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Our top choices for Woodbury hotels

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (57 reviews)
"The hotel is amazing but room services is not good if u want to dinner in the room not good food just snacks But other than that it’s amazing place "
United States
vera alice
$852 nightly
The price is $980
Feb 2 - Feb 3
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,114 reviews)
"Clean room, staff was pleasant and welcoming. Restaurant was great! "
United States
Kenneth
$93 nightly
The price is $107
Feb 5 - Feb 6
Total with taxes and fees
Wyndham Southbury

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,118 reviews)
"A wonderful staff and clean rooms"
United States
Julce
$94 nightly
The price is $108
Feb 5 - Feb 6
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1,005 reviews)
"Very nice, staff were excellent."
United States
Philip
$125 nightly
The price is $144
Jan 28 - Jan 29
Total with taxes and fees
Heritage Hotel, Golf, Spa & Conference Center

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (2,013 reviews)
"Great place, location and staff! "
United States
Larissa
$106 nightly
The price is $122
Feb 8 - Feb 9
Total with taxes and fees
New Haven Hotel

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (1,009 reviews)
"The room was nice and the staff seemed friendly. "
United States
Stacy
$106 nightly
The price is $122
Feb 22 - Feb 23
Total with taxes and fees
Cambria Hotel New Haven University Area

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1,003 reviews)
"Staff was good room was clean hotel nice and clean l enjoyed my stay"
United States
Rasheeda
$114 nightly
The price is $131
Feb 5 - Feb 6
Total with taxes and fees
Hampton Inn by Hilton Shelton

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1,005 reviews)
"Perfect place to unwind on a long weekend! Room’s well equipped with everything I needed. Very clean and friendly staff! Will definitely stay here again!"
United States
Vanessa
$117 nightly
The price is $134
Jan 30 - Jan 31
Total with taxes and fees
Homewood Suites by Hilton Orange New Haven

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (475 reviews)
"Good breakfast, great service. "
United States
Adrien
$119 nightly
The price is $137
Feb 8 - Feb 9
Total with taxes and fees
Home2 Suites by Hilton East Haven New Haven

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
4.0 star property
Downtown New Haven
8.6 out of 10, Excellent, (1,008 reviews)
"staff was terrific gentleman at the front desk (on 12/31/25) - I don’t recall his name but was super kind"
United States
Josh
$152 nightly
The price is $175
Feb 1 - Feb 2
Total with taxes and fees
Omni New Haven Hotel at Yale

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (751 reviews)
"Room was very clean Staff was courteous and check in was quick and easy"
United States
Amy
$98 nightly
The price is $112
Feb 15 - Feb 16
Total with taxes and fees
Comfort Inn Naugatuck-Shelton, CT

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very Good, (1,000 reviews)
"I enjoy my stay and the hospitality. "
United States
Chanele
$77 nightly
The price is $88
Feb 12 - Feb 13
Total with taxes and fees
Hampton Inn Waterbury

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
Long Wharf
9.4 out of 10, Exceptional, (904 reviews)
"Room was nice and hotel was a nice stay. Really enjoyed my stay there. "
United States
Raymond
$117 nightly
The price is $135
Feb 8 - Feb 9
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (969 reviews)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
$243 nightly
The price is $280
Feb 5 - Feb 6
Total with taxes and fees
The Litchfield Inn

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1,000 reviews)
"Comfortable room, friendly staff, 24 hr. coffee/tea, nice breakfast."
United States
Joseph
$119 nightly
The price is $137
Jan 28 - Jan 29
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Danbury

Springhill Suites Milford

Springhill Suites Milford
3.0 star property
Milford
8.6 out of 10, Excellent, (1,006 reviews)
"Great stay for the price "
United States
April
$103 nightly
The price is $118
Feb 8 - Feb 9
Total with taxes and fees
Springhill Suites Milford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1,002 reviews)
"good staff.speak english.very polite.room was great!! good location for hockey.very clean."
United States
michael
$120 nightly
The price is $138
Feb 27 - Feb 28
Total with taxes and fees
Homewood Suites by Hilton Stratford

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
"The room and common spaces/amenities were clean and modern, and the staff treated us very well!"
United States
Joshua
$122 nightly
The price is $141
Feb 7 - Feb 8
Total with taxes and fees
Hampton Inn & Suites Hartford/Farmington

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.4 out of 10, Exceptional, (177 reviews)
"Great place, adorable and courteous staff!"
United States
DANA
$131 nightly
The price is $151
Feb 8 - Feb 9
Total with taxes and fees
The Surfside Hotel

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,009 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
$174 nightly
The price is $200
Jan 28 - Jan 29
Total with taxes and fees
Simsbury 1820 House
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Stay near popular Woodbury attractions

Learn more about Woodbury

Antique hunters flock to Main Street's shops for treasures while history buffs explore the 1750 Glebe House museum. Fuel up at New Morning Market before hiking nearby Flanders Nature Center's woodland trails.

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

Top Woodbury Hotel Reviews

More cheap stays in Woodbury

Hotels in Woodbury with star-rating

Find out more about Woodbury

Top reasons to visit Woodbury

  • Outdoor Adventures: Woodbury is ideal for outdoor enthusiasts, featuring national and state parks, serene lakes, and urban parks for exploration.
  • Romantic Getaways: The picturesque scenery makes it perfect for couples looking for a romantic escape amidst nature.
  • Winter Sports: Enjoy skiing at local ski fields, offering thrilling winter activities.
  • Shopping and Nightlife: Experience retail therapy at shopping malls and a vibrant nightlife that livens up your visit.
  • Diverse Accommodations: Woodbury offers a range of hotels suitable for all travelers, ensuring a comfortable stay.

Find great hotels near Woodbury

Experience a delightful stay in Woodbury, Connecticut, where you'll find a variety of hotel accommodations to suit your needs. Whether you're traveling with family, on a business trip, or bringing your pet along, Woodbury offers options that cater to all types of travelers. Explore the best hotels in the area, complete with essential amenities and guest reviews to help you make the right choice for your visit.

  • Wyndham Southbury: Nestled just 4 miles from Woodbury, Wyndham Southbury caters to business travelers seeking a pet-friendly experience. This 3-star hotel is designed with professionals in mind, featuring multiple meeting rooms and a fully-equipped business center to meet all your corporate needs. Guests traveling with pets will appreciate the welcoming atmosphere, as the property allows certain pets and provides amenities such as waived fees for service animals. Enjoy a comfortable stay that balances work and relaxation in a cozy environment.
  • Courtyard by Marriott Waterbury Downtown: Located 9 miles away from Woodbury, Courtyard by Marriott Waterbury Downtown offers a welcoming atmosphere for LGBTQIA travelers. This 3-star hotel is committed to inclusivity and is affiliated with LGBTQI travel guides, ensuring a safe and enjoyable stay for all guests. With modern amenities and spacious accommodations, you can unwind and feel at home while being close to local attractions. Experience the perfect blend of comfort and community at this welcoming property.
  • Microtel Inn & Suites by Wyndham Bethel/Danbury: Situated 13 miles from Woodbury, Microtel Inn & Suites offers a unique blend of pet-friendly, business-themed, and LGBTQIA welcoming accommodations. This hotel is ideal for travelers needing business facilities, featuring a 24-hour business center, conference space, and multiple meeting rooms. Additionally, pets are permitted, with specific restrictions and fees for cleaning. Enjoy a comfortable, inclusive stay while you explore the surrounding area, making it a great choice for diverse travelers.

Where to stay near Woodbury

Woodbury, Connecticut, offers an enchanting blend of outdoor adventures and romantic scenery, making it a perfect getaway. Explore charming neighborhoods that exude a family-friendly atmosphere, rich history, and friendly locals. Nearby, vibrant cities like St. Paul provide a bustling downtown experience, while beautiful beaches await for relaxation. Whether you're seeking a weekend escape or a taste of local culture, Woodbury and its surroundings promise unforgettable memories.

  • Waterbury: Located 9 miles from Woodbury, Waterbury is a vibrant city known for its family-friendly atmosphere and outdoor adventures. Visitors are drawn here for its educational institutions, resorts, and amusement parks. The city boasts a variety of attractions, including event conference venues, a fun-filled theme park, and a thrilling waterpark. Whether you're looking to spend a day with the family or indulge in some excitement, Waterbury has something for everyone, making it a must-visit destination.
  • Southbury: Just 5 miles from Woodbury, Southbury is an ideal spot for those seeking a mix of outdoor activities and romantic getaways. The city is popular among families and couples alike, with attractions such as amusement parks, resorts, and water parks. Surrounded by beautiful lakes and event conference venues, Southbury provides a serene yet engaging travel experience. This charming city is perfect for a leisurely day trip filled with fun and relaxation.
  • Middlebury: A mere 4 miles from Woodbury, Middlebury offers a delightful blend of outdoor recreation and family-focused activities. Known for its amusement parks and recreational areas, this city is a great escape for adventurers. Nearby attractions include picturesque lakes and exciting theme parks, making it a fantastic option for those looking to enjoy nature while having fun. Middlebury's welcoming community and scenic beauty will surely enhance your vacation experience.

Things to do in and around Woodbury

Woodbury, Connecticut, is perfect for outdoor and romantic getaways, offering beautiful scenery and a variety of activities. Enjoy skiing at the local ski fields, indulge in some retail therapy at the shopping mall, and unwind at a relaxing spa. Don't miss the nightlife experience that adds a vibrant touch to your visit, making Woodbury a delightful destination for both adventure and relaxation.

Shopping

In Woodbury, you can enjoy shopping at the Pilgrim Mall Shopping Center, which offers a variety of family-friendly stores and entertainment options. If you're up for a drive, visit the Elephant's Trunk Flea Market or the Brass Mill Center, both featuring diverse shopping experiences and vibrant atmospheres.

Recreation

Kettletown State Park, 8 miles from Woodbury, is perfect for nature lovers seeking tranquility through hiking and scenic views. Brookfield Golf Course, 11 miles away, provides a vibrant outdoor atmosphere for golf enthusiasts. The Cave, located 13 miles from Woodbury, offers a fun mini-golf experience for families and friends.

Adventure

Experience thrilling winter sports at Woodbury Ski Area, where you can hit the slopes in a vibrant ski atmosphere. For a taste of nature, venture to Big Cathedral Trail for breathtaking scenery and outdoor adventure, or visit Blue Jay Orchards for a delightful pick-your-own fruit experience, located 14 miles away.

Nightlife

In Woodbury, enjoy a night at the Palace Theatre for a cultural experience, or venture to the Toyota Oakdale Theatre for more entertainment options. For a fun twist, head to Crystal Bees for arcade adventures that promise excitement and adventure vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Woodbury

To save money during your visit to Woodbury, plan your trip between January and March for lower accommodation rates. Tuesdays are the cheapest days to book hotels, while Saturdays are the most expensive. Use Expedia to compare prices, filter by eco-friendly options, and bundle your hotel with flights for added savings. Consider joining the One Key membership for exclusive discounts and OneKeyCash for future bookings. Additionally, explore free activities in the area and utilize public transportation to keep your travel costs down.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Woodbury are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Woodbury is Tuesday. The most expensive day to stay in Woodbury is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you set your budget, choose your ideal location, and more. You can easily sort the results to display prices from lowest to highest, helping you find the best deals on hotels first. Additionally, you can refine your choices by hotel type; for instance, if you select the Eco-certified filter, you'll be shown sustainable and eco-friendly hotels that you can book.
  • Consider bundling your trip: You can enjoy significant savings by combining your Woodbury hotel reservation with flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Woodbury

Woodbury, Connecticut, is an ideal destination for outdoor enthusiasts and couples seeking scenic getaways. The area boasts a variety of attractions, including national and state parks, serene lakes, and urban parks. These points of interest offer engaging experiences for families and culture lovers alike, ensuring that visitors can enjoy a diverse range of activities while exploring the natural beauty and charm of this quaint town.

  • Quassy Amusement Park: Located a mere 3 miles from Woodbury, Quassy Amusement Park offers a thrilling family experience with its exciting rides and outdoor attractions. Perfect for adventure seekers, this amusement park provides a fun-filled day for all ages, featuring everything from roller coasters to water rides.
  • Candlewood Lake: Just 13 miles away, Candlewood Lake is a picturesque destination ideal for relaxation and romance. With its beautiful beaches and stunning scenery, it's perfect for swimming, picnicking, or simply enjoying a peaceful day by the water.
  • Glebe House Museum and The Gertrude Jekyll Garden: Situated within Woodbury, this museum offers a rich cultural experience. Explore the historic Glebe House and its beautiful gardens, showcasing exquisite landscaping inspired by the renowned gardener Gertrude Jekyll.

Best time to go to Woodbury

The best time to visit Woodbury is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.2°F (-2.1°C)Light RainMostly SunnyModerately LowSlightly Low
February29.8°F (-1.2°C)Light RainMostly CloudyModerately LowSlightly Low
March37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnyModerately HighAverage
May59.0°F (15.0°C)Light RainMostly SunnyModerately HighSlightly High
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.9°F (23.3°C)Light RainMostly SunnyModerately HighAverage
August72.1°F (22.3°C)Light RainMostly SunnyAverageAverage
September65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
October54.3°F (12.4°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December34.3°F (1.3°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Woodbury

If you’re planning a visit to Woodbury, Connecticut, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 38 miles away, with nearby hotels such as DoubleTree by Hilton Hartford - Bradley Airport, only 1 mile from the airport, and Marriott Hartford Downtown, 12 miles away. White Plains, NY (HPN-Westchester County) is 42 miles from Woodbury, featuring The Opus Westchester, a 5-star hotel just 4 miles from the airport. Islip, NY (ISP-MacArthur) is 53 miles away, with Hyatt Regency Long Island located 4 miles from the airport. All these hotels provide convenient access to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Woodbury?
The best area to stay in Woodbury is along Main Street South (Route 6), which serves as the town's central corridor.

This area is the heart of Woodbury, known for its historic homes, antique shops, and local eateries. It's a picturesque stretch where you'll find most of the town's establishments, making it convenient for visitors looking to explore on foot or by car.

Couples often appreciate this area for its relaxed pace and access to unique shopping experiences. Many of the antique shops, art galleries, and quaint cafes are located directly on or just off Main Street South, providing opportunities for leisurely strolls and discoveries.

For those interested in exploring the town's history and architecture, staying on Main Street South offers proximity to several historic buildings and churches.
What are the best budget hotels in Woodbury?
For a highly-rated budget hotel in Woodbury, consider The Milestone Inn.

This hotel, with an 8.8 rating, offers convenient amenities such as free WiFi and complimentary self-parking, making it easy for guests to stay connected and park their vehicles. It is located near local attractions, with Glebe House Museum and The Gertrude Jekyll Garden just 1.1 miles away, and Hollow Park only 0.9 miles from the property. View all budget hotels in Woodbury
What are the best hotels in Woodbury near Lake Quassapaug?
For a highly-rated hotel in Woodbury near Lake Quassapaug, The Milestone Inn is an excellent option.

The Milestone Inn, with an 8.8 rating, is located just 2.8 miles from Lake Quassapaug, making it convenient for those looking to visit the lake. Guests will appreciate the complimentary WiFi and the convenience of free self-parking and accessible parking.
When is the best time to go to Woodbury?
The best time to go to Woodbury is during the autumn months, specifically from late September through October, to experience the peak fall foliage.

During this period, the rolling hills and countryside surrounding Woodbury are transformed with vibrant reds, oranges, and yellows, creating picturesque scenery. The weather is typically crisp and pleasant, ideal for outdoor activities like exploring the numerous antique shops along Main Street (Route 6) or visiting local orchards. This time of year is particularly appealing for couples looking for a romantic getaway or anyone who appreciates natural beauty and a relaxed pace.

Additionally, the spring (April to May) offers mild temperatures and blooming flowers, making it another pleasant time to visit, especially for those interested in gardening or visiting local farms.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Woodbury.
How can I save on a Woodbury hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Woodbury hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Woodbury hotel?
Prices for hotels in Woodbury often vary, but you can find a great deal from $80 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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