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Stockbridge hotels and places to stay

The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is ￥20,990 per night
0.85 km from city center
4.3/5Excellent! (406 reviews)

"I loved to old setting and décor...and would highly recommend to friends!"…"

Reviewed on Mar 13, 2020

The Red Lion Inn
Tanglewood Suites
Tanglewood Suites
2.5 out of 5
MA-102, Stockbridge, MA
The price is ￥20,344 per night
0.24 km from city center
4/5Very Good! (5 reviews)

"We had difficulty finding the place. However after phoning Carol, she not only directed us to the location she drove us to the festivities and recommended things to do. The room was clean and comfortable. The only thing missing was no coffee setup."…"

Reviewed on Dec 10, 2019

Tanglewood Suites
1862 Seasons on Main Bed and Breakfast
1862 Seasons on Main Bed and Breakfast
4.5 out of 5
47 Main Street, Stockbridge, MA
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0.99 km from city center
5/5Exceptional! (19 reviews)
The best B & B we have ever stayed in!

"We have done B&B's for many years, but this experience beats them all. From the communication ahead of time by the lovely innkeeper Amanda, every detail was tended to. Small things like reading glasses in the dining room, umbrellas for loan at every door, use of the kitchen including silverware, ..."…"

Reviewed on Aug 21, 2017

1862 Seasons on Main Bed and Breakfast
The Inn at Stockbridge
The Inn at Stockbridge
4 out of 5
30 East Street, Stockbridge, MA
The price is ￥22,766 per night
2.41 km from city center
4.8/5Exceptional! (77 reviews)

"The staff was friendly, the property was clean, the breakfast was great although it would be nice if it lasted till 11 instead of 10am. The sheets were so soft and bed very comfortable. Room could use a bit of a face lift. Overall, really nice experience!"…"

Reviewed on Feb 10, 2020

The Inn at Stockbridge
Conroy's B&B
Conroy's B&B
3.5 out of 5
11 East Street (Route 7), Stockbridge, MA
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2.35 km from city center
4.2/5Excellent! (22 reviews)

"We were informed that the bathroom would be shared; it was unfortunate that there was no private bathroom option."…"

Reviewed on Oct 6, 2019

Conroy's B&B
Stockbridge Country Inn
Stockbridge Country Inn
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
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2.28 km from city center
4.6/5Wonderful! (60 reviews)

"The house and grounds are lovely, well maintained and just a short drive away from Shakespeare and Co. Breakfast is delicious. A menu of items to choose from. The omelets are cooked to perfection! Diane is the perfect host. Very sweet and full of information and suggestions on what to do and where ..."…"

Reviewed on Jan 20, 2020

Stockbridge Country Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
Free Cancellation
The price is ￥9,472 per night
6.02 km from city center
4.2/5Excellent! (637 reviews)

"Very efficient staff -good location -happy with our stay"…"

Reviewed on Mar 9, 2020

The Black Swan Lee - Lenox, Ascend Hotel Collection
Hampton Inn & Suites Berkshires Lenox
Hampton Inn & Suites Berkshires Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free CancellationReserve now, pay when you stay
The price is ￥11,733 per night
13.18 km from city center
4.6/5Wonderful! (585 reviews)

"The staff was more than friendly, the cookies during the evening we delicious and when I forgot my toothpaste I was able to get some without buying a whole tube!"…"

Reviewed on Mar 5, 2020

Hampton Inn & Suites Berkshires Lenox
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
Free CancellationReserve now, pay when you stay
The price is ￥5,843 per night
5.54 km from city center
3.4/5Good! (741 reviews)

"Friendly staff easy in and out, super cheap. Enjoyed ourselves."…"

Reviewed on Jan 24, 2020

Pleasant Valley Motel West Stockbridge
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
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14.02 km from city center
4.7/5Exceptional! (276 reviews)

"Excellent hot tub live music at restaurant Saturday"…"

Reviewed on Mar 16, 2020

Hilton Garden Inn Lenox Pittsfield
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Stockbridge Hotel Guide

Search for hotels in Stockbridge on Expedia. You can easily find your hotels in Stockbridge using one of the methods below:

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  • Use the filters to see hotels in a specific area of Stockbridge, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Stockbridge
  • Enter your travel dates to view the best deals on hotels in Stockbridge - while they last

Frequently asked questions

Where is the best place for a stay in Stockbridge?
The Red Lion Inn is one of the top choices for your stay based on our traveler data. This 3.5-star hotel offers 3 restaurants and an outdoor pool. Other good choices for your stay include Tanglewood Suites and 1862 Seasons on Main Bed and Breakfast.
If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?
Yes! You’ll find that most hotel room reservations are fully refundable as long as you cancel prior to the hotel’s cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of your booking. Enter your dates, click on “Search”, then filter by “free cancellation” to get the best deals available in Stockbridge.
Where can I learn more about changing or cancelling my trip to Stockbridge?
For additional details about rescheduling or cancelling your trip to Stockbridge, go to https://www.expedia.com/service/.
What's the best accommodation for a romantic vacation to Stockbridge?
1862 Seasons on Main Bed and Breakfast is a favorite 4.5-star B&B for couples, and features premium bedding and a restaurant. Other good choices for a stay with your sweetheart include The Red Lion Inn and Stockbridge Country Inn.
What's the best pet-friendly accommodation in Stockbridge?
The Inn at Stockbridge is a top dog-friendly B&B, and offers an outdoor pool and a fitness center for its human guests.
What's the best hotel to stay close to Norman Rockwell Museum?
Stockbridge Country Inn is one of the top choices for your stay based on our traveler data, and this 4.5-star B&B offers free breakfast and an outdoor pool. It’s located just a short 0.6 mi (1 km) from Norman Rockwell Museum. Other good choices within a few miles include The Red Lion Inn and 1862 Seasons on Main Bed and Breakfast.
What about the best place to stay close to National Shrine of the Divine Mercy?
One of the top choices for your stay is The Red Lion Inn, located a short 0.5 mi (0.7 km) from National Shrine of the Divine Mercy, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. 1862 Seasons on Main Bed and Breakfast, located just 0.5 mi (0.8 km) away, is another good option.
What's the best accommodation for a beach vacation in Stockbridge?
The Red Lion Inn is a top 4.5-star B&B for a beach vacation, and features free breakfast and free WiFi. Other good choices to stay near the beach include Stockbridge Country Inn and The Red Lion Inn. Spend some quality time by the water at Iroquis Waterfront.
What's the best high-end place to stay in Stockbridge?
Stockbridge Country Inn is a 4.5-star B&B with a seasonal outdoor pool and private balconies, and it’s a popular choice for Expedia travelers looking for an elegant place to stay. Another upscale choice for your vacation is 1862 Seasons on Main Bed and Breakfast.
What's the best boutique hotel in Stockbridge?
1862 Seasons on Main Bed and Breakfast is a favorite 4.5-star B&B with Expedia travelers looking for a stylish accommodation, featuring a restaurant and spa services.
What's the best accommodation in Stockbridge to absorb the local history?
Based on our travel expertise, The Red Lion Inn is a top 3.5-star historic hotel bookable on Expedia and it offers 3 restaurants. Other choices close to historic sites include 1862 Seasons on Main Bed and Breakfast and Stockbridge Country Inn. Also notable landmarks to visit include National Shrine of the Divine Mercy, Naumkeag, and Mission House.
What's the best place to stay to stay near the slopes in Stockbridge?
Based on our travel data, Conroy’s B&B is a top 3.5-star B&B for hitting the ski slopes, and features free breakfast and an outdoor pool. Other good choices for your ski trip include Stockbridge Country Inn and The Red Lion Inn. Those looking to ski or snowboard can spend their days at Ski Butternut.

Recent reviews of Stockbridge hotels

    Holiday Inn Express Hotel & Suites Great Barrington
    Expedia Verified Review…
    5 / 5
    Terrific and better value than similar hotel in the area. (Little noisy with kids but that’s not the hotels fault). …
    A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington
    Posted 3 months ago
    Holiday Inn Express Hotel & Suites Great Barrington
    Days Inn by Wyndham Lenox MA
    Expedia Verified Review…
    5 / 5
    We been staying for years in this hotel and we love it!!! Rooms are clean, quiet and comfortable. And the staff is very nice. Laura the manager is awesome!!! She really cares about her guests and her service is top notch. The only complaint that I have is the breakfast. They used to privide eggs with bacon or sausage and now is more like a continental breakfast. I hope they bring back the full breakfast because for us is one of the reasons to stay there. Even if they charge me a few xtra bucks for the breakfast is way more convenient and affordable than either have breakfast outside or staying in another hotel that provide full breakfast even if we have to pay more to stay. Hopefully they get this solved ASAP. …
    A verified traveler from Chelsea Ma stayed at Days Inn by Wyndham Lenox MA
    Posted 4 months ago
    Days Inn by Wyndham Lenox MA
    Cranwell Spa and Golf Resort
    Valentines Day at Cranwell…
    5 / 5
    The Hotel is awesome!…
    A verified traveler stayed at Cranwell Spa and Golf Resort
    Posted 4 months ago
    Cranwell Spa and Golf Resort
    Club Wyndham Bentley Brook
    Not taken for granted …
    5 / 5
    Well you can’t rate Mother Nature but this past weekend even with all the rain the staff did an amazing job of getting the slopes usable for all. They made the slopes safe and ski-able and we had a great time with what was available. In the downtime during some rain our children took full advantage of the pool, the indoor theatre as well as building heir own bears. All thoughout the staff was friendly and extremely helpful in what has always been the norm. I normally do not write too many reviews but with this is being our fourth year, using this resort quite often, I didn’t want to take the great experiences and level of service, we have grown to love, for granted and wanted to say thank you for always being absolutely consistent in treating your guests with excellence.…
    A verified traveler stayed at Club Wyndham Bentley Brook
    Posted 6 months ago
    Club Wyndham Bentley Brook
    Holiday Inn Club Vacations Oak n' Spruce Resort
    Expedia Verified Review…
    5 / 5
    Great place great price beautiful area, can’t wait to go back…
    A verified traveler from Ct stayed at Holiday Inn Club Vacations Oak n' Spruce Resort
    Posted 4 months ago
    Holiday Inn Club Vacations Oak n' Spruce Resort

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