The Best Adventure Hotels in Stockbridge, MA from NT$2,848 in 2026

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Our top choices for Stockbridge adventure hotels

Room, 1 Queen Bed, Mobility Accessible | Desk, laptop workspace, iron/ironing board (on request), cribs (free)

1. The Little Lion

Great Barrington

Anne

NT$3,294

NT$3,679 total

includes taxes & fees

Oct 18 - Oct 19

2. Element by Marriott Lenox Berkshires

Lenox

Kirsty

NT$5,378

NT$6,008 total

includes taxes & fees

Oct 18 - Oct 19

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

In-room safe, desk, laptop workspace, blackout drapes

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

NT$3,366

NT$3,760 total

includes taxes & fees

Oct 18 - Oct 19

4. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

NT$6,333

NT$7,074 total

includes taxes & fees

Sep 23 - Sep 24

Premium Loft, 1 King Bed | Blackout drapes, WiFi (free), individually decorated

5. Hideaway Inn Lenox

Lenox

Barbara

NT$4,455

NT$4,977 total

includes taxes & fees

Sep 20 - Sep 21

Library Suite, 1 King Bed | Premium bedding, minibar, in-room safe, desk

6. Hotel On North

Pittsfield

Drew

NT$4,487

NT$5,012 total

includes taxes & fees

Oct 18 - Oct 19

Desk, laptop workspace, blackout drapes, soundproofing

7. Pilgrim Inn

Lee

"We got there and had to call the number, no one was at the desk. They called me back and said they notified Expedia they canceled all reservations, I did not receive any communication from Expedia. Do NOT book this hotel, it should not be on Expedia listing. I went to Tanglewood to see Carrie Underwood there was no other place that was in Expedia listings that were reasonable price. I drove home after the concert. A long night."

Anne

NT$2,549

NT$2,848 total

includes taxes & fees

Oct 1 - Oct 2

8. Vacation Village in the Berkshires

Williamstown

Sarah

NT$3,028

NT$3,731 total

includes taxes & fees

Sep 23 - Sep 24

View all properties

Top Stockbridge Hotel Reviews

Vacation Village in the Berkshires

8/10 Good

"Very quiet property."

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

Quality Inn Great Barrington

10/10 Excellent

"Beds were comfortable but the pillows not so great but clean and quiet."

Frequently asked questions

How much do hotels for couples in Stockbridge cost?

Hotels for couples in Stockbridge range between NT$2,848 and NT$7,074 per night. This means quality time with your sweetheart at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best hotels for couples in Stockbridge?

Stockbridge has multiple hotels for couples with a total average guest review rating of 8.3. Courtyard by Marriott Lenox Berkshires is a highly recommended option for lovebirds who are looking to spend some quality time together. Travelers staying at this 3-stars hotel can access conveniences such as a firepit and an electric car charging station. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires, an IHG Hotel is another popular choice. This 3.5-stars hotel for couples has a terrace and pool sun loungers.

How many hotels for couples are there in Stockbridge?

You'll find 4 hotels for couples in Stockbridge. Whether it's your first trip together or your wedding anniversary, Expedia is here to help you find the ideal base for you and your significant other.

What are the best cheap hotels for couples in Stockbridge?

Hotels for couples start at NT$2,848 per night, so your next Stockbridge adventure doesn't need to stretch your budget! The Yankee, Trademark Collection by Wyndham is a money-saving option and has many amenities, including mountain views and a swimming pool. Holiday Inn Club Vacations Oak 'n Spruce Resort is another of our popular economical hotels perfect for a romantic retreat with your sweetheart. Amenities here include a nightclub and a tennis court. If you're sightseeing in Stockbridge and want to stay within your budget, there are loads of free attractions to put on your to-do list. Lake Mansfield Park and Furnace Brook Winery at Hilltop Orchards are always favorites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the top motels for couples in Stockbridge?

Monument Mountain Motel is a popular choice for couples, located about 10 kilometers south of downtown Stockbridge. Offering a barbecue grill and free WiFi, this stay is a great budget-friendly place to reconnect with your partner. Or, spend some "us" time at Wagon Wheel Inn, around 14 kilometers north of the city center. Conveniences here include express check-out services and free WiFi.There are loads of sights to check out in Stockbridge when you're ready to start exploring. Norman Rockwell Museum and Berkshire Theatre Festival are highlights to put on your itinerary.

Are there any 5-star hotels for couples in Stockbridge?

Unfortunately, there aren't any 5-star hotels for couples in Stockbridge. But you will find some wonderful 4-star accommodations where you and your honey can spend precious time together. Check out Garden Gables Inn, approximately 8 kilometers from the downtown area. Designer toiletries and a terrace are two of the many amenities offered here. Hampton Terrace Inn is another upscale option offering a tennis court and a terrace. This property is located around 8 kilometers from central Stockbridge.

Why book your hotel for couples in Stockbridge with Expedia?

We believe that a vacation with your sweetheart should be hassle-free, so if you're searching for a hotel for couples in Stockbridge at an affordable rate, Expedia has got your back. Keep costs down and choose a comfortable motel, or splurge and book a deluxe hotel stay to surprise the one you love the most.

How can I find cheap hotels for couples in Stockbridge?

The easiest way to find cheap hotels for couples in Stockbridge is with Expedia's user-friendly filter tool. Narrow your search results by amenities, budget and star rating and grab awesome deals on accommodations where you can chill out with your sweetheart.

What is there to do in Stockbridge near my hotel for couples?

Stockbridge has enough sights and activities to keep you busy for weeks, starting with Norman Rockwell Museum. Berkshire Theatre Festival, Naumkeag Museum and Mission House are other awesome attractions. If you're in town a while, Schantz Galleries and National Shrine of the Divine Mercy are worthwhile additions to your itinerary.

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Book Adventure Hotels in Stockbridge on Expedia.com

Find Adventure Hotels in Stockbridge, MA

Change your mind

Treat yourself

Be picky

Check availability on Stockbridge Adventure Hotels

Our top choices for Stockbridge adventure hotels

1. The Little Lion

2. Element by Marriott Lenox Berkshires

3. Best Western Plus Berkshire Hills Inn & Suites

4. Courtyard by Marriott Lenox Berkshires

5. Hideaway Inn Lenox

6. Hotel On North

7. Pilgrim Inn

8. Vacation Village in the Berkshires

Top Stockbridge Hotel Reviews

Vacation Village in the Berkshires

The Red Lion Inn

Quality Inn Great Barrington

Frequently asked questions

Explore a world of travel with Expedia