Romantic Hotels for a Couple's Getaway in Chester (Vermont)

Franklyn Farm Inn

Chester - Montana

Franklyn Farm Inn is a charming 18th century B&B nestled in the Vermont countryside. Our hosts, Teresa and family, offer a warm welcome, with a cozy log fire in the living room, delicious homemade cookies and breakfasts, and a 35 acre property to explore on snowshoes. Relax in the peaceful atmosphere, enjoy hot cocoa and homemade treats, and engage in conversation with other guests around the fire pit. Enjoy the Vermont hospitality with hot tea and baked goods ready, and the inn dog to welcome you. Whether you're looking for a relaxing getaway or an adventurous exploration, Franklyn Farm Inn is the perfect destination.

More info in Booking.com

More Romantic Hotels for a Couple's Getaway near Chester

Golden Stage Inn

Proctorsville - Montana

9 miles from Chester

Golden Stage Inn offers a unique and cozy retreat in Proctorsville, VT, just 8.2 km from Okemo Mountain in Ludlow. Whether you’re here for a ski getaway or a peaceful weekend in the countryside, you’ll be well taken care of. Our hosts, Julie and Mike, make sure you feel at home with a thoughtful welcome package, warm fire in the living room and endless hot cider. Enjoy a full breakfast made with local ingredients, as well as afternoon treats like homemade cookies and chocolate cake. Our cozy, well-appointed rooms are perfect for couples or families, and you’ll find plenty of outdoor activities to explore nearby. Enjoy the old Vermont charm, cozy moments and exceptional hospitality at Golden Stage Inn!

More info in Booking.com
The Governor's Inn

Ludlow - Montana

11 miles from Chester

The Governor's Inn is a charming Victorian bed and breakfast located in Ludlow, Vermont. With quaint village shops and restaurants within walking distance, it's the perfect place to stay when exploring the area. The property has an on-site restaurant, a concierge service and a shared TV lounge. The innkeepers, Rosie and Holger, create a home-away-from-home atmosphere and go out of their way to make sure guests feel welcome. Enjoy 3-course breakfasts prepared with fresh ingredients and topped with herbs grown on the back deck. Relax with a cup of tea and a freshly-baked muffin in the afternoon. Rooms are lovingly decorated with fresh flowers and all the little extras. Plus, the inn is conveniently located near Okemo ski resort and offers plenty of tips on where to explore the town. Whether you're looking for a cozy getaway or a ski vacation, the Governor's Inn is the perfect place to stay.

More info in Booking.com
Main and Mountain

Ludlow - Montana

11 miles from Chester

Main and Mountain is a modern and clean motel located in Ludlow, Vermont. It's conveniently located close to Killington Mountain and Stratton Mountain, Pico Peak, Mount Tom, and Mount Equinox. The motel features a bar and free WiFi, as well as private parking for guests. The rooms are modern and feature high-end soaps, a sound machine, and keyless entry. For those looking for a fun and safe experience, the bar offers a tent in the parking lot and a pair of mixologists to make delicious cocktails. The motel also includes a coffee pantry, fire tables, and a BBQ on Friday nights. An exceptional stay that exceeds expectations, Main and Mountain is perfect for anyone looking to explore the beauty of the area.

More info in Booking.com
The Lodge at West River

Newfane - Montana

17 miles from Chester

The Lodge at West River is a cozy and relaxing getaway in the countryside of Newfane. Situated 32 km from Stratton Mountain and 33 km from the Bellows Falls Amtrak Station, the hotel offers free WiFi, free private parking and a shared lounge. Guests can explore the beautiful surroundings, from Molly Stark State Park to the banks of the West River. The property boasts a garden and fire pits, perfect for a romantic evening outdoors. Rooms are comfortable and tastefully decorated, with wooden furniture, air conditioning and heat, and a refrigerator. Breakfast is served daily, with local products and fruits used. Dogs are welcome, making this the perfect spot for a family escape. With friendly and accommodating owners, The Lodge at West River is the ideal choice for your next Vermont trip.

More info in Booking.com
Seesaw's Lodge

Peru - Montana

18 miles from Chester

Seesaw's Lodge is an exceptional place to stay in Peru. It's located 18 km from Stratton Mountain and 1 minutes by car from the Bromley Mountain ski resort, making it the perfect spot for winter sports enthusiasts. The rooms are cozy, clean and well-appointed, with gas fireplaces and updated furniture and bathrooms. You can also enjoy the shared kitchen downstairs in the lodge, with breakfast of muffins and coffee. The restaurant serves excellent dinner and takeout. There's also a bar, barbecue facilities and ski storage space. The atmosphere is rustic and charming and the views are stunning. Come experience the beautiful and peaceful Seesaw's Lodge!

More info in Booking.com
Aerie Inn of Vermont

East Dorset - Montana

22 miles from Chester

The Aerie Inn of Vermont is a quaint little inn tucked away in the picturesque countryside of East Dorset. With stunning panoramic views, cozy quilts on the beds, and handmade soaps, this inn offers a unique and welcoming atmosphere. Furthermore, they are pet-friendly and only a 34 km drive from Stratton Mountain, as well as 49 km away from Bennington College and Bennington Museum. The property managers are friendly and helpful, and the rooms are clean and comfortable. With unexpected amenities, tastefully and artistically decorated rooms, and a fire pit, this inn is perfect for those who are looking for a quiet, natural getaway. The nearby quarry with cliff diving is a fun bonus, and the Vermont summer festival horse show is only a one minute drive away. Come and relax in this peaceful inn and take in all the beauty of the Vermont countryside.

More info in Booking.com
Sleep Woodstock Motel

Woodstock - Montana

23 miles from Chester

Sleep Woodstock is a charming Vermont motel located 8 minutes from Woodstock town center, 15 minutes from the SkyeShip Gondola and Killington ski slopes, and 30 minutes from Okemo Ski Slopes. This newly renovated motel features tastefully decorated rooms with modern sinks and amenities, comfortable beds with high-quality linens and comforters, AC/Heating, and complimentary Wi-Fi. The owners are incredibly helpful and friendly, offering local restaurant recommendations, and even allowing guests to bring their dogs on leash. Lush hanging flower baskets and funky framed art add to the delightful atmosphere. Enjoy a peaceful stay in an exceptional setting – book your stay at Sleep Woodstock today!

More info in Booking.com
The Birch Grove

Woodstock - Montana

24 miles from Chester

The Birch Grove in Woodstock, Vermont is a cozy and homely bed and breakfast located in a tranquil, peaceful setting. With free WiFi and free private parking, it's the perfect place to escape and relax. Our hostess Cynthia is warm and welcoming, always making sure you have everything you need. The room is comfortable and cozy, with plenty of pillows and blankets. There's a vegetarian breakfast available daily, with a choice of teas and coffees, cereals, and fruit. As an added treat, Cynthia will bring you homemade sweet bread! You can also take advantage of the shared room with two single beds, ideal for travelling with family or friends. And don't forget about the beautiful views, well-kept lawn and garden area, and friendly dog and cat! It's the perfect place to explore the town or take a hike. The Birch Grove offers a tranquil and comfortable stay, perfect for a weekend getaway!

More info in Booking.com