Nestled in the picturesque landscapes of Vermont, Bennington stands as a beacon for travelers seeking both serenity and adventure. This charming town is not only steeped in rich history and cultural heritage but also offers an abundance of natural beauty, making it a perfect getaway destination. For those planning to explore this captivating town, finding the right accommodation is key, and the hotels in Bennington cater to a wide range of preferences, ensuring your stay is as comfortable as it is memorable.
Bennington's accommodations are as diverse as the town's attractions, from quaint bed and breakfasts offering a warm, personalized experience to modern hotels equipped with all the amenities you might need. Whether you're here to wander through the historic streets, visit the iconic Bennington Battle Monument, or explore the surrounding Green Mountains, there's a hotel in Bennington that will serve as your perfect home base. These hotels not only provide a cozy retreat after a day of exploration but also offer insights and recommendations to help you uncover the town's hidden gems.
Moreover, staying in one of the hotels in Bennington positions you conveniently close to the town's vibrant dining scene, eclectic shops, and art galleries, enriching your experience beyond the natural and historical exploration. The hospitality of the local accommodations reflects the welcoming spirit of Bennington itself, making every visitor feel like a part of the community. With such a variety of hotels to choose from, travelers can look forward to an unforgettable stay that encapsulates the essence of a Vermont getaway, ensuring your journey to Bennington is nothing short of magical.
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Our Top 10
(Sorted by rating & number of reviews)
1. Bennington Motor Inn
2. Harwood Hill Motel
3. Hampton Inn Bennington
4. Four Chimneys Inn
5. Safford Mills Hotel
6. Best Western Bennington
7. Historic Inn Wbar Room, Hot Tub, 6 Bedrooms
8. Two Brooks Lodge
9. The Autumn Inn
10. Four Chimneys Inn
Hotels in Bennington, VT for History Enthusiasts
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Bennington
Mar 11, 2026 - Mar 12, 2026
Bennington Motor Inn
7.4
Good
(195 Reviews)
+ 26 photos
The Bennington Motor Inn attracts families with its charming, home-away-from-home atmosphere and convenient location to Bennington's attractions. With spacious rooms that can accommodate families of various sizes, the inn provides a comfortable base for adventures around town. The Motor Inn's close proximity to parks, museums, and outdoor activities ensures that little ones have plenty to explore. The staff is known for their attention to ensuring guests have a pleasant stay, making it a popular choice among families looking for a hassle-free visit to Bennington.
Address:143 West Main Street
Rating:
Good
7.4
(195 Reviews)
Rooms:8
Price: From 104$
Harwood Hill Motel
9.1
Good
(220 Reviews)
+ 72 photos
The Harwood Hill Motel offers guests the quintessential Vermont experience with its panoramic views of the Green Mountains, lush gardens, and rotating outdoor art installations. This family-owned motel combines the charm of a rustic retreat with the convenience of modern amenities, ensuring a comfortable stay amidst nature's splendor. Each room is artfully decorated, reflecting Vermont's arts and culture scene, with several offering direct views of the majestically rising peaks. The motel's serene setting makes it a haven for artists, musicians, and writers, or anyone seeking inspiration from the natural world around Bennington.
Address:864 Harwood Hill Road
Rating:
Good
9.1
(220 Reviews)
Rooms:15
Price: From 135$
Hotels in Bennington, VT with Exceptional Views
Bennington is renowned for its breathtaking landscapes, and staying at a hotel that showcases these vistas can transform a simple trip into an unforgettable experience. This section focuses on hotels in Bennington that offer unparalleled views of the surrounding natural beauty, be it the rolling Green Mountains, serene valleys, or picturesque historical sites. Each selected hotel not only provides top-notch accommodations but also ensures that guests are never more than a glance away from a stunning view, making these locations ideal for nature lovers and photographers alike.
Hampton Inn Bennington
8.2
Good
(164 Reviews)
+ 97 photos
Known for its reliable quality and family-friendly amenities, the Hampton Inn Bennington offers a comfortable stay with spacious rooms equipped with all the necessities for a family on the go. Indoor pool facilities provide entertainment for children regardless of the weather, while parents can enjoy the fitness center or business amenities. The complimentary breakfast, with options to satisfy picky young eaters, ensures a great start to each day. The hotel's location allows easy access to local sights, making it an ideal choice for families seeking convenience and comfort.
Address:51 Hannaford Square
Rating:
Good
8.2
(164 Reviews)
Rooms:80
Price: From 134$
Four Chimneys Inn
9.3
Good
(71 Reviews)
+ 101 photos
The Four Chimneys Inn is a beacon of historical elegance, seamlessly blending the charm of the past with modern comfort. Nestled within lush, manicured grounds, this inn stands as a testament to early 20th-century architecture, inviting guests to step back in time. Each of its eleven rooms is uniquely decorated, reflecting periods from the inn's rich past while offering contemporary amenities. The inn's inviting common areas, gourmet breakfast, and proximity to Bennington's historical sites make it an ideal base for history buffs. Staying at The Four Chimneys Inn offers more than just a room; it's an experience that connects you with the storied past of Bennington .
Address:21 West Road, Vermont Route 9-W
Rating:
Good
9.3
(71 Reviews)
Rooms:13
Price: From 269$
Family-Friendly Hotels in Bennington, VT
Traveling with family requires special consideration to ensure the accommodation is comfortable, safe, and entertaining for all ages. Hotels in Bennington that prioritize family-oriented services, facilities, and room configurations can make a family vacation much more enjoyable. The hotels chosen for this section are known for their welcoming atmosphere towards families, offering amenities and accommodations that cater to the needs of both children and adults, ensuring a memorable and hassle-free stay for families visiting Bennington.
Safford Mills Hotel
8.7
Good
(35 Reviews)
+ 24 photos
Safford Mills stands out as a charming and historically rich accommodation, originally functioning as a mill before being transformed into the inviting inn it is today. Each aspect of Safford Mills, from its unique décor to the intimate cocktail lounge, tells a story of transformation and endurance. Guests can enjoy modern amenities while feeling connected to the inn's historical roots. This hotel is particularly suited for those who appreciate the blend of history with sophisticated comfort, making it a perfect retreat for travelers seeking a deeper connection to Bennington's past.
Address:722 Main St
Rating:
Good
8.7
(35 Reviews)
Price: From 171$
Best Western Bennington
7.3
Good
(281 Reviews)
+ 94 photos
Families seeking a blend of comfort, convenience, and value will find the Best Western Bennington to be an excellent choice. This hotel offers a variety of room types to fit family needs, including suites with separate living areas. An outdoor pool provides summertime fun, while free breakfast helps keep mornings simple and satisfying. Located near many of Bennington's educational and recreational attractions, it's a great option for families planning a full itinerary of activities.
Address:220 Northside Drive
Rating:
Good
7.3
(281 Reviews)
Rooms:58
Price: From 89$
Romantic Getaways at Hotels in Bennington, VT
For couples looking at a romantic escape, Bennington offers quaint hotels and inns that specialize in creating a romantic ambiance. Whether it’s celebrating an anniversary, a honeymoon, or just a quiet weekend away, the selected hotels for this section offer beautiful settings, privacy, and special touches that can make a stay truly memorable. These accommodations provide an idyllic backdrop for romance in the lively heart of Vermont, promising a blend of relaxation and intimate moments.
Historic Inn Wbar Room, Hot Tub, 6 Bedrooms
+ 32 photos
The Historic Inn, with its bar room, hot tub, and 6 bedrooms, offers a luxurious step back in time for guests. Meticulously restored to highlight its historical significance, this inn provides a perfect balance of history and luxury. The inn features a beautifully preserved bar room, where guests can enjoy evening cocktails in an atmosphere steeped in the past. Each bedroom is designed to offer a unique glimpse into a bygone era, complemented by modern amenities for guest comfort. Ideal for groups or families looking to immerse themselves in the history of Bennington while enjoying the comforts of today, this inn promises an unforgettable stay.
Address:722 Main Street
Price: From 585$
Two Brooks Lodge
7.5
Good
(8 Reviews)
+ 14 photos
Though not traditionally a hotel, Two Brooks Lodge offers a unique and intimate accommodation experience that's perfect for couples seeking a private escape. Nestled in the natural beauty of the Vermont landscape, this lodge provides a serene setting for couples to reconnect. The modern, minimalist design with expansive windows allows for an immersive experience with nature, offering stunning views and a peaceful atmosphere. It's an ideal spot for those who appreciate the outdoors and wish for a romantic retreat that feels both secluded and luxurious.
Address:1054 Sawmill Road
Rating:
Good
7.5
(8 Reviews)
Price: From 173$
The Autumn Inn
7.4
Good
(333 Reviews)
+ 23 photos
This charming inn is a romantic hideaway that offers couples a cozy and intimate atmosphere. Nestled in a quiet area of Bennington boasts a simple, rustic charm, with individually decorated rooms that provide a warm and inviting space for couples. The surrounding area's natural beauty adds to the romantic appeal, making it a perfect setting for long walks or watching the sunset. The inn’s peaceful environment ensures that couples can enjoy quality time together away from the hustle and bustle.
Address:924 Main Street
Rating:
Good
7.4
(333 Reviews)
Rooms:23
Price: From 59$
Four Chimneys Inn
9.3
Good
(71 Reviews)
+ 101 photos
Reiterating its status as a prime choice for various types of stays, Four Chimneys Inn also stands out as a romantic destination. With its elegant period furnishings and serene grounds, couples can find themselves transported to a world of historical luxury and charm. Special packages, including champagne and chocolates, can enhance the romantic experience. The inn's intimate dining options and cozy common areas offer couples the chance to unwind in a beautifully romantic setting.