A winding road surrounded by autumn foliage.

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Check availability on Rutland Romantic Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Top Rutland Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

8/10 Good
"Room was adequate. Bedding was uncomfortable. We would not revisit this property. We would not recommend to others."
Bruce 4-night trip
Posted 23 hours ago
Pointe at Castle Hill Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Great hotel!"
Petra 2-night trip
Posted 1 day ago
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good
"Nice stop during our roadtrip. Loved the layout of the room and we really appreciate the staff's help. They are incredibly friendly and accommodating to customers."
Kathryn 1-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton
On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 6 days ago
On The River Inn

Frequently asked questions

Searching for romantic hotels in Rutland?
If you and your partner need some romantic time away, we've got just the thing. Our guests also love Rutland for its major shopping area, skiing and magnificent mountain views. If you'd like to explore some of the area's notable sights, you might make a stop by Paramount Theater, Pine Hill Park or Vermont State Fairgrounds. If you'd like to stay close to 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.
When is the best time of year for a romantic getaway to Rutland?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Rutland: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Rutland are January, March, November and December, with each month seeing an average of 33 cm of snowfall.
What is there to do in Rutland?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Rutland has to offer. Couples looking for a little of everything will enjoy Rutland for its shopping, restaurants and mountain views. You might consider a visit to Paramount Theater, Pine Hill Park or Vermont State Fairgrounds.
What's the best way to get to Rutland and around town during my romantic getaway?
This information about transportation options in Rutland might help your romantic getaway go off without a hitch: The closest major airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), located 5.7 mi (9.2 km) from the city centre. To see more of the larger area, hop aboard a train at Rutland Station.

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