Find Romantic Hotels in Pittsfield, VT from CA $82

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Check availability on Pittsfield Romantic Hotels

Top Pittsfield Romantic Hotels

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (532)
"Relaxing "
The price is CA $567
CA $685 total
includes taxes & fees
Sep 1 - Sep 2
Woodstock Inn & Resort
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1000)
"I liked it was like staying in a condo. "
The price is CA $219
CA $240 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Inn & Suites Rutland-Killington
Greenbrier Inn
Lounge

Greenbrier Inn

2.0 star property
9.6 out of 10, Exceptional, (611)
"Convenient spot and priced well."
The price is CA $232
CA $268 total
includes taxes & fees
Aug 22 - Aug 23
Greenbrier Inn
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (388)
"The Summit Lodge is a gem! Lots of things to do......pool, got tub, billiards, darts, and lawn games. The building is quaint and has a "homey" feel. The owners were super pleasant and friendly. We were there for DH bike racing at Killington and this place was nice and close! We highly recommend this place."
The price is CA $285
CA $313 total
includes taxes & fees
Sep 3 - Sep 4
Summit Lodge
Deluxe One bedroom Queen Suite with outdoor heated pool 203
Fridge, microwave, oven, stovetop

Deluxe One bedroom Queen Suite with outdoor heated pool 203

9.4 out of 10, Exceptional, (9)
"Condo was clean & well furnished. Only stayed one night after a visit to Quechee, Woodstock, and area."
The price is CA $160
CA $237 total
includes taxes & fees
Aug 24 - Aug 25
Deluxe One bedroom Queen Suite with outdoor heated pool 203
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (507)
"Great stay"
The price is CA $201
CA $222 total
includes taxes & fees
Aug 24 - Aug 25
Brandon Inn
Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1006)
"Clean and comfortable. Good value for what you get. Would stay again. "
The price is CA $140
CA $154 total
includes taxes & fees
Aug 24 - Aug 25
Days Inn by Wyndham Rutland/Killington Area
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Property grounds

Clean & bright condo with mountain views & modern kitchen - walk to lifts

7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
The price is CA $82
CA $353 total
includes taxes & fees
Aug 24 - Aug 25
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Queen Studio on the 2nd floor with outdoor heated pool 207
Interior

Queen Studio on the 2nd floor with outdoor heated pool 207

8.0 out of 10, Very good, (5)
"Overall a good option for a visit to Killington if you don’t need to be on the access road. The outdoor heated pool was a really nice way to relax after a day of skiing. If you don’t want to drive, there is a pretty good restaurant across the street. The only slight concern is if more units than unit 207 are listed on VRBO (the unit we stayed in). I’m glad we had an upstairs unit because the floor was very squeaky. I was wondering if it was annoying the unit below us. With that minor detail...
The price is CA $159
CA $235 total
includes taxes & fees
Sep 14 - Sep 15
Queen Studio on the 2nd floor with outdoor heated pool 207
Two Double bed Standard Hotel room 218
Interior

Two Double bed Standard Hotel room 218

7.0 out of 10, Good, (2)
"The room was nice, clean and comfortable, but there was no coffee maker, no refrigerator, no microwave... we couldn't even make hot water in our room, let alone coffee. There wasn't even any coffee available in the lobby/office area in the morning! We had a restful stay, but if you're a morning coffee drinker, make sure you plan ahead for no coffee availability at all!!"
The price is CA $144
CA $218 total
includes taxes & fees
Aug 31 - Sep 1
Two Double bed Standard Hotel room 218
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 Pittsfield Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"The hotel is very nice, very friendly, beautiful views specially from the room with balcony. Game room is awesome and the breakfast was delicious. Will come back again. "
DANIEL 2-night trip
Posted 22 hours ago
The Mountain Inn at Killington

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.