Hotels in Woodstock

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

Where to stay in Woodstock?

Create new moments at Woodstock hotels

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 Woodstock

Check out reviews of Woodstock hotels guests love

Frequently asked questions

How much does a hotel room cost in Woodstock?
You can find top hotels in Woodstock from $71 with options to suit your budget and needs. If you're after an affordable hotel in Woodstock that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Woodstock hotels?
Members can save up to 20% on select hotels in Woodstock. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Woodstock hotels with free cancellation?
In order to book a refundable Woodstock hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Woodstock?
If you're looking for hotels in central Woodstock, check out The Watson Boutique Bed & Breakfast. Travelers love The Watson Boutique Bed & Breakfast for its location, as well as the free continental breakfast, free parking and concierge services this bed & breakfast offers.
Are all taxes and fees included in the Woodstock hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers recommend in Woodstock?
Guests like Wellsworth Hotel.
Can I book a refundable hotel in Woodstock?
If you need the flexibility to change your plans to Woodstock, most properties provide refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Woodstock if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 7 vacation homes.
What will the weather in Woodstock be like during my trip?
The warmest months in Woodstock are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 32°F. The rainiest months are July and October.
Why should I book my Woodstock hotel through Hotels.com?
There are plenty of reasons to book your Woodstock 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 Woodstock

Find out more about Woodstock

Whispers of Nature: Unveiling the Soul of Woodstock

Nestled in the picturesque Litchfield Hills, Woodstock, Connecticut, is a hidden gem for nature lovers and cultural enthusiasts alike. This charming town boasts rolling landscapes, serene lakes, and vibrant fall foliage, ideal for hiking and photography. Explore the enchanting Roseland Cottage, a Gothic Revival masterpiece, or wander the quaint streets lined with artisanal shops and cozy cafes. Woodstock's rich artistic heritage comes alive through local galleries and seasonal fairs, making it a perfect spot for a romantic getaway or a peaceful retreat. Experience the tranquility and beauty that makes Woodstock a true escape from the ordinary.

Discover great hotels in Woodstock

Woodstock, Connecticut offers a range of accommodations, from charming boutique hotels to cozy guesthouses. Whether you seek a relaxing getaway in a scenic setting or a quaint spot with local character, you'll find inviting options that highlight the town's unique charm and hospitality. These are some of the hotels preferred by our travelers in Woodstock:

  1. Motel 6 PutnamOpens in a new window: This cozy 2.0-star motel offers a pet-friendly environment, making it an ideal choice for travelers seeking a welcoming stay for their furry companions. The property allows pets onsite and features a straightforward approach to comfort and convenience. With its relaxed atmosphere, this hotel is perfect for those who appreciate the simplicity of a no-frills lodging experience while still enjoying a warm and inviting space.
  2. The Watson Boutique Bed & BreakfastOpens in a new window: The Watson Boutique Bed & Breakfast is a charming 3.0-star bed and breakfast that delights visitors with its complimentary continental breakfast and local restaurant guide. This property stands out for its inviting ambience and personalized service, making it a favorite among leisure travelers who appreciate a homely feel. Guests revel in the daily breakfast offerings, which create a delightful start to each day, enhancing their overall experience during their stay.
  3. Comfort Inn & SuitesOpens in a new window: Comfort Inn & Suites is a stylish 2.5-star hotel that caters to travelers seeking both family inclusivity and a pet-friendly atmosphere. This property excels in providing a comfortable retreat with thoughtful amenities such as complimentary cribs for young guests. The modern design and warm ambiance create a delightful environment for relaxation, making it a wonderful choice for those looking to enjoy quality time away from home.

Top locations to stay in Woodstock

Some great areas to stay in when visiting Woodstock, Connecticut, are Sturbridge, Southbridge, and Putnam. Sturbridge offers a charming small-town atmosphere, while Southbridge is known for its diverse dining options. Putnam boasts rich historical significance and vibrant arts. For first-time visitors, Sturbridge is best suited due to its picturesque surroundings and quaint attractions.

  1. SturbridgeOpens in a new window: Sturbridge is a charming town known for its rich history and picturesque landscapes. It's home to Old Sturbridge Village, a living history museum that offers a glimpse into early American life with interactive exhibits and reenactments. The town's quaint shops and local artisans provide unique shopping experiences, perfect for picking up handmade goods and souvenirs. Additionally, Sturbridge has a variety of dining options that highlight local flavors, making it a delightful spot for food lovers. Whether you're exploring the scenic parks or enjoying the cultural events held throughout the year, Sturbridge has a warm, inviting atmosphere that makes it a great place to stay.
  2. PutnamOpens in a new window: Putnam stands out with its vibrant arts scene and rich historical charm. The downtown area features an array of antique shops and boutiques, perfect for those looking to find unique treasures. The town also hosts a variety of cultural attractions, including art galleries and theaters, which showcase local talent and creativity. Putnam's community events, like farmers' markets and festivals, add to its small-town charm and provide an excellent opportunity to mingle with locals. The beautiful parks and outdoor spaces further enhance the experience, making Putnam a lovely choice for travelers seeking a blend of history and culture.
  3. SouthbridgeOpens in a new window: Southbridge is a hidden gem with a focus on dining and community spirit. The town offers a mix of cozy eateries and local shops that create a friendly atmosphere. Visitors can enjoy exploring unique boutiques and discovering local crafts. Southbridge is also known for its cultural attractions, including art shows and community events that celebrate the town's heritage. Outdoor enthusiasts will appreciate the nearby parks and recreational areas, ideal for picnicking or leisurely strolls. Southbridge’s welcoming vibe makes it a pleasant spot for those looking to experience authentic small-town life.

Things to do in Woodstock

Woodstock offers a vibrant mix of outdoor fun and artistic flair. Camp under the stars, dive into refreshing waters, or cast your line for a great catch. Experience lively festivals that celebrate music and creativity, making it a must-visit destination for nature lovers and festival enthusiasts alike!

  • Lake ChaubunagungamaugOpens in a new window – Experience the beauty of one of the longest-named lakes in the United States. Whether you're fishing, kayaking, or simply enjoying a picnic by the shore, this tranquil spot is perfect for relaxing and soaking in nature.
  • Lake WebsterOpens in a new window – Another gem for water enthusiasts, Lake Webster offers opportunities for swimming, boating, and shoreline walks. The scenic views and clear waters make it a great place to spend a sunny afternoon with friends and family.
  • Buffumville LakeOpens in a new window – This picturesque lake is ideal for outdoor activities. Take a hike along the trails, have a barbecue by the water, or try your hand at fishing. The serene environment is perfect for a day of fun and relaxation.
  • Old Sturbridge VillageOpens in a new window – Step back in time at this living history museum. Explore the recreated 19th-century village, complete with costumed interpreters, historic buildings, and interactive exhibits. It’s a fantastic way to learn about early American life and craftsmanship.
  • Wells State ParkOpens in a new window – Enjoy the natural beauty of this national state park, featuring miles of hiking trails, picnic areas, and scenic vistas. Whether you’re hiking through the woods or relaxing by a pond, Wells State Park is a wonderful spot for outdoor adventures.

5 tips for savvy savings when booking a hotel in Woodstock

  1. Book for the cheapest times: For an affordable getaway, consider visiting Woodstock in January, February, or December, when hotel prices tend to be lower. Staying for at least 2 to 3 days allows you to fully immerse yourself in the town's rich history and cultural landmarks. You can enjoy budget-friendly activities such as exploring local festivals, visiting wineries, and engaging in outdoor recreation like hiking or canoeing. This makes it a great value for money destination for those on a budget. Plus, prices may drop during these months, making it an even more enticing option for travelers.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute hotel deals in Woodstock, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, helping you save on your stay. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, so you're more likely to see the best options for your needs. You'll be notified if prices drop or new rooms become available, making it easier to book that perfect getaway.
  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 in a Woodstock hotel. If you’re interested in unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we'll inform you whether the price for your selected dates is above or below the average. If the price is on the higher side, we can suggest more affordable dates, increasing your chances of getting a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to be more expensive. For better rates, consider hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you want to visit. You might also look into independent hotels a bit further out, as they can offer a more authentic and budget-friendly experience.
  5. Become a Member: Joining as a member is a great way to enhance your travel experience and save money on accommodations! By signing up for free, you'll gain access to exclusive member prices on over 100,000 hotels worldwide, including options in Woodstock.As a member, you'll have the opportunity to progress through various tiers, unlocking additional perks along the way. These benefits may include free room upgrades when available, as well as discounts on food and beverages at select VIP Access properties.Don’t miss out on these savings and advantages for your next stay in Woodstock! Sign up today and start planning your trip!

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 typically the wettest month. If you’re looking to soak up the lively atmosphere in Woodstock, July to September 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, November, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

If you're looking to discover somewhere new, look no further than Woodstock. Whether you're planning to stay for a night or for the week, the area around Woodstock has accommodations to fit every need. Search for hotels in Woodstock with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Woodstock hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Woodstock hotel deals are here with our lowest price guarantee.

Woodstock Travel Information

Best Time to Visit
May, June and July
Average Stay
2 days
International Airport
Bradley Intl. Airport (BDL)
Popular Sights
Taylor Brooke Winery, Little River Plaza Shopping Center and Harrisville Golf Course

Keep exploring

Keep exploring