Find Romantic Hotels in Pittsfield, VT

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Check availability on Pittsfield Romantic Hotels

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Top Pittsfield Romantic Hotels

We don't have any properties that match your exact search

Recommended hotels in Pittsfield

Korean Gourmet Stay at Swiss Farm Inn - 1 night
Exterior

Korean Gourmet Stay at Swiss Farm Inn - 1 night

The price is AED 1,469
AED 2,349 total
includes taxes & fees
10 Aug - 11 Aug
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (38)
"Superb stay in all ways!"
The price is AED 1,098
AED 1,208 total
includes taxes & fees
11 Aug - 12 Aug
Stay At Jimmy's
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (798)
"Clean, comfortable rooms with a great view of the river. Easy to walk to the downtown Woodstock area and friendly staff. "
The Shire Woodstock
The Vesper
Economy Room | 1 bedroom, individually decorated, individually furnished, free WiFi

The Vesper

3.0 star property
9.4 out of 10, Exceptional, (27)
"Lovely, immaculate room - breakfast delish ! highly recommend this charming boutique hotel !"
The price is AED 667
AED 734 total
includes taxes & fees
20 Aug - 21 Aug
The Vesper
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (530)
"Relaxing "
The price is AED 1,502
AED 1,814 total
includes taxes & fees
1 Sep - 2 Sep
Woodstock Inn & Resort
The Jackson
Front of property

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (223)
"A quaint boutique historic hotel with a cool little bar and fine dining. The view from our room overlooking the garden and lush lawn added to the tranquil atmosphere that we were hoping for. The owners were pleasant and friendly. "
The Jackson
On The River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location, very quiet with good breakfast choices. "
On The River Inn
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (31)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is AED 488
AED 537 total
includes taxes & fees
12 Aug - 13 Aug
Lincoln Inn & Gallery
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (507)
"Cozy and comfortable stay!"
The price is AED 380
AED 479 total
includes taxes & fees
18 Aug - 19 Aug
Sleep Woodstock Motel
A charming 1820's farmhouse
Interior

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (27)
"this property had a very different feel because it was once an inn, which made it feel like we had the whole inn to ourselves, which was lovely. The place is spotless, everything you could possibly need is there, and it is beautifully decorated."
A charming 1820's farmhouse
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
"Great place to stay, so close to the mountain, rode my bike all weekend. Clean comfortable room and the staff treated us like family. Highly recommended. Thanks!"
john 1-night trip
Posted 2 days 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.
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.