Find Romantic Hotels in Middlebury, VT

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Our top choices for Middlebury romantic hotels

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"The cabin location was ideal for us , very convenient to outings and very cozy in a gorgeous setting . "
United States
judy c.
The price is AED 793
AED 1,604 total
includes taxes & fees
9 Apr - 10 Apr
Stetson Hollow Cabin by Stetson Brook

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is AED 940
AED 1,273 total
includes taxes & fees
12 Apr - 13 Apr
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (45 reviews)
"Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. "
United States
Leann
The price is AED 564
AED 1,269 total
includes taxes & fees
12 Apr - 13 Apr
Go Skiing or Hiking from an Enchanting, Light-Filled Home

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is AED 940
AED 1,273 total
includes taxes & fees
9 Apr - 10 Apr
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is AED 940
AED 1,273 total
includes taxes & fees
9 Apr - 10 Apr
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Ski getaway near the slopes with private balcony & mountain views

Ski getaway near the slopes with private balcony & mountain views
Warren
9.0 out of 10, Wonderful, (29 reviews)
"Ideally located for any season "
United States
Alison M.
The price is AED 180
AED 1,065 total
includes taxes & fees
14 Apr - 15 Apr
Ski getaway near the slopes with private balcony & mountain views

1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (39 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
The price is AED 596
AED 1,310 total
includes taxes & fees
9 Apr - 10 Apr
1830 Enchanting, Light-Filled Farmhouse Apartment

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is AED 940
AED 1,273 total
includes taxes & fees
9 Apr - 10 Apr
Cozy and pristine timberframe cabin

Beatiful Custom Log Home " Bear Lodge"

Beatiful Custom Log Home " Bear Lodge"
Elizabethtown N.Y.
10.0 out of 10, Exceptional, (72 reviews)
"Great home base for a family vacation."
United States
Judy P.
The price is AED 918
AED 1,590 total
includes taxes & fees
4 May - 5 May
Beatiful Custom Log Home " Bear Lodge"

A secluded getaway with an incredible view - 30 minutes from Lake Placid

A secluded getaway with an incredible view - 30 minutes from Lake Placid
Elizabethtown
9.8 out of 10, Exceptional, (8 reviews)
"10/10 would recommend!"
United States
Nicholas J.
The price is AED 658
AED 834 total
includes taxes & fees
9 Apr - 10 Apr
A secluded getaway with an incredible view - 30 minutes from Lake Placid
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.

Top Middlebury Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Middlebury?
Are you looking for a romantic vacation? Our guests also enjoy Middlebury for its restaurants and historic landmarks. If you'd like to explore some of the area's notable sights, you might make a stop by Henry Sheldon Museum of Vermont History, Kevin P. Mahaney '84 Center for the Arts, or UVM Morgan Horse Farm. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Middlebury?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Middlebury: 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 Middlebury are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.
What is there to do in Middlebury?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Middlebury has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Middlebury for its restaurants. Henry Sheldon Museum of Vermont History, Kevin P. Mahaney '84 Center for the Arts, and UVM Morgan Horse Farm are worth a stop when you're out and about.
What's the best way to get to Middlebury and around town during my romantic getaway?
This information about transportation options in Middlebury might help your romantic getaway go off without a hitch: To get to Middlebury, you can fly into Burlington Intl. Airport (BTV), which is the closest major airport, located 31.4 mi (50.6 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.