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Check availability on Rutland Romantic Hotels

Our top choices for Rutland romantic hotels

Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1000)
"The staff is wonderful! Friendly, helpful and they work very hard. The room was clean but a little small for our liking so we will make sure to book a larger room next time. You can't beat the location. It's so close to everything!"
United States
Jennifer
The price is ₹16,089
₹17,698 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Inn & Suites Rutland-Killington
Room, 1 King Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free cots/infant beds
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.4 out of 10, (1001)
"The food "
United States
Elijah
The price is ₹10,643
₹11,707 total
includes taxes & fees
14 Dec - 15 Dec
Days Inn by Wyndham Rutland/Killington Area
Front of property
The Vermont Inn

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is ₹23,055
₹25,130 total
includes taxes & fees
15 Dec - 16 Dec
The Vermont Inn
Exterior
Brandon Inn

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (564)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is ₹9,998
₹10,998 total
includes taxes & fees
21 Dec - 22 Dec
Brandon Inn
Breakfast and dinner served
The Mountain Inn at Killington

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (956)
"Great place to stay!"
United States
Stephen
The price is ₹12,890
₹14,889 total
includes taxes & fees
11 Dec - 12 Dec
The Mountain Inn at Killington
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (777)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
The price is ₹10,696
₹13,128 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (923)
"Great place to stay while skiing at okemo"
United States
Ken
The price is ₹12,608
₹14,374 total
includes taxes & fees
15 Dec - 16 Dec
Pointe at Castle Hill Resort
Lobby lounge
Castle Hill Resort And Spa

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (104)
"Convenient that there is a restaurant is in the Castle, we also loved the outdoor hot tub and pool. "
United States
Jeff
The price is ₹20,560
₹22,411 total
includes taxes & fees
5 Jan - 6 Jan 2026
Castle Hill Resort And Spa
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1002)
"Staff was very helpful and room service was great."
United States
Ankita
The price is ₹16,869
₹18,556 total
includes taxes & fees
14 Dec - 15 Dec
Killington Mountain Lodge, Tapestry Collection by Hilton
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (553)
"Highly recommend stay here"
United States
Margie
The price is ₹30,471
₹37,473 total
includes taxes & fees
16 Dec - 17 Dec
Woodstock Inn & Resort
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.
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Top Rutland Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Great place to stay while skiing at okemo"
Ken 1-night trip
Posted 4 days ago
Pointe at Castle Hill Resort

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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.