The Red Lion Inn | Stockbridge, Massachusetts

The Red Lion is a historic inn that has been operating for over two hundred years and provides a fantastic base for exploring the beautiful Berkshires area.

Offering guests a variety of dining options, entertainment every night, a heated outdoor pool and hot tub, The Red Lion is also eco-sustainable. It has an elegant dining room, a tavern for casual food and drinks, and a pub that is a live music venue every night. Accommodation is available in the Main Inn, but also in the Red Lion Guest Houses, a group of village houses located close to the Inn, each with their own entrance and private driveway.

Rooms

The Main Inn – Rooms on offer include Deluxe, Superior and Suites, all which offer a private bathroom and variety of bed configurations including king, two queens or doubles. The Superior Rooms and Suites are the most spacious. The Suites have a separate living area with a sofa bed, so are perfect for both couples who want a bit more space, and families.

The Guesthouses – Each guest house unit is configured differently, with varying features. Some have kitchen facilities, others have a screened porch, living area, dining area or second bedroom. The guest houses are dotted around Stockbridge village, some very near the Main Inn, but others, like Meadowlark, once the studio of sculptor Daniel Chester French, are situated a short drive away from the Inn.

Why We Like It

The Red Lion Inn is a unique and eclectic property that offers guests an inviting environment, whether staying in the Main Inn or in one of the Guesthouses. The nightly live music is a reason in itself to book a few nights there!

Services and Amenities

I have just returned from a tailor made holiday made possible by Jeannette Dembrey. This was the first time I had ever organised such a major holiday and as it was a gift for my children after my retirement it was really important to get things right. I went to quite a few agencies but Jeannette was way better than any of the people who I spoke to. She was so professional and wanted me to get the best from the money I could afford. The holiday was absolutely amazing and everything went like clockwork. Jeannette had thought of everything even the connections between places and the things we would do in each town. We stayed in 6 hotels altogether starting in New York and ending in Toronto. I am amazed at how smoothly it went. Even my son who has travelled all over the world was impressed with the way things had been organised. I cannot praise Jeannette enough for her professionalism. Thank you Jeannette. I would recommend you to anyone with the satisfaction of knowing that you did an amazing job. Thank you.

J Smith - Travelled New York to Toronto

Excellent

Frontier - Canada, America & Ski Holidays5.0

Based on 108 reviews

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Rebecca Peake

6 days ago

Thank you so much to Joanne at Frontier for doing a fantastic job of putting together a relatively last minute family trip to the Rockies for us and sorting accommodation in Seattle for us too. We'd love to come back and we'd definitely ask Frontier to help us again.

Phil Gilbert

3 weeks ago

We had a wonderful holiday -we thoroughly enjoyed it all. We were impressed with all the arrangements and organisation you did for us especially linking the ferries and the train which could have been tricky. We had no complaints about any of the hotels or activities – all worked extremely well. Thank you to Joanne Moores for doing such a great job planning it all for us. We would thoroughly recommend Frontier Travel.

Hannah Allan

Returned, just over a week ago, from a fantastic two(ish!) week trip to California! Jeanette planned our trip brilliantly! From San Fran to Yosemite to Monterey to Santa Barbara to LA to San Diego and then home! All the hotels were brilliant and the hints and tips she gave us for all the various destinations were invaluable too! Thanks Jeanette - we couldn’t have done this trip without you!

ARB4957

1 month ago

My wife and I had a fantastic time on our holiday - going around the USA and Canada by train – from start to finish. Thank you very much for organising such a grand adventure for us. We will be coming back to you for our next adventure for sure.

Alwen

2 months ago

Highly recommend using Frontier to help make your dreams come true!! Joanne Moores was AMAZING!! During the planning it felt she knew what we wanted better than what we did! We saw/did everything off our (long) bucket list, it was an incredible, once in a lifetime holiday!! We kept on putting it off, hoping to find some time to plan our trip one day but months turned to years and I fear we simply wouldn’t have gone if we hadn’t reached out to Joanne which now we’ve been, would be a total tragedy!! Just give them a call, you won’t regret it!!! xx

John Tyas

Had a wonderful time in beautiful mountain scenery, all arrangements were impeccable, thank you Jeanette!

Becky Robertson

3 months ago

Joanne Moore was the absolute best agent for arranging my trip! I have dreamt of going to Montana my whole life and I had a huge wishlist for the trip. I had a really bad start to the year and knew that I needed this trip. I phoned Frontier and spoke to the lovely Jo, I gave her my long wishlist and budget and she just jumped to it! The most hassle free trip I have organized or not as it were, Jo was always at the end of the phone and whenever I called to see if I could add things on to the trip, nothing was ever too much trouble, she always settled my nerves as this was a solo trip and I often called her in the weeks leading up to my trip. We stayed in touch during the trip and it was everything I ever dreamed of, the places I stayed were wonderful, the scenery was breathtaking. The best part of my trip was definitely the ranch stay at Circle Bar ranch where I made some life long friends. I had my own cabin, we had 3 meals a day in the main dining room, it was rustic, wholesome and idyllic. I went on two rides a day as well as participating in other activities and had drinks and s'mores by the fire in the evening. I also went to Whitefish which was lovely and all the accomodation Jo booked for me was brilliant. I went to Glacier national Park, Yellowstone National Park and glamped in Paradise Valley (very deserving of its name), Yellowstone was absolutely amazing and I would highly recommend getting to a point in the park called Lamar Valley for dawn to see all the native bears, wolves and buffalo. From there i went to Cody for the rodeo and finally onto South Dakota for 2 nights as the last leg of my trip to see Mt Rushmore with many stops on the way including the Battle of Little Big horn and the Badlands National Park. I couldn't have arranged the trip better myself! Thank you so much to Jo and Frontier Travel.

Andrew Lindsay

We had the most amazing time in Canada thanks to Joanne and the team at Frontier Canada. All hotels were in great locations to explore the areas and had good facilities. The Canadian Train was a great experience. The Icefields Parkway and Columbia Icefields were brilliant, some lakes were still frozen in May so we never got to experience the blue waters of Lake Louise. The Rocky Mountaineer train was fantastic with amazing views, food drink were plentiful and staff on board were brilliant. I can't praise Frontier Canada enough, this was a fantastic experience. Highly recommended.

Jane Baker

6 months ago

I cannot recommend Joanne enough in helping us plan the most phenomenal honeymoon! Joanne took so much time and care in listening to our wild ideas and making our trip such a success. Despite a few bumps in the road, namely my new husband forgetting his driving licence (on our fly-drive trip around BC) every experience was top notch. The highlights of our whale watching boat trips and champagne and caviar afternoon tea over looking the rockies will now always remind us of the most special start to our married life. Thank you, we are already discussing our next Canadian Adventure.

anne headland

9 months ago

Very good travel agents. Dealt with my Canada plans very well. Thorough itinerary to give me a brilliant trip. One bad hotel which I advised shouldn't be used by them anymore ann received slight compensation. But out of 20 hotels over 7 wk that was the only issue- great service by Jeanette in UK. Would thoroughly recommend using for CANADA 🇨🇦

Jackie purnell

Hi Joanne Just want to let you know how amazing our holiday to the ranch, Las Vegas and grand canyon was absolutely amazing!! Thanks to you we had a trouble free amazing experience!

David Leck

10 months ago

Absolutely superb service from Jeanette at Frontier Travel and I cannot offer my recommendation more strongly. Not only was her level of knowledge superb, she was full of ideas, suggestions and recommendations and - most importantly - no amount of tweaks to the itinerary [or questions] we're ever met with anything but patience and supreme professionalism. I was especially struck when she gently talked out of something and suggested an alternative she felt was "more me" - and cheaper. And, in the end, the trip delivered...and [so much] more. What a pleasure dealing with such a first-class tour operator and such a fantastic consultant.

Graham Toy

11 months ago

We have used Jeanette Dembrey at Frontier Travel for 2 holidays - British Columbia and Montana and Wyoming. Both holidays were amazing and exceeded our expectations. Jeanette’s knowledge and experience are first class. She is engaging, personable and professional and the perfect choice to help curate the most memorable holidays.

Daniel Birch

Fantastic experience from first contact to the holiday itself. Booked our first family ski trip to Banff and was absolutely faultless. In fact so good we booked again to a different hotel next winter within weeks of getting home. The folks at Frontier are so knowledgeable and helpful, highly recommended.

Lisa Griffiths

1 year ago

Just back from Canada. Calgary stampede, banff horse riding,jasper icefields tour,rocky mountaineer train,vancouver and victoria whalewatching. Trip organised by Jeanette from Frontier travel was seamless. We had the best time and it couldn't have been done as well without them. Would 100%recommend to anyone who is organising a canada trip. Thank you very much!!

Ian Fendell

Recently returned from a trip to Canada across the rockies and a cruise to Alaska. Jeanette and the team at Frontier Travel took our wish list and translated it into a fantastic itinerary and had some great ideas on how to enhance our holiday. They seem to know the great places to stop at and can work to accommodate your needs and budget. If you're usure on what you want to do and go exactly, but have a rough idea, these guys are able to turn that into a memorable experience.

Tim Anderson

We have just returned from a 3 week trip to Banff, Jasper, Vancouver, Vancouver Island, including a trip on the Rocky Mountaineer (Jasper, Kamloops, Vancouver). It was an outstanding, memorable time. Great hotels, wonderful wildlife, friendly welcome wherever we went. The weather was warmer and drier than we expected which was a bonus! Jeanette from Frontier Canada gave us all the help and advice we needed from start to finish. Freedom to explore different options with helpful suggestions. Thank you to Frontier Canada!

Ron Verlander

After searching for two months for a ranch holiday backwards and forwards I had no joy with direct contact with ranches in the USA. I did a Google search and frontier travel popped up so I got in touch with them told them my requirements and within a couple of days, they gave me two options for ranches in Wyoming one of which was Blackwater Creek Ranch I dealt with Joanne. with all the correspondence and she sorted the holiday, the flights, the accommodation. took a lot of pressure off of me. The Blackwater Creek Ranch was first class for me just what I was looking for. and I would like to thank everyone, especially Joanne at frontier travel I would highly recommend this company and would always go back to them

Alan Horton

I have just returned from skiing the last week of the season in Panorama BC. The trip was fully organised by Frontier Travel. From start to finish everything was seamless and went exactly as planned / booked. We had a fantastic time and would thoroughly recommend this company to anyone looking to book.

Andrew Park (Gorky)

Impressively delivered family ski trip to Banff Sunshine and Lake Louise. Really attentive, sorted out our needs with no fuss and at speed. Really easy to work with. 5-stars!

Harry Ford

This is the first time that we have used Frontier Ski and have just returned from a week skiing in Sun Peaks, British Columbia. Once we had decided on Sun Peaks, Michael’s recommendation of hotel, restaurants, ski runs and anything else to do with the resort was spot on. We found Michael’s blog extremely accurate and it enabled us to get the most out of the resort. We stayed at the Sun Peaks Grand which was ski in/out, right next to 2 chair lifts literally 30 seconds away. We cannot recommend Michael and Frontier Ski highly enough – everything was well organised, Michael was very responsive and provided a fantastic family holiday including flights, accommodation, lift passes and ski hire.

Nick RC

We have just returned from Panorama on our 8th Canadian ski trip with Frontier Canada and are now planning the 9th. We also used them for a trip to explore Bear Country in the wilds of BC which was amazing. Michael’s recommendations are always spot on and everywhere we have visited has been great. As with any snow related holiday, there have been occasional weather problems which Michael has always found the solution to, with a minimum of fuss.

Ellen Tsai

Absolutely wonderful ski holiday!!! Will ask them to book my next trip!

Claire Jennings

2 years ago

We used frontier travel for our honeymoon to Canada and the experience from start to finish was fantastic. Jeanette was so helpful, very knowledgeable and was always very quick to respond. She organised the most brilliant day trips, fantastic hotels and lodges and was on hand when we needed to rearrange our rocky mountaineer trip due to the wildfires- completely removing the stress from the situation. We wouldn't have changed a thing about our honeymoon, it really was the trip of a lifetime and that's largely down to the excellent organisation from Jeanette. Thank you so much!

Mike

We have just returned from a great Canada trip to see the Grizzlies and Polar bears (as well as Whales, Birds and stunning scenery) Jeanette (our agent) organised a great trip , all of the admin worked, the lodges were stunning, and we saw and saw well all of the animals we wanted to see. We would have no hesitation using them again.