All inclusive resorts in The Berkshires

Search among 46 available resorts and all inclusive hotels in The Berkshires from 50+ providers

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1-46 out of 46
8.4
Great104 reviews
Located in a historical district within 6 minutes' walk of National Shrine of the Divine Mercy, the comfortable 4-star Red Lion Inn Stockbridge has a hot tub and an outdoor swimming pool.
FromC$ 191 /nightSelect
8.6
Great153 reviews
The non-smoking Yankee, Trademark Collection By Wyndham, located 4.8 km from Tom Fiorini Sculpture Yard, features an outdoor swimming pool.
FromC$ 177 /nightSelect
7.8
Very good85 reviews
The 2-star Berkshire Inn Pittsfield is located within 18 minutes' walk of Berkshire Museum and just walking distance from a bus stop.
FromC$ 109 /nightSelect
8.2
Great47 reviews
Featuring a swimming pool and 82 rooms, the excellent Jiminy Peak Mountain Resort Hancock is around 25 minutes on foot from Ramblewild Adventure Park.
FromC$ 257 /nightSelect
8.2
Great68 reviews
Featuring 12 rooms with views of the mountain, the 2-star Cozy Corner Motel Williamstown is set within 10 minutes' drive of Williams College.
FromC$ 212 /nightSelect
8.2
Great49 reviews
Featuring fitness classes and entertainment activities, the charming Orchards is set in a rural area within 17 minutes' walk of Williams College Museum of Art.
FromC$ 189 /nightSelect
8.2
Great38 reviews
Boasting a hot tub and an indoor pool, the comfortable Courtyard By Marriott Lenox Berkshires is available in a skiing area.
FromC$ 403 /nightSelect
8.4
Great67 reviews
Featuring a swimming pool, a hot tub, sauna facilities and an outdoor swimming pool, the environmentally friendly Club Wyndham Bentley Brook Hancock stands a short way from Jiminy Peak Mountain Resort.
FromC$ 227 /nightSelect
8.6
Great51 reviews
Comprising 13 rooms in the heart of Lenox, the comfortable 4-star Kemble Inn - Restaurant - Bar lies a 5-minute ride from Frelinghuysen Morris House and Studio.
FromC$ 64 /nightSelect
Chambery InnBed & Breakfast
8.4
Great66 reviews
Guests can have a continental breakfast and enjoy visiting Ventfort Hall Mansion and Gilded Age Museum, set nearly a 15-minute drive from the 3-star Chambery Inn.
FromC$ 680 /nightSelect
8.2
Great139 reviews
The Northside Motel - offers 32 rooms along with skiing and golf, while also boasting a location within 8 minutes' walk of Williams College.
FromC$ 83 /nightSelect
8.2
Great112 reviews
Located at a 3.9 km distance from Kennedy Park, the 2-star Howard Johnson By Wyndham features an outdoor swimming pool.
FromC$ 97 /nightSelect
8.4
Great28 reviews
The Mount, Edith Wharton's Home is located about a 10-minute drive from the smoke-free Ponds At Foxhollow Lenox, while you can enjoy a hot tub, sauna facilities and an outdoor swimming pool on-site.
FromC$ 335 /nightSelect
8.4
Great40 reviews
Thanks to the Lakehouse Inn Lee's beachfront location, guests can admire views of the garden or spend their time discovering a beach area.
FromC$ 821 /nightSelect
8.6
Great69 reviews
The Monument Mountain Motel, located approximately 5 minutes on foot from Monument Mountain, is also at a proximity to Housatonic Flats.
FromC$ 95 /nightSelect
8.0
Great61 reviews
The Wagon Wheel Inn is set within 4.9 km of Bartlett's Orchard and approximately a 10-minute drive from Museum Facsimiles Outlet Store.
FromC$ 68 /nightSelect
8.4
Great38 reviews
Boasting an outdoor swimming pool, the 3-star Berkshire Valley Inn is a 10-minute ride from Ramblewild Adventure Park.
FromC$ 278 /nightSelect
7.8
Very good34 reviews
Located within 10 minutes' drive of The Mount, Edith Wharton's Home, the 3-star Apple Tree Inn Lenox features an outdoor swimming pool.
FromC$ 397 /nightSelect
8.4
Great28 reviews
Guests are welcome to try hiking tours and skiing at the tranquil Eastover Estate And Eco Village, which is 10 minutes by car from Frelinghuysen Morris House and Studio.
FromC$ 231 /nightSelect
Windflower InnBed & Breakfast
8.8
Great36 reviews
Guido's Fresh Marketplace is approximately 10 minutes by car from the Windflower Inn Great Barrington and The Guthrie Center & Foundation is nearly 10 minutes away by car.
FromC$ 343 /nightSelect
Brook Farm InnBed & Breakfast
8.6
Great18 reviews
Featuring a seasonal outdoor pool and 15 rooms, the 4-star Brook Farm is less than a 10-minute walk from Boston University Tanglewood Institute.
FromC$ 550 /nightSelect
The BarringtonBed & Breakfast
8.8
Great27 reviews
Fountain Pond State Park and The Guthrie Center & Foundation are respectively 4.2 km and 850 metres from the smoke-free Barrington Bed & Breakfast Great Barrington.
FromC$ 494 /nightSelect
8.4
Great42 reviews
Located 10 minutes' drive from the liberal arts Williams College, the 2-star Stay Berkshires Williamstown offers views of the mountain and a swimming pool.
FromC$ 229 /nightSelect
The CottageBed & Breakfast
8.4
Great37 reviews
The Cottage is set within 6 km of Frelinghuysen Morris House and Studio and around a 15-minute ride from Olivia's Overlook.
FromC$ 352 /nightSelect
8.2
Great87 reviews
Clark Art Museum and Williams College Museum of Art are located 3.3 km and 2.9 km from the 2-star Villager Motel respectively.
FromC$ 169 /nightSelect
8.4
Great78 reviews
Offering 7 rooms with views of the courtyard, the 3-star Maple Terrace Motel Williamstown is set in the entertainment district of Williamstown, around a 10-minute ride from Pine Cobble Mountain.
FromC$ 121 /nightSelect
8.2
Great32 reviews
Offering a swimming pool, massage therapy and entertainment activities, the 4-star Cranwell Spa And Golf Resort is located around 10 minutes by car from October Mountain State Forest.
FromC$ 176 /nightSelect
8.4
Great293 reviews
Boasting proximity to Kinderhook Creek, which runs merely 900 metres away, the 5-star Vacation Village In The Berkshires offers an outdoor swimming pool.
FromC$ 184 /nightSelect
8.4
Great59 reviews
Featuring a fitness suite and an indoor pool, the smoke-free Holiday Inn Club Vacations Oak N Spruce Resort In The Berkshires An Ihg Lee is located 6 km from Norman Rockwell Museum.
FromC$ 472 /nightSelect
The Lenox CollectionBed & Breakfast
8.4
Great60 reviews
The Constance Bed & Breakfast is set just 1.8 km from Kennedy Park and only 550 metres from B.J. Faulkner Gallery.
FromC$ 265 /nightSelect
8.4
Great58 reviews
Colonial Shopping Center is within a 10-minute drive of the 4-star 1896 House Country Inn - Brookside & Pondside.
FromC$ 189 /nightSelect
8.0
Great69 reviews
Williams College Museum of Art is within a 5-minute drive of the 3-star Motel, while Hoosac Tunnel Museum is around 15 minutes away by car.
FromC$ 241 /nightSelect
The Cornell InnBed & Breakfast
8.4
Great63 reviews
Since 1777 the 3-star Cornell Inn Lenox awaits guests in a business district, offering 28 designer rooms and a lounge bar.
FromC$ 176 /nightSelect
Lenox InnMotel
8.2
Great29 reviews
The 2-star Lenox is placed in a ski area of Lenox, about 10 minutes by car from Canoe Meadows Wildlife Sanctuary and within a 10-minute drive of Herman Melville's Arrowhead.
FromC$ 76 /nightSelect
7.8
Very good15 reviews
Featuring a fitness club and a swimming pool, the 3-star Fairfield Inn & Suites By Marriott Williamstown is located within 7 km of Massachusetts Museum of Contemporary Art.
FromC$ 475 /nightSelect
This colonial-style hotel is set at a short distance to Fontaine's Auction Gallery.
FromC$ 84 /nightSelect
Whistler'S InnBed & Breakfast
8.2
Great25 reviews
Set within a 10-minute drive of Mass Audubon's Pleasant Valley Wildlife Sanctuary, the Whistler'S Inn lies in a historic area.
FromC$ 346 /nightSelect
8.6
Great40 reviews
Guests will enjoy an indoor swimming pool and 95 rooms, while staying at the 3-star Hilton Garden Inn Lenox Pittsfield with location not too far from Kennedy Park.
FromC$ 178 /nightSelect
Gateways InnBed & Breakfast
8.6
Great30 reviews
Placed 80 km from Albany International airport, the 3-star Gateways Inn welcomes guests with a shop and a restaurant.
FromC$ 219 /nightSelect
8.6
Great35 reviews
Featuring 9 rooms with views of the courtyard, the pet-friendly Green Valley Motel Williamstown is set 10 minutes by car from Pine Cobble Mountain.
FromC$ 82 /nightSelect
Sunset InnMotel
8.4
Great48 reviews
Conveniently situated within 4.9 km of October Mountain State Forest in a business district, the comfortable 3-star Sunset Inn Lee features 27 rooms and a swimming pool.
FromC$ 215 /nightSelect
8.4
Great66 reviews
Located a 15-minute drive from Museum Facsimiles Outlet Store, the 3-star Hampton Inn & Suites Berkshires-Lenox Lenox features fitness classes and various recreational opportunities for guests' convenience.
FromC$ 150 /nightSelect
8.4
Great94 reviews
Boasting a setting near a train station in a ski area, the 3-star Best Western Plus Berkshire Hills Inn & Suites provides views of the mountain, fitness classes, recreational facilities and entertainment activities.
FromC$ 116 /nightSelect
8.2
Great93 reviews
The 4-star Holiday Inn & Suites Pittsfield-Berkshires, An Ihg Pittsfield is set within a 5-minute walk of Berkshire Museum and encourages relaxation with a hot tub, sauna facilities and an indoor pool.
FromC$ 135 /nightSelect
8.4
Great6 reviews
Within 44 km of Poppy Mountain, the 4-star Disney Magic At Jiminy Mountain boasts a year-round outdoor pool and gives an opportunity to enjoy a hot tub, sauna facilities and an outdoor swimming pool.
FromC$ 419 /nightSelect
8.2
Great27 reviews
Boasting a location only 500 metres from Ventfort Hall Mansion and Gilded Age Museum, the 3-star Canyon Ranch Lenox includes 126 rooms and an indoor swimming pool.
FromC$ 2 586 /nightSelect

All inclusive resorts in The Berkshires essential information

🏨 All inclusive resorts in The Berkshires 46
👛 Lowest price 64 CAD
✍️ All inclusive resorts Reviews 2 744

FAQs about resorts in The Berkshires

Read the answers to these questions to find the best accommodation from the list of cheap resorts in The Berkshires.

What are the top The Berkshires resorts in Lenox?

We recommend Hampton Terrace Inn (rating: 9.4/10), which is set 700 metres from B.J. Faulkner Gallery and offers rooms from 64C$ per night. Alternatively, book Cranwell Spa And Golf Resort (Adults Only) rated 8.2/10 for 175C$ per night. This 4-star option provides cots, a gym, and a swimming pool.

What are the top The Berkshires resorts in Williamstown?

We recommend Orchards Hotel rated 8.2/10 offering a gym, 24-hour front desk assistance, and 24-hour security service. It costs 188C$ per night. Another good deal is Cozy Corner Motel rated 8.2/10 at the cost of 103C$ per night. Other suitable options include Orchards Hotel, Cozy Corner Motel, Williamstown Motel, Villager Motel, Fairfield Inn & Suites By Marriott Williamstown, The Williams Inn, and Stay Berkshires.

What are the top all-inclusive beach resorts in The Berkshires?

We recommend Lakehouse Inn (rating: 8.4/10). This nice place is set a 5-minute walk from the beach and costs 455C$ per night. Alternatively, you may book The Cottage (rating: 8.4/10) for 324C$ per night. It's set a 10-minute walk from the city centre. Moreover, you can like Lakehouse Inn, The Cottage, and A Meadow House.

What are the most favoured beach resorts in The Berkshires?

We recommend Lakehouse Inn rated 8.4/10 with a picnic area, a golf course, and concierge service. This upscale 4-star accommodation is set a 5-minute walk from the beach and costs 455C$ per night. Other top options not far from a beach include Lakehouse Inn and The Cottage.

What are the best The Berkshires resorts offering a tennis court?

We recommend Canyon Ranch Lenox rated 8.2/10 at the cost of 2564C$ per night. It provides a tennis court, an indoor swimming pool, and complimentary private parking.

What are the best golf The Berkshires resorts?

We recommend The Porches Inn At Mass Moca rated 8.6/10 at the cost of 269C$ per night. This 4-star resort is set 5 minutes' walk from St Elizabeth of Hungary Church and offers an outdoor swimming pool, a golf course, and concierge service on site. Other top accommodations include The Porches Inn At Mass Moca, Lakehouse Inn, Northside Motel-Williamstown, The Cornell Inn, Econo Lodge Lee-Great Barrington, Cozy Corner Motel, and Maple Terrace Motel.

What are the top romantic resorts in The Berkshires?

We recommend Rodeway Inn Greenfield rated 6.4/10 with a free private car park, a free car park, and ironing. It costs 175C$ per night. Alternatively, you may like Rodeway Inn Greenfield rated 8.0/10 at the price of 84C$ per one night. Other suitable options for couples include Rodeway Inn Greenfield, Knights Inn Lenox, Quality Inn, Tourists, Willows Motel, and Mount Royal Inn.

What are the best luxury resorts in The Berkshires?

Around 5 options on iBooked.ca are suitable for a luxurious stay. Another top-rated resort is Holiday Inn & Suites Pittsfield-Berkshires,An Ihg Hotel (rating: 8.2/10) offering an indoor pool and a swimming pool on site. It costs 134C$ per night. Other suitable deals are The Dewey, Holiday Inn & Suites Pittsfield-Berkshires,An Ihg Hotel, Wheatleigh, The Constance, The Williams Inn, Stockbridge Country Inn (Adults Only), and Orchards Hotel.

What are the most popular 5-star resorts in The Berkshires?

If you're searching for an upscale stay, there are 4 5-star hotels at an affordable price. We recommend Shaker Mill Inn rated 8.6/10 with canoeing, snow skiing, and hiking on site. Guests can book a room at the cost of 436C$ per night. Also, you may book The White Hart (rating: 8.6/10), the top 5-star option offering canoeing, snow skiing, and hiking. It costs 444C$ per night. Other suitable hotels include Shaker Mill Inn, The White Hart, 1896 House Country Inn-Barnside Inn, and Manor House Inn (Adults Only).

What are the best resorts in The Berkshires that are good for families?

IBooked.ca offers more than 6 deals for guests with families. Alternatively, you may book Hampton Inn & Suites Berkshires-Lenox rated 8.4/10 for 149C$ per night. It offers a picnic area, an indoor swimming pool, and cots for guests with children.

Which resorts in The Berkshires allow pets?

According to iBooked.ca travel data, there are 4 resorts that welcome pets. We recommend Berkshire Valley Inn (rating: 8.6/10) offering fitness, room services, and a swimming pool for 188C$ per night. Other top venues include Berkshire Valley Inn, Hampton Inn & Suites Greenfield, and The Inn At Kenmore Hall.

How much does it cost per night to stay in a resort in The Berkshires?

On average, a resort costs 390C$ or 189C$ per night. You may book Interlaken Inn or The Red Lion Inn (based on iBooked.ca prices).

What are the top cheap resorts in The Berkshires?

For a budget-conscious traveller, there are 13 options for consideration. Alternatively, book Green Valley Motel Williamstown rated 8.8/10 for 81C$ per night. It offers 24 hour front desk assistance and a swimming pool on site.

What are the top 10 resorts in The Berkshires?

According to iBooked.ca travel data, the most popular 10 resorts are: Club Wyndham Bentley Brook, Chambery Inn, Hotel Downstreet, Hilton Garden Inn Lenox Pittsfield, Cranwell Spa And Golf Resort (Adults Only), The Black Swan Lee-Lenox,Ascend Hotel Collection, and Brook Farm Inn.

What are the best resorts for snorkelling in The Berkshires?

You may book Interlaken Inn (rating: 8.4/10), set 4.4 km from Upper Housatonic Valley NHA. This 3-star property offers a tennis court, an outdoor swimming pool, and a picnic area on site.