season has a reason to stay.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January28.2°F (-2.1°C)Light RainMostly Sunny
February29.8°F (-1.2°C)Light RainMostly Cloudy
March37.2°F (2.9°C)Light RainMostly Sunny
April48.4°F (9.1°C)Light RainMostly Sunny
May59.0°F (15.0°C)Light RainMostly Sunny
June67.3°F (19.6°C)Light RainMostly Sunny
July73.9°F (23.3°C)Light RainMostly Sunny
August72.1°F (22.3°C)Light RainMostly Sunny
September65.1°F (18.4°C)Light RainMostly Sunny
October54.3°F (12.4°C)Light RainMostly Sunny
November42.3°F (5.7°C)Light RainMostly Sunny
December34.3°F (1.3°C)Light RainMostly Sunny

Local eateries in Woodbury

In Woodbury, Connecticut, you'll discover a diverse and vibrant food scene that caters to all tastes. Carlito's of Woodbury is a popular pizzeria known for its delicious and moderately priced dishes. Indulge in their mouthwatering pizzas, which are made with fresh ingredients and bursting with flavor. Meanwhile, Good News Restaurant and Bar is a highly rated bistro that offers a sophisticated dining experience. Explore their menu of delectable dishes, ranging from juicy steaks to flavorful seafood. If you're looking for live music and a relaxed atmosphere, check out Blues Tavern. For a pampering experience, visit Spa Washington and enjoy a post-meal relaxation session.

Where should you stay in Woodbury?

What are some favorite hotels in central Woodbury?

Here are some of the most popular hotels in downtown Woodbury:

While you're here, you may want to grab some grub or libations at the restaurants family-friendly Woodbury is known for.

Woodbury hotels essential information

Accommodation
837 hotels
Lowest Price
Highest Price
Popular hotels
Clarion Inn, Courtyard by Marriott Waterbury Downtown, Cambria Hotel New Haven University Area, Ethan Allen Hotel, Holiday Inn Express Southington by IHG, The Blake Hotel, Microtel Inn & Suites by Wyndham Bethel/Danbury, Hotel Zero Degrees Danbury, Wyndham Southbury, Fairfield Inn & Suites by Marriott Plainville, Hamden Hotel and Suites – Hamden New Haven, Extended Stay America Suites Shelton Fairfield County

Booking tips for Woodbury

Booking tips for Woodbury

Find your perfect hotel with Orbitz

We firmly believe in making travel accessible to everyone, and this includes your upcoming journey. Utilize our search filters to discover hotels that are eco-certified or that actively support and embrace LGBTQ+ guests. Our personalized filters also allow you to refine your search based on proximity to popular attractions, availability of book now, pay later options, and much more.

Travel as you are

For more than 20 years, Orbitz has been a champion for LGBTQIA equality and inclusion in travel. Discover LGBTQIA-friendly hotels, plan your next trip with queer travel guides, and earn free travel rewards through the award-winning Orbitz Rewards program. Together, let's create a more inclusive future in the travel industry.

Saving tips for your trip

If you're looking to save money on your trip to Woodbury, Connecticut, consider visiting during the off-peak season from December to February. Bundling your flights, hotel, and car bookings can also help you secure a discounted price. When you're exploring the local area, there are three inexpensive options you can enjoy. Take advantage of the numerous hiking trails, visit the natural parks, and explore the historical sites in Woodbury. These activities allow you to experience the town's beauty and charm without breaking the bank.

Recent Reviews