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Find 5 Star Hotels in New Lebanon, NY from $104

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Check prices for these dates, December 13 – 14, 2026

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Top New Lebanon Hotel Reviews

Hotel On North

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

Location: Pittsfield
Review: The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and..., by Steve, February 28, 2016, rated 10/10 Excellent

Inn at Silver Maple Farm

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

Location: East Chatham
Review: This is a super clean, comfortable, and relaxing Inn. The Inn-keepers, Chloe and Shawn are wonderful. I could not have been happier with the service, the level of cleanliness, and the comfort of my room and common areas. Breakfast was delicious!, by Michelle, March 7, 2022, rated 10/10 Excellent

The Yankee Inn

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

Location: Lenox
Review: We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!, by Colleen, July 17, 2024, rated 10/10 Excellent

Hampton Inn & Suites Berkshires-Lenox

A spacious hotel lobby with multiple seating areas, large windows, and a television.

Location: Lenox
Review: Solid, by Colton, January 29, 2025, rated 10/10 Excellent

Hilton Garden Inn Lenox Pittsfield

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

Location: Pittsfield
Review: The staff could not have been more helpful, great location and the facility extremely clean. We were shocked about how amazing this place was, by t, January 18, 2016, rated 10/10 Excellent

Courtyard by Marriott Lenox Berkshires

An outdoor patio area with a circular fire pit surrounded by wicker furniture and a stone fire table.

Location: Lenox
Review: Room was so nice. Bed was comfortable. Overall glad we stayed here., by Alyssa, May 18, 2024, rated 10/10 Excellent

Element by Marriott Lenox Berkshires

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

Location: Lenox
Review: Clean and spacious room., by Richard, November 12, 2026, rated 10/10 Excellent

Best Western Plus Berkshire Hills Inn & Suites

A reception area with a wooden reception desk, a seating area with sofas, a colorful stained glass window, a mounted television, and various potted plants.

Location: Pittsfield
Review: Great stay for a weary traveller, by Gregory, May 11, 2025, rated 10/10 Excellent

Berkshires Untold

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

Location: Lenox
Review: High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh..., by Jill, June 19, 2024, rated 10/10 Excellent

Berkshire Mountain Lodge

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

Location: Pittsfield
Review: It was very conveniently located to the activities we were doing on our mini-vacation. There were a couple of issues that developed during our stay, but the staff did an excellent job of dealing with the issues., by Elliott, December 5, 2024, rated 10/10 Excellent

Shaker Mill Inn

Location: West Stockbridge
Review: This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to..., by Joe, February 27, 2022, rated 10/10 Excellent

The Cornell Inn, Lenox & The Berkshires

A snow-covered outdoor area with a patio, seating, and a covered dining area.

Location: Lenox
Review: VERY friendly staff and location for area attractions., by Lawrence, February 12, 2023, rated 10/10 Excellent

Vacation Village in the Berkshires

Location: Williamstown
Review: Clean , comfortable place to stay after skiing all day., by Anonymous traveler, March 7, 2016, rated 10/10 Excellent

Brook Farm Inn

A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

Location: Lenox
Review: We were very happy with our stay… Maureen was so hospitality and made sure all our needs were taken care of, from lending us an Apple plug, making dinner reservations for us to making sure we had all enough breakfast food. We love Lennox and would definitely want to stay at her place again, when we come back. Thank Maureen for the special time!, by roberta, January 8, 2024, rated 10/10 Excellent

Holiday Inn & Suites Pittsfield-Berkshires by IHG

A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

Location: Pittsfield
Review: One of the best hotel i been in my life. Everyone that works there is so friendly. From the front desk to the restaurant are amazing. The food is delicious and the pool is beautiful and the entire hotel is clean. I went from staying from one day to three days., by Gipsy, October 9, 2021, rated 10/10 Excellent

The Black Swan Lee - Lenox, an Ascend Collection Hotel

A lakeside lodge with a dock, fishing rods, and outdoor seating.

Location: Lee
Review: A dog barking during the night, by Sheila, August 11, 2024, rated 10/10 Excellent

The Central Downtown Inn & Suites

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

Location: Pittsfield
Review: Beautiful room, very conveniently located right next to a main strip of little shops, theaters and restaurants. We brought all of our own food and were able to store it safely, roomy refrigerator provided- and all cooking utensils, pots, pans, plates... Everything provided. There was a dvd player, and we were able to have movie nights, and a back balcony to enjoy coffee on the porch or read a book in a heavily wooded area which provided a nice shady view to block the parking lot. The front desk..., by Anonymous traveler, June 30, 2015, rated 10/10 Excellent

The Inn at Stockbridge

Location: Stockbridge
Review: Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌, by Kevin, February 19, 2024, rated 10/10 Excellent

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

A two-story house with a brick entrance and a white facade.

Location: Stockbridge
Review: Diane is an absolutely lovely host--and breakfast at their table is a great experience., by Charles, January 2, 2020, rated 10/10 Excellent

Find out more about New Lebanon

There's nothing wrong with enjoying the finer things in life. Add further enjoyment on your next trip to New Lebanon by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. There's no reason to delay a getaway to New Lebanon any longer. You'll join the multitudes of vacationers who have made New Lebanon so fashionable in the last few seasons. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in New Lebanon and indulge in the finer things in life for a while.

Get a Great Deal on 5-Star Hotels in New Lebanon

You'll have a fantastic time at one of these 5-star hotels. Exceptional service, delicious meals, and personalized service are all at your fingertips. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A mud wrap treatment that will leave you feeling like a million bucks? 24-hour room service, so you can order that Turkish coffee in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.

Can't wait to get outside? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in New Lebanon are waiting for you to relax after a busy day.

Make Your Escape

The results are in, and New Lebanon 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Decide on one of our New Lebanon 5-star hotels today and soothe yourself in total tranquility tomorrow.

Frequently Asked Questions

How much does it cost to stay in a 5-star hotel in New Lebanon?

The amount you pay for a 5-star hotel in New Lebanon depends on factors like when you plan to go and the length of your getaway. Our top tip for landing the best deal? Use our pricing filters to check out the available accommodations for your selected dates.

Search for the lowest price per night from $104

What makes a hotel 5 stars in New Lebanon?

In New Lebanon, a hotel must offer a specific level of high-end amenities to earn 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches like a welcome gift.

Are there any 5-star all-inclusive resorts in New Lebanon?

Use our filter tool to find an upmarket getaway in New Lebanon where everything you need is included in the price. Next, refine your results for hotels that have 5 stars and are deemed "All inclusive." The main thing on the itinerary at these stays? Pure relaxation and indulgence.

Are there any 5-star vacation rentals in New Lebanon?

Our site doesn't offer any 5-star vacation rentals in New Lebanon. However, you can still find a few top-rated escapes where the only thing on your agenda will be to kick back and enjoy yourself. Discover what's available by searching through our vacation rentals in New Lebanon.

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