Hotels in Woodstock

Woodstock: Where Nature and Creativity Dance in Harmony

Nestled in the tranquil heart of Connecticut, Woodstock is a charming off-the-beaten-path destination that enchants with its rich history and natural beauty. Visitors can explore the picturesque East Woodstock, with its quaint shops and cafes, or stroll through the historic districts adorned with colonial architecture. The serene Woodstock Hill offers breathtaking views of lush landscapes and rolling hills, perfect for outdoor enthusiasts. Don’t miss the iconic Woodstock Fair and the idyllic Pomfret River, where nature lovers can hike, fish, and unwind in a peaceful setting. Experience the blend of culture and nature that makes Woodstock a hidden gem. For great hotel rates in Woodstock, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Woodstock

Woodstock, Connecticut, offers a delightful mix of accommodations, from cozy inns to historic hotels. Visitors can enjoy comfortable guest rooms and complimentary breakfasts, all set in a charming New England atmosphere. It's an ideal base for exploring the scenic beauty and quaint attractions of the area. Here are some of the most popular hotels with our travelers in Woodstock:

1. Comfort Inn & SuitesOpens in a new window: This 2.5-star hotel offers a comfortable stay with a focus on convenience for leisure travelers. Located right off Interstate 395, it provides easy access to various dining options and nearby attractions like Alexander’s Lake, ideal for a leisurely stroll. Guests appreciate the clean and cozy accommodations, along with complimentary breakfast. Noteworthy for its value, this hotel delivers a restful experience with a welcoming atmosphere and essential amenities to enhance your stay.
2. The Watson Boutique Bed & BreakfastOpens in a new window: This charming 3.0-star bed and breakfast sets the stage for a memorable getaway, perfect for leisure travelers celebrating special occasions. Renowned for its exquisite complimentary breakfasts and delightful hosts, the property offers an intimate and personalized experience. With a focus on creating unique moments, this establishment shines for its attention to detail and warm ambiance, making it an ideal choice for those looking to celebrate milestones in a cozy setting.
3. Wellsworth HotelOpens in a new window: A sophisticated 3.0-star hotel that caters to leisure travelers seeking a blend of comfort and amenities. This property features an inviting pool area, a hot tub, and an on-site restaurant, creating an enjoyable atmosphere for relaxation and dining. With a clean and aesthetically pleasing design, the hotel stands out for its recreational offerings, including a well-equipped gym. The vibrant ambiance and friendly staff contribute to a delightful stay, ensuring a high-quality experience for all guests.

Top locations to stay in Woodstock

Some of the best areas to stay in when visiting Woodstock, Connecticut, are Southbridge, Thompson, and Sturbridge. Southbridge offers charming small-town vibes and attractions like Old Sturbridge Village. Thompson features outdoor adventures and casinos, while Sturbridge combines history with beautiful gardens. For first-time visitors, Sturbridge is best suited due to its rich cultural experiences and family-friendly activities.

1. SouthbridgeOpens in a new window: If you're looking for a charming small-town experience, Southbridge is a delightful choice. This area is home to the historical Old Sturbridge Village, where you can step back in time and explore early American life. For nature lovers, Lake Chaubunagungamaug offers stunning views and recreational opportunities. When the sun sets, you can enjoy cultural attractions like the Jorgensen Center for the Performing Arts or catch a show at the Hanover Theatre for the Performing Arts. With shopping options like Martha's Herbary and the Auburn Mall, Southbridge strikes a great balance between relaxation and local exploration.
2. ThompsonOpens in a new window: Thompson provides a unique blend of small-town charm and outdoor fun. The picturesque Buffumville Lake is perfect for a day of hiking or picnicking. The local scene offers great cultural attractions, including the Stadium Theatre, where you can catch live performances. For those seeking a little excitement, the Thompson International Speedway is a must-visit. Shopping enthusiasts will enjoy the variety at Killingly Commons and the quaint Brown and Hopkins Country Store. Thompson is a fantastic spot for travelers wanting a mix of relaxation and engaging activities.
3. SturbridgeOpens in a new window: Sturbridge is an inviting small town known for its rich history and beautiful landscapes. The iconic Old Sturbridge Village offers a glimpse into the past, making it a must-see for history buffs. Buffumville Lake is another scenic spot to unwind or enjoy outdoor activities. When it comes to cultural experiences, the Elm Draught House Cinema provides a cozy setting for film lovers. With shopping options like Wilton's Children Store and the Yankee Flea Market, Sturbridge is a great destination for families and those seeking a laid-back atmosphere with enjoyable local experiences.

Things to do in Woodstock

Woodstock offers a delightful escape with its stunning natural beauty and vibrant community spirit. Enjoy camping under the stars, casting a line for fish, or paddling on serene waters. Join lively festivals that celebrate music and arts, making this charming spot a must-visit for any traveler looking for fun and relaxation.

• Lake WebsterOpens in a new window – Spend a relaxing day by the serene waters of Lake Webster. Enjoy swimming, fishing, or simply soaking up the sun on the beach. The picturesque setting makes it an ideal spot for a family picnic or a quiet afternoon with a good book.
• Roseland CottageOpens in a new window – Step back in time at Roseland Cottage, a stunning Gothic Revival home that showcases 19th-century architecture. Take a guided tour to learn about its rich history and the captivating stories of those who once lived here. Don’t forget to stroll through the beautifully maintained gardens!
• Lake ChaubunagungamaugOpens in a new window – Known for its tongue-twisting name, Lake Chaubunagungamaug offers ample opportunities for outdoor fun. Spend your day kayaking or canoeing on its tranquil waters, or explore the surrounding trails that lead to scenic viewpoints perfect for photography enthusiasts.
• Rotary ParkOpens in a new window – Bring the whole family to Rotary Park, where you can enjoy playgrounds, picnic areas, and walking trails. It’s a great place for kids to run around while adults relax and take in the vibrant community atmosphere.
• Mashamoquet Brook State ParkOpens in a new window – Venture into nature at Mashamoquet Brook State Park, where you can hike through lush woodlands and discover beautiful waterfalls. The park features well-marked trails that cater to all skill levels, making it a fantastic spot for both leisurely walks and more challenging hikes.

5 tips for savvy savings when booking a hotel in Woodstock

1. Book for the cheapest times: The most budget-friendly time to visit Woodstock is during January, February, and December, when hotel prices tend to be lower. For a great value for money, a stay of at least 2 to 3 days is recommended to fully explore the area's significant landmarks, cultural sites, and historical attractions. Visitors can enjoy the local lake, beach, event conference venue, charming town neighborhoods, and the history museum, all of which provide a rich glimpse into Woodstock's heritage while keeping expenses manageable. Prices may drop during these months, making it an ideal time for those traveling on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Woodstock, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates on nearby hotels as your travel date approaches. To stay updated on flash sales and special promotions, consider enabling email alerts or push notifications. Additionally, the Smart ShoppingOpens in a new window feature in the app allows you to compare hotel prices and amenities, helping you identify the best hotel deals. With these tools, you’re more likely to see price drops or room availability, ensuring you can book a last-minute getaway effectively.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a Woodstock hotel. For those seeking unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book with Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest more affordable dates that could help you secure the best deal.
4. Consider your location: Staying near key attractions or city centers can be convenient, but it often comes with higher prices. To find more affordable options, consider hotels in less central areas or neighborhoods that strike a balance between cost and accessibility to the sites you want to visit. You might also look into independent hotels a bit farther out, as they usually tend to be cheaper and can offer a more authentic and budget-friendly experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Woodstock. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Woodstock

Woodstock 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 73.0°F (22.8°C). July is usually the wettest month. July to September are the peak travel months in Woodstock, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with light rainfall. On the other hand, January, November, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.