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Search Hotels with Airport Transfers in Stockbridge

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Check availability on Stockbridge Hotels with Airport Transfers

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Recommended hotels in Stockbridge

Business centre
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.047.169 ₫
12.154.218 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is 3.946.050 ₫
5.583.134 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
2 Bedrooms 1 Bath | Premium bedding, iron/ironing board, free WiFi, bed sheets
Tanglewood Suites

Tanglewood Suites

Tanglewood Suites
2.5 star property
Stockbridge
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
The price is 5.761.233 ₫
5.761.233 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Tanglewood Suites
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 4.737.739 ₫
5.556.658 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Lakehouse Inn
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
United States
Robert
The price is 2.920.632 ₫
3.203.934 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Shaker Mill Inn
Loft, Private Bathroom (Skylight Loft) | Premium bedding, iron/ironing board, rollaway beds, free WiFi
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn
Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is 6.629.364 ₫
8.286.546 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Prospect Berkshires
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is 4.879.686 ₫
5.353.016 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
Gedney Farm
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is 2.367.630 ₫
2.644.643 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Sunset Inn
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 Stockbridge Hotel Reviews

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Frequently asked questions

Searching for Stockbridge hotels with a free airport shuttle?
Choosing the right hotel with a free airport shuttle for your next trip to Stockbridge is just a few clicks away, and with the number of deals on Expedia, you won't be disappointed. Your free transfer will take you to and from nearby airports such as Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) from the city centre.Travellers enjoy the bars in this relaxing area.
How many hotels with a free airport shuttle are there in Stockbridge?
Although there aren't many hotels with a free airport shuttle in Stockbridge, you'll find 46 Expedia hotels and other accommodation options.
What are the top places to visit in Stockbridge?
After the shuttle drops you off at your accommodation and you've settled in, take in the many things to see and do in Stockbridge. Naumkeag Museum, National Shrine of the Divine Mercy and Norman Rockwell Museum are some of the places you won't want to miss. Other things to see include Berkshire Botanical Garden, Stockbridge Bowl and Housatonic River.
What is a free airport shuttle?
Depending on where you stay in Stockbridge, a free airport shuttle might be a two-way trip to and from the airport or it could be just a one-way trip to your hotel.
How often will the shuttle run?
It depends on the hotel you choose to stay in Stockbridge. A complimentary airport shuttle may run 24/7 or it could be restricted to certain times a day. It's important to check the hotel's policy on Expedia before you book.