Find Romantic Hotels in Woodstock, VT from $143

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Top Woodstock Romantic Hotels

Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (541)
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
United States
Marlene
$389 nightly
The price is $428
Nov 16 - Nov 17
Total with taxes and fees
Woodstock Inn & Resort
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (928)
"Nice accommodations, very inviting and friendly staff. "
United States
Scott
$156 nightly
The price is $172
Oct 26 - Oct 27
Total with taxes and fees
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1002)
"Great stay!!"
United States
Robert
$130 nightly
The price is $143
Nov 2 - Nov 3
Total with taxes and fees
Killington Mountain Lodge, Tapestry Collection by Hilton
Hilton Garden Inn Hanover Lebanon
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Clean hotel, friendly staff and great area! Loved it and would highly recommend!!"
United States
Raymond Alan
$146 nightly
The price is $158
Nov 9 - Nov 10
Total with taxes and fees
Hilton Garden Inn Hanover Lebanon
Hanover Inn Dartmouth
4.0 star property
9.6 out of 10, Exceptional, (877)
"Perfect hotel "
United States
Lori
$209 nightly
The price is $227
Nov 23 - Nov 24
Total with taxes and fees
Hanover Inn Dartmouth
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
9.0 out of 10, Wonderful, (763)
"It is Good place to stay. We enjoyed our stay here."
United States
Lokesh
$142 nightly
The price is $154
Nov 24 - Nov 25
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
The Inn at Weathersfield
4.0 star property
9.8 out of 10, Exceptional, (69)
"The location of the Inn was in an area that was just wonderful. Staff was very friendly and the menu options were very tasty. Room was clean and well maintained. "
United States
Joshua
The Inn at Weathersfield
Beautiful home offering privacy on 7 acres with private pond
10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
$434 nightly
The price is $487
Oct 27 - Oct 28
Total with taxes and fees
Beautiful home offering privacy on 7 acres with private pond
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (907)
"It was a beautiful place "
United States
Tony
$136 nightly
The price is $148
Nov 2 - Nov 3
Total with taxes and fees
Pointe at Castle Hill Resort
Jackson Gore Village
3.0 star property
8.6 out of 10, Excellent, (812)
"Nice hotel and setting, wonderful customer service"
United States
Bao
$205 nightly
The price is $226
Oct 26 - Oct 27
Total with taxes and fees
Jackson Gore Village
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.

Find out more about Woodstock

Woodstock attractions for couples

In the charming town of Woodstock, Vermont, travelers can immerse themselves in a picturesque blend of natural beauty and rich history. Start your journey at the Billings Farm and Museum, where families can enjoy hands-on activities such as cow milking and butter churning, all while learning about sustainable farming practices. For a serene outdoor experience, explore the expansive Marsh-Billings-Rockefeller National Historical Park, which features scenic trails perfect for hiking and biking amidst stunning fall foliage. Art enthusiasts will appreciate the sculptures and exhibitions at the Norman Williams Public Library, which often hosts local artists and events. Don’t miss a visit to the iconic Woodstock Inn, where you can indulge in gourmet dining and unwind in a luxurious spa after a day of exploration. For accommodations, consider staying at the charming Woodstock Inn & Resort, where elegant rooms and attentive service create a pampered experience, making it easy to recharge before your next adventure. Enjoy the convenience of being just steps away from the town’s shops and eateries, allowing for a seamless blend of relaxation and exploration.

Find the best romantic hotels in Woodstock

For couples seeking a romantic getaway in the picturesque surroundings of Woodstock, Vermont, these hotels offer the perfect blend of charm and intimacy. Each hotel provides a unique atmosphere that is sure to enhance your love story.

Sleep Woodstock Motel

  • Why it's great for a couples retreat: Sleep Woodstock Motel is an ideal choice for travelers looking to enjoy a cozy and romantic escape. With an impressive guest review rating of 9.8, this charming motel provides a warm atmosphere perfect for couples. The motel features comfortable rooms with kitchenettes, allowing guests to enjoy intimate meals together in the privacy of their accommodation.
  • Other amenities: In addition to its romantic ambiance, guests will appreciate amenities such as free self-parking, designer toiletries, and convenient access to nearby ski areas for those adventurous couples. The motel also offers air conditioning, making it a comfortable retreat regardless of the season. With its inviting atmosphere and thoughtful amenities, Sleep Woodstock Motel is a delightful option for romantic travelers.
  • Nearby attractions: Union Arena Community Center - 3.13 miles, Five Elm Arches - 3.87 miles, Long Trail Brewing Company - 3.52 miles

The Jackson

  • Why it's great for a couples retreat: The Jackson is an exquisite choice for couples looking for a romantic escape with a guest review rating of 9.6. Nestled in West Woodstock, this boutique hotel features elegantly designed accommodations with fireplaces and private terraces, ideal for cozy evenings and intimate moments. The Victorian hotel design adds to its charm, creating a perfect backdrop for romance.
  • Other amenities: Guests will enjoy a range of amenities including self-parking, designer toiletries, and a concierge service for personalized experiences. The hotel is conveniently located near skiing and outdoor activities, allowing couples to explore the beauty of Vermont together. With its thoughtful design and luxurious touches, The Jackson provides an unforgettable romantic experience.
  • Neighborhood: West Woodstock
  • Nearby attractions: Union Arena Community Center - 0.29 miles, Five Elm Arches - 1.02 miles, Ottaquechee River - 1.11 miles

Woodstock Inn & Resort

  • Why it's great for a couples retreat: Woodstock Inn & Resort is a luxurious haven for couples seeking a romantic getaway, featuring a remarkable guest review rating of 9.4. This upscale resort offers beautifully appointed rooms and suites, some with fireplaces and private balconies, creating an intimate setting for romance. The resort’s spa allows guests to indulge in pampering treatments, perfect for a rejuvenating experience together.
  • Other amenities: In addition to the romance-focused amenities, guests can enjoy a range of features including an indoor pool, hot tub, and a golf course on-site for leisurely afternoons. The resort also offers a range of dining options with picturesque views, fitness facilities, and valet parking. Couples can explore the stunning natural surroundings or relax in the beautifully landscaped gardens, making Woodstock Inn & Resort an excellent choice for a romantic retreat.
  • Nearby attractions: Red Wagon Toy Company - 0.16 miles, Dana House Museum - 0.21 miles, Woodstock Town Hall Theatre - 0.3 miles

506 On the River Inn

  • Why it's great for a couples retreat: 506 On the River Inn is a perfect romantic getaway nestled along the serene banks of the river, a superb guest review rating of 9.0. The inn features elegant rooms with private balconies, allowing couples to enjoy beautiful river views while sipping morning coffee or evening cocktails. With a heated indoor pool and hot tub, guests can unwind in a tranquil setting after a day of exploring the stunning Vermont landscape.
  • Other amenities: This upscale hotel also offers various amenities to enhance the romantic experience, including an inviting terrace, a lush garden, and a billiards room for some playful competition. Guests can indulge in culinary delights at the onsite restaurant, or take advantage of the nearby skiing and hiking activities. Additionally, the inn provides free self-parking and a fitness center for those looking to maintain their routine while away.
  • Neighborhood: West Woodstock
  • Nearby attractions: Union Arena Community Center - 0.43 miles, Five Elm Arches - 1.17 miles, Ottaquechee River - 1.2 miles

The Shire Woodstock

  • Why it's great for a couples retreat: The Shire Woodstock is a charming retreat that offers couples a cozy and romantic ambiance with a guest review rating of 8.8. This delightful hotel features rooms with beautiful river views and balconies, perfect for enjoying a quiet evening together. The kitchen facilities in each room allow guests to prepare intimate meals, enhancing the romantic experience of their stay.
  • Other amenities: Beyond the lovely accommodations, The Shire Woodstock provides additional amenities such as a garden area for leisurely strolls, free self-parking, and nearby access to skiing and hiking adventures. Guests can enjoy designer toiletries and complimentary toiletries to ensure a comfortable stay. With its inviting atmosphere and great location, The Shire Woodstock is a fantastic option for couples looking to create lasting memories together.
  • Nearby attractions: Dana House Museum - 0.43 miles, Billings Park and Trail - 0.45 miles

Top Woodstock Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Woodstock?
If you and your partner need a romantic escape, we've got just the thing. Our guests also enjoy Woodstock for its historic landmarks, shopping, and libraries. If you want to explore the area, you might head to Woodstock Town Hall Theatre, VINS Nature Center, or Billings Farm and Museum. If you're interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Woodstock?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Woodstock: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Woodstock are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What is there to do in Woodstock?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Woodstock. If you're hoping to see some of the area's cultural attractions, you'll enjoy Woodstock for its historic landmarks, shopping, and libraries. You might think about stopping by Woodstock Town Hall Theatre, VINS Nature Center, or Billings Farm and Museum while you're seeing the sights.
What's the best way to get to Woodstock and around town during my romantic getaway?
This information about transportation options in Woodstock might help your romantic getaway go off without a hitch: The closest major airport is Lebanon, NH (LEB-Lebanon Municipal), located 10.5 mi (16.9 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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