Find Romantic Hotels in Pittsfield, VT

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Check availability on Pittsfield Romantic Hotels

Tonight
21 Jun - 22 Jun
Tomorrow
22 Jun - 23 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

Top Pittsfield Romantic Hotels

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (520)
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."
The price is AED 1,575
AED 1,895 total
includes taxes & fees
6 Jul - 7 Jul
Woodstock Inn & Resort
Echo Lake Inn
Exterior

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
The price is AED 728
AED 793 total
includes taxes & fees
24 Jun - 25 Jun
Echo Lake Inn
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Fridge, microwave, oven, stovetop

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

9.8 out of 10, Exceptional, (23)
"convenient to okemo"
The price is AED 624
AED 2,297 total
includes taxes & fees
22 Jun - 23 Jun
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Two Double bed Standard Hotel room 219
Interior

Two Double bed Standard Hotel room 219

7.6 out of 10, Good, (4)
"Very clean and easy access."
The price is AED 382
AED 577 total
includes taxes & fees
28 Jun - 29 Jun
Two Double bed Standard Hotel room 219
Two Double bed Hotel Room with outdoor heated pool 216
Interior

Two Double bed Hotel Room with outdoor heated pool 216

The price is AED 266
AED 440 total
includes taxes & fees
23 Jun - 24 Jun
Two Double bed Hotel Room with outdoor heated pool 216
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Exterior

107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

9.2 out of 10, Wonderful, (5)
"The check in process was so easy, our room was clean and had everything we needed. We would definitely stay here again"
The price is AED 382
AED 577 total
includes taxes & fees
29 Jun - 30 Jun
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
Dining

Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202

8.4 out of 10, Very Good, (7)
"Very nice, comfortable and clean. Love the mini kitchen. Lots of space to move around."
The price is AED 424
AED 628 total
includes taxes & fees
21 Jul - 22 Jul
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
Cedarbrook Junior Suite 11416
Interior

Cedarbrook Junior Suite 11416

9.4 out of 10, Exceptional, (3)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place. We booked the 2 room suite, happy we did. The seperate living room and kitchenette was a very welcome extra space. The hotel staff was super friendly and helpful. The sound of the brook running along side the property at night was...
The price is AED 540
AED 786 total
includes taxes & fees
6 Jul - 7 Jul
Cedarbrook Junior Suite 11416
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120
Interior

Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120

10.0 out of 10, Exceptional, (2)
"We booked this last minute, one day before our spontaneous ski trip! The condo was nice to split between two families. My friend and her kids were in the bedroom and our family used the living room/sofa bed! The condo was very clean and the water pressure in the shower was strong!!!! I would bring my own amenities next time but overall, we loved the place! We will be back again!"
The price is AED 540
AED 782 total
includes taxes & fees
18 Jul - 19 Jul
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120
Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102
Dining

Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102

9.2 out of 10, Wonderful, (5)
"Overall good experience. The rooms were clean. Straightforward check in and out."
The price is AED 868
AED 1,220 total
includes taxes & fees
21 Jul - 22 Jul
Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102
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.

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.
How many romantic hotels should we expect to find in Pittsfield?
Expedia has 5 romantic Pittsfield hotels for you both to enjoy.
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.