Find Romantic Hotels in Hancock, MA from CA $129

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Check prices for these dates

Tonight
Nov 10 - Nov 11
Tomorrow
Nov 11 - Nov 12
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Hancock romantic hotels

A patio area with outdoor furniture, a fire pit, and potted plants.

1. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is CA $133
CA $146 total
includes taxes & fees
Nov 18 - Nov 19
The Springs Motel
Two Adirondack chairs facing a river with a forested hill in the background.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is CA $159
CA $178 total
includes taxes & fees
Dec 2 - Dec 3
The Yankee Inn
A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

3. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (302 reviews)
"Loved the easy Rail Trail access and peace and quite."
United States
Mary R.
The price is CA $191
CA $281 total
includes taxes & fees
Nov 15 - Nov 16
Berkshire Village Carriage House - Super Private!!
A hotel room with a bed, a television, a wardrobe, and a bathroom visible through an open door.

4. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
The price is CA $184
CA $309 total
includes taxes & fees
Nov 12 - Nov 13
Garden Gables
A lodge with a large building and a dock by a lake, surrounded by forest.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is CA $151
CA $169 total
includes taxes & fees
Dec 6 - Dec 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

6. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,071 reviews)
"Very nice place beautiful view"
United States
Brian
The price is CA $149
CA $166 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

7. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is CA $232
CA $260 total
includes taxes & fees
Dec 3 - Dec 4
Inn at Silver Maple Farm
A cozy living room with a leather sofa, a wooden coffee table with a vase of flowers, and a staircase leading to an upper level.

8. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
8.8 out of 10, Excellent, (166 reviews)
"Both the room and the restaurant were very good! we enjoyed our stay and the food was excellent!"
United States
daniel
The price is CA $159
CA $176 total
includes taxes & fees
Nov 11 - Nov 12
Gregory House Country Inn
A red building with a sign reading "Shaker Mill Inn."

9. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is CA $205
CA $225 total
includes taxes & fees
Nov 12 - Nov 13
Shaker Mill Inn
A spacious kitchen with wooden flooring, a dining area with a table and chairs, a black sofa, and a television mounted on the wall.

10. NEW RENO - Historic Loft w/views of the Berkshires

NEW RENO - Historic Loft w/views of the Berkshires
New Lebanon
9.4 out of 10, Exceptional, (16 reviews)
"Place was nice, decent value, comfy and cozy. Would stay again."
United States
John
The price is CA $130
CA $312 total
includes taxes & fees
Nov 30 - Dec 1
NEW RENO - Historic Loft w/views of the Berkshires
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 Hancock Hotel Reviews

Two Adirondack chairs facing a river with a forested hill in the background.
The Yankee Inn

The Yankee Inn

The Yankee Inn
Lenox

10/10 Excellent

Really clean and quiet.. Love!!
Canada
Gilles
Reviewed November 1, 2026
The Yankee Inn

Frequently Asked Questions

Searching for romantic hotels in Hancock?

Are you and your partner in need of a romantic vacation? Our guests also enjoy Hancock for its skiing, hiking, and mountain views. You might consider checking out some of the nearby sights and attractions such as Jiminy Peak Mountain Resort, Alpine Super Slide, or Mountain Coaster. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.

When is the best time of year for a romantic getaway to Hancock?

If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Hancock: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Hancock are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

What is there to do in Hancock?

There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all that Hancock has to offer. Couples looking for a little of everything will enjoy Hancock for its skiing, hiking, and restaurants. A visit to Jiminy Peak Mountain Resort, Alpine Super Slide, or Mountain Coaster might be just the ticket when you're checking out the sights.

What’s the best way to get to Hancock and around town during my romantic getaway?

These transportation options in Hancock might help your romantic trip get off to a smooth start: The closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), located 8.5 mi (13.6 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.

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