Find Romantic Hotels in Pittsfield, VT

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Check availability on Pittsfield Romantic Hotels

Top Pittsfield Romantic Hotels

Breakfast and dinner served
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (944)
"Excellent hotel. "
United States
Kristan
The price is AED 420
AED 485 total
includes taxes & fees
26 Nov - 27 Nov
The Mountain Inn at Killington
Terrace/patio
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, (1004)
"We love it here."
United States
Vanessa L
The price is AED 539
AED 593 total
includes taxes & fees
23 Nov - 24 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Brandon Inn

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (558)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is AED 409
AED 449 total
includes taxes & fees
19 Nov - 20 Nov
Brandon Inn
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1003)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
United States
SANTIAGO
The price is AED 592
AED 651 total
includes taxes & fees
24 Nov - 25 Nov
Best Western Inn & Suites Rutland-Killington
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
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)
"I would rate this place as a B hotel. The hotel is over priced. "
Canada
Brett
The price is AED 434
AED 477 total
includes taxes & fees
20 Nov - 21 Nov
Days Inn by Wyndham Rutland/Killington Area
Lounge
Greenbrier Inn

Greenbrier Inn

2.0 star property
Killington
9.4 out of 10, Exceptional, (640)
"It was a very quaint inn in a gorgeous location."
United States
ELIZABETH
Greenbrier Inn
The Jewel | Living area | TV
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 star property
Chittenden
9.0 out of 10, Wonderful, (93)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
United States
Courtney
The price is AED 1,084
AED 1,181 total
includes taxes & fees
19 Nov - 20 Nov
The Mountain Top Inn & Resort
Exterior
Killington Grand Hotel

Killington Grand Hotel

3.5 star property
Base Area
8.8 out of 10, Excellent, (191)
"Fantastic....Perfect place for a fall getaway."
United States
Justin
Killington Grand Hotel
Front of property
The Vermont Inn

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (413)
"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 AED 744
AED 811 total
includes taxes & fees
19 Nov - 20 Nov
The Vermont Inn
Property grounds
Snowplace Like Home at Mountain Green 1BR/1BA

Snowplace Like Home at Mountain Green 1BR/1BA

Killington
9.8 out of 10, Exceptional, (6)
"Nice, efficient place to stay close to killington. Good access to the mountain and the hot tub, steam room, sauna were all really nice after a long day on the slopes. "
United States
Joanne
Snowplace Like Home at Mountain Green 1BR/1BA
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 Pittsfield Hotel Reviews

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"We love it here."
Vanessa L 1-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton

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Frequently asked questions

Searching for romantic hotels in Pittsfield?
If you and your partner need a romantic escape, we'd like to help you plan for it. If you want to explore the area, you might head to Green Mountain National Forest. If you'd like to stay close to a particular destination, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Pittsfield?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Pittsfield: The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.
What is there to do in Pittsfield?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Pittsfield. Green Mountain National Forest is one of the local sights that might be worth a stop.
What's the best way to get to Pittsfield and around town during my romantic getaway?
This information about transportation options in Pittsfield might help your romantic trip get off to a smooth start: To get to Pittsfield, book a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is the closest major airport, located 18.1 mi (29.2 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.