Find Romantic Hotels in Bennington, VT from $148

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Top Bennington Romantic Hotels

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (327)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
$148 nightly
The price is $163
Oct 15 - Oct 16
Total with taxes and fees
Colonel Williams Inn

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (898)
"It was a beautiful place "
$136 nightly
The price is $148
Oct 20 - Oct 21
Total with taxes and fees
Pointe at Castle Hill Resort

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (919)
"The mountain view was nice. "
$151 nightly
The price is $166
Nov 3 - Nov 4
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (777)
"This place is amazing!!! We wish we could stay for a week!"
$193 nightly
The price is $213
Nov 3 - Nov 4
Total with taxes and fees
Jackson Gore Village

The Equinox Golf Resort & Spa

4.5 star property
7.4 out of 10, Good, (541)
"Such a beautiful location! Especially love the fire pit outside of the Falcon Bar"
$172 nightly
The price is $189
Nov 2 - Nov 3
Total with taxes and fees
The Equinox Golf Resort & Spa

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (265)
"Friendly staff and very nice breakfast. "
$165 nightly
The price is $182
Nov 2 - Nov 3
Total with taxes and fees
The Inn at Manchester

Seesaw's Lodge

4.0 star property
9.8 out of 10, Exceptional, (20)
"Beautiful lodge, the staff are so helpful and friendly. The rooms are really nice and cozy. will stay here again."
$222 nightly
The price is $242
Oct 19 - Oct 20
Total with taxes and fees
Seesaw's Lodge

The Reluctant Panther Inn and Restaurant

4.0 star property
9.8 out of 10, Exceptional, (313)
"Lee was very, very nice. She brought us to our room and explained everything. Excellent room. Will come back again and again."
$206 nightly
The price is $227
Oct 26 - Oct 27
Total with taxes and fees
The Reluctant Panther Inn and Restaurant

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (140)
"Lovely place to stay Jack and Maryann excellent hosts"
$174 nightly
The price is $192
Nov 3 - Nov 4
Total with taxes and fees
The Inn at Ormsby Hill

The Palmer House Resort, an Ascend Collection Hotel

3.0 star property
8.4 out of 10, Very Good, (830)
"very nice and a pool."
$142 nightly
The price is $156
Nov 2 - Nov 3
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel
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 Bennington

Find out more about Bennington

Bennington attractions for couples

Bennington, Vermont, is a charming town steeped in history and natural beauty, making it a fantastic spot for travelers. Begin your exploration at the Bennington Battle Monument, where you can ascend to the observation deck for panoramic views of the Green Mountains and the surrounding valley. Next, visit the Bennington Museum, home to an impressive collection of American art and artifacts, including works by local artist Grandma Moses. For outdoor enthusiasts, the nearby Green Mountain National Forest offers miles of hiking trails, perfect for family adventures or peaceful strolls among vibrant fall foliage. Don’t miss the stunning landscapes at the Bennington Potters, where you can shop for unique handcrafted pottery and witness artisans at work. Finally, unwind at the beautiful Lake Paran, ideal for picnicking or kayaking with the family. For accommodations, consider staying in the historic downtown area, where boutique hotels and cozy inns provide a blend of modern comfort and local charm. Enjoy the convenience of being within walking distance to delightful restaurants and shops, ensuring a seamless and pampered experience during your stay.

Find the best romantic hotels in Bennington

For couples seeking a romantic getaway in Bennington, Vermont, these hotels offer an intimate atmosphere and charming amenities to enhance your stay.

The Four Chimneys Inn

  • Why it's great for a couples retreat: For a truly romantic experience, The Four Chimneys Inn stands out with a remarkable guest review rating of 9.6. This elegant inn features a Georgian hotel design that exudes charm and warmth, making it a perfect backdrop for couples. Guests can enjoy a complimentary full breakfast and unwind by the cozy fireplace, creating intimate moments that enhance their romantic getaway.
  • Other amenities: Additional amenities include a beautiful terrace and patio for relaxing outdoors, in-room massage options to indulge in relaxation together, and easy access to nearby golf and skiing. With premium bedding and luxurious toiletries, this inn promises an unforgettable experience for couples looking to escape together.
  • Nearby attractions: Green Mountain National Forest - 0.0 miles, Bennington Museum - 0.5 miles, Old First Congregational Church - 0.23 miles

Harwood Hill Motel

  • Why it's great for a couples retreat: With an impressive guest review rating of 9.4, the Harwood Hill Motel is a charming and budget-friendly choice for couples seeking a cozy and romantic experience in Bennington. This quaint motel offers a peaceful atmosphere, ideal for intimate conversations and shared moments, along with a delightful complimentary continental breakfast to start your day together on a high note.
  • Other amenities: Additional amenities include air conditioning for your comfort, free self-parking, and the option for in-room massage services, perfect for couples looking to pamper themselves. The motel’s welcoming vibe and pet-friendly policy also make it an appealing choice for those wanting to include their furry companion in their romantic escape.
  • Nearby attractions: Green Mountain National Forest - 0.0 miles, Robert Frost Stone House Museum - 1.45 miles

Hampton Inn Bennington

  • Why it's great for a couples retreat: The Hampton Inn Bennington is a cozy option for travelers looking to enjoy a romantic retreat without breaking the bank. With an excellent guest review rating of 8.6, couples can unwind in comfortable accommodations while enjoying thoughtful amenities, including a serene terrace for peaceful evenings together. Guests can start their day with a complimentary breakfast and relax in the indoor pool after exploring the beautiful surroundings.
  • Other amenities: In addition to its romantic appeal, the hotel offers convenient features such as a fitness center, free parking, and daily housekeeping to ensure a straightforward stay. Travelers can also take advantage of designer toiletries, a grocery shopping service, and spacious suites with separate living areas, enhancing the overall experience for couples looking to enjoy time together.
  • Nearby attractions: Green Mountain National Forest - 0.0 miles, Bennington Dog Park - 2.0 miles

Hotel Vervana, Trademark Collection by Wyndham

  • Why it's great for a couples retreat: Hotel Vervana, with a solid guest review rating of 8.2, provides a charming and romantic setting for couples looking to enjoy the beauty of Vermont. This lovely hotel features a patio where guests can relax and share quiet moments, along with access to outdoor activities like skiing and hiking nearby, offering plenty of opportunities for adventure together.
  • Other amenities: In addition to its romantic offerings, the hotel boasts a pool, fitness facilities nearby, and convenient self-parking. Guests can indulge in premium bedding for restful nights, and enjoy the scenic views of the historical district, adding to the enchanting atmosphere of their stay.
  • Nearby attractions: Green Mountain National Forest - 0.0 miles, Hemmings Motor News Car Lover's Convenience Store & Vehicle Display - 0.09 miles, Bennington Museum - 0.25 miles

Best Western Bennington

  • Why it's great for a couples retreat: The Best Western Bennington, rated 7.6 by guests, offers a comfortable and affordable setting for couples seeking a romantic getaway. This hotel boasts a friendly atmosphere where guests can enjoy a complimentary buffet breakfast each morning, setting the stage for a delightful day together. The inviting pool area is perfect for unwinding and spending quality time with a loved one.
  • Other amenities: Beyond its romantic appeal, the hotel features accessible self-parking, air conditioning for comfort, and fitness facilities to keep couples active during their stay. With convenient amenities like microwaves in rooms and daily housekeeping, guests will find all they need for a relaxed and enjoyable experience.
  • Nearby attractions: Green Mountain National Forest - 0.0 miles, Bennington Dog Park - 1.19 miles, Bennington Potters Yard - 1.58 miles

Top Bennington Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Bennington?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Bennington for its skiing, hiking, and major shopping area. You might consider checking out some of the nearby sights and attractions such as Old First Congregational Church, Bennington Museum, or Bennington Battle Monument. If you're interested in staying close to a certain attraction, you can sort by neighborhood and proximity 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 Bennington?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Bennington: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What is there to do in Bennington?
There's nothing better than seeing a new place with your sweetheart, so consider checking out all that Bennington has to offer. If you and your partner are planning an adventurous vacation, you'll love Bennington for its skiing, hiking, and golfing. You might think about stopping by Old First Congregational Church, Bennington Museum, or Bennington Battle Monument while you're seeing the sights.
What's the best way to get to Bennington and around town during my romantic getaway?
These transportation options in Bennington might help your romantic trip get off to a smooth start: If you're looking to fly to Bennington, the closest major airport is Albany Intl. Airport (ALB), located 31.7 mi (51 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.

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