Most Romantic Hotels in Bennington

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Check availability on Bennington Romantic Hotels

Tonight
2 Jul - 3 Jul
Tomorrow
3 Jul - 4 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top Bennington Romantic Hotels

The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (242)
"Third stay since Jan 2025 and continues to be such a pleasure to stay here! Wonderful Inn and fabulous staff!"
The price is RM609
RM670 total
includes taxes & fees
3 Jul - 4 Jul
The Inn at Manchester
Arlington Inn
Garden

Arlington Inn

3.0 star property
8.8 out of 10, Excellent, (173)
"Really enjoyed the Inn and area! Emma was a wonderful and helpful hostess!"
The price is RM847
RM923 total
includes taxes & fees
3 Jul - 4 Jul
Arlington Inn
The Inn at Weathersfield
Interior

The Inn at Weathersfield

4.0 star property
10.0 out of 10, Exceptional, (63)
"Great Inn."
The price is RM873
RM1,106 total
includes taxes & fees
22 Jul - 23 Jul
The Inn at Weathersfield
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (307)
"The inn keepers are always super friendly and the place is kept well. The breakfast is delicious. Great for families who prefer quiet and quaint."
The price is RM661
RM721 total
includes taxes & fees
6 Jul - 7 Jul
Colonel Williams Inn
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (850)
"Staff was excellent "
The price is RM709
RM809 total
includes taxes & fees
8 Jul - 9 Jul
Pointe at Castle Hill Resort
UU Rowe Camp and Conference Center
Front of property

UU Rowe Camp and Conference Center

2.0 star property
The price is RM626
RM661 total
includes taxes & fees
3 Jul - 4 Jul
UU Rowe Camp and Conference Center
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"Never disappoints!"
The price is RM861
RM947 total
includes taxes & fees
6 Jul - 7 Jul
Deerhill Inn
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (175)
"This is our third time here. Owners have a good memory. They are extremely friendly and accommodating. The communication is excellent. The place is beautiful and inviting. They even had a fire pit going which was really nice! We love it here! We will be back again!"
The price is RM961
RM1,089 total
includes taxes & fees
3 Jul - 4 Jul
The Wilmington Inn
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.

Frequently asked questions

Searching for romantic hotels in Bennington?
If you and your partner need a romantic holiday, we'd like to help you plan for it. 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 near a certain attraction, you can sort by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best hotel for a romantic getaway to Bennington?
The Four Chimneys Inn is a favourite B&B for couples, and features premium bedding and dressing gowns.
How many romantic hotels will we find in Bennington?
Expedia has 22 romantic Bennington hotels for you to get cosy in.
When is the best time of year for a romantic getaway to Bennington?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Bennington: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm 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 holiday, 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 in Albany, NY (ALB-Albany Intl.), located 31.7 mi (51 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.