Find Romantic Hotels in Pittsfield, VT from $119

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Top Pittsfield Romantic Hotels

Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (529)
"Quaint hotel…..love the history "
$112 nightly
The price is $124
Oct 19 - Oct 20
Total with taxes and fees
Brandon Inn
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1001)
"Fantastic place to stay. It was clean, comfortable and inviting. Staff were friendly and hospitable. Would stay here again! "
$161 nightly
The price is $177
Oct 21 - Oct 22
Total with taxes and fees
Best Western Inn & Suites Rutland-Killington
Greenbrier Inn
Lounge

Greenbrier Inn

2.0 star property
9.4 out of 10, Exceptional, (619)
"Wonderful staff "
$176 nightly
The price is $193
Oct 26 - Oct 27
Total with taxes and fees
Greenbrier Inn
Emrose Luxury Cabins
Family Cabin, 2 Queen Beds | Blackout drapes, free WiFi, bed sheets

Emrose Luxury Cabins

2.0 star property
9.0 out of 10, Wonderful, (51)
"It’ll be nice when it’s all finished to work in progress"
$190 nightly
The price is $210
Oct 2 - Oct 3
Total with taxes and fees
Emrose Luxury Cabins
The Mountain Top Inn & Resort
The Jewel | Living area | TV

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (92)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
$295 nightly
The price is $322
Nov 1 - Nov 2
Total with taxes and fees
The Mountain Top Inn & Resort
Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1015)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
$108 nightly
The price is $119
Oct 22 - Oct 23
Total with taxes and fees
Days Inn by Wyndham Rutland/Killington Area
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (408)
"Great location & affordable lodging. "
$225 nightly
The price is $245
Oct 27 - Oct 28
Total with taxes and fees
The Vermont Inn
The Lilac Inn
Exterior

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (207)
"I love staying at the Lilac Inn when visiting family in the area. "
$229 nightly
The price is $252
Oct 8 - Oct 9
Total with taxes and fees
The Lilac Inn
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (534)
"Clean room. Staff very polite and helpful "
$559 nightly
The price is $615
Oct 30 - Oct 31
Total with taxes and fees
Woodstock Inn & Resort
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (390)
"Love the old ski lodge feel and the layout of the hotel"
$228 nightly
The price is $251
Oct 9 - Oct 10
Total with taxes and fees
Summit Lodge
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
"Best place in Killington!"
Donald 1-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton

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.

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