Berkshire County

Berkshire County Hotels with Wi-Fi

Select your dates to find the best Berkshire County hotels with Wi-Fi

Scroll down to see hotels
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Best Berkshire County Hotels with Free WiFi

Check out our selection of Berkshire County hotels with Wi-Fi
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel CollectionThe Black Swan Lee - Lenox, Ascend Hotel CollectionThe Black Swan Lee - Lenox, Ascend Hotel CollectionThe Black Swan Lee - Lenox, Ascend Hotel CollectionThe Black Swan Lee - Lenox, Ascend Hotel CollectionThe Black Swan Lee - Lenox, Ascend Hotel Collection
79
Ascend Hotel Collection
Hotels in Berkshire County
With a stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store. This hotel is 1.2 mi (2 km) from Animagic Museum of Animation and 1.3 mi (2.1 km) from Lee Library. Take advantage of recreation opportunities such as a 24-hour fitness center, or other amenities including complimentary wireless internet access and gift shops/newsstands. Additional features at this hotel include a picnic area, a banquet hall, and a vending machine. Enjoy a satisfying meal at Mint, Indian Lakeside Din serving guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel. A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM. Featured amenities include a 24-hour business center, a 24-hour front desk, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 52 guestrooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.
Great
98 reviews
9.0/10
1 night
From OMR 47
Check Availability
Holiday Inn Club Vacations Oak N' Spruce Resort
Holiday Inn Club Vacations Oak N' Spruce ResortHoliday Inn Club Vacations Oak N' Spruce ResortHoliday Inn Club Vacations Oak N' Spruce ResortHoliday Inn Club Vacations Oak N' Spruce ResortHoliday Inn Club Vacations Oak N' Spruce ResortHoliday Inn Club Vacations Oak N' Spruce Resort
99+
Hotels in Berkshire County
The beautiful Berkshires may remind you of those quintessential Norman Rockwell paintings. But families don’t need to stay “picture-perfect” to have a great time hiking, skiing, rafting or enjoying fall leaves all near the Appalachian Trail. Messy hair and muddy shoes from the great outdoors are the norm here. After a day of exploring, Oak n’ Spruce Resort is the perfect place to kick up your feet and relax. Located in South Lee, near Lenox, MA, Oak n’ Spruce Resort is a family-inspired retreat that features indoor and outdoor pools, an arcade, pool tables, movie theater, 18-hole mini golf course, sports courts and two bars. It’s also at the heart of outdoor fun and cultural attractions. Visit the Norman Rockwell Museum and Tanglewood, the summer home of the Boston Symphony Orchestra. Tap into your adventurous side and go skiing or boating. Take a hike in Mount Greylock State Reservation to reach the highest elevation in the state and fill up your camera roll with brightly colored fall foliage. Or venture out of South Lee and Lenox, MA, and head over to Albany, NY, and Hartford, CT, both about an hour away. Oak n’ Spruce Resort offers spacious one- to three-bedroom villas from 826 to 1,689 square feet. Each comes with extra space in the living room and a full-sized kitchen, along with washers and dryers in select villas. Laundry facilities are also available onsite. Please note there is a resort fee that includes a variety of onsite amenities.

"Website clearly states ”No Pets” , upon checkin we see several people walking their dogs on the grounds. So much for that policy. I have allergies to dogs and can only hope that a dog was not previously in the unit we rented. Overall clean, but the black mold around the shower head and around the top of the shower in unit 848 was a bit concerning. Was quite surprised when getting hit with a $27.92 charge for ”Resort Fees” otherwise known as ”Junk Fees” upon check-out. Was not informed of any additional fees upon check-in. Office manager was unmoving on this. This has been reported to the Massachusetts Attorney General."
Very Good
103 reviews
8.8/10
1 night
From OMR 39
Check Availability
Chambery Inn
Chambery InnChambery InnChambery InnChambery InnChambery InnChambery Inn
99+
Hotels in Berkshire County
A stay at Chambery Inn places you in the heart of Lee, a 4-minute drive from Lee Premium Outlets and 6 minutes from The Mount. This bed & breakfast is 5.3 mi (8.5 km) from Tanglewood Music Center and 6.9 mi (11.1 km) from Norman Rockwell Museum. Take advantage of recreation opportunities including a hot tub and bicycles to rent. This bed & breakfast also features complimentary wireless internet access and a picnic area. Grab a bite from the snack bar/deli, or stay in and take advantage of the bed & breakfast's room service (during limited hours). Full breakfasts are available daily for a fee. Featured amenities include express check-in, express check-out, and complimentary newspapers in the lobby. Free self parking is available onsite. Make yourself at home in one of the 9 individually decorated guestrooms, featuring iPod docking stations and Smart televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include complimentary newspapers and coffee/tea makers, as well as phones with free local calls.
Amazing
66 reviews
9.4/10
1 night
From OMR 64
Check Availability
Berkshire County
You Might Like
Berkshire County Hotels with BreakfastBerkshire County Hotels with Twin RoomBerkshire County Hotels with 1 Double BedBerkshire County Hotels with Swimming PoolBerkshire County Hotels with Free Cancellation
Brook Farm Inn
Brook Farm InnBrook Farm InnBrook Farm InnBrook Farm InnBrook Farm InnBrook Farm Inn
94
Hotels in Berkshire County
When you stay at Brook Farm Inn in Lenox, you'll be near ski lifts, within a 5-minute drive of Tanglewood Music Center and Shakespeare and Company. This bed & breakfast is 2 mi (3.2 km) from The Mount and 2.1 mi (3.4 km) from Kennedy Park. Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this bed & breakfast include complimentary wireless internet access, concierge services, and wedding services. Take advantage of the bed & breakfast's room service (during limited hours). Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. A complimentary cooked-to-order breakfast is served daily from 7:30 AM to 10:00 AM. Featured amenities include express check-in, express check-out, and a library. Event facilities at this bed & breakfast consist of conference space and a meeting room. Free self parking is available onsite. Make yourself at home in one of the 15 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include ceiling fans, as well as phones with free local calls.

"Great location and service. Wonderful breakfast (especially the ”French Toast”). We will return."
Amazing
43 reviews
9.5/10
1 night
From OMR 60
Check Availability
The Cornell Inn, Lenox & the Berkshires
The Cornell Inn, Lenox & the BerkshiresThe Cornell Inn, Lenox & the BerkshiresThe Cornell Inn, Lenox & the BerkshiresThe Cornell Inn, Lenox & the BerkshiresThe Cornell Inn, Lenox & the BerkshiresThe Cornell Inn, Lenox & the Berkshires
99+
Lenox & the Berkshires
Hotels in Berkshire County
With a stay at The Cornell Inn, Lenox & The Berkshires in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and The Bookstore. This bed & breakfast is 13.5 mi (21.7 km) from Jiminy Peak Mountain Resort and 0.6 mi (1 km) from Lenox Library. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this bed & breakfast include concierge services, a fireplace in the lobby, and a picnic area. Enjoy a meal at the restaurant or snacks in the bed & breakfast's coffee shop/cafe. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include a computer station, express check-out, and complimentary newspapers in the lobby. Free self parking is available onsite. Make yourself at home in one of the 28 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, and housekeeping is provided daily.
Amazing
100 reviews
9.4/10
1 night
From OMR 42
Check Availability
Element Lenox Berkshires
Element Lenox BerkshiresElement Lenox BerkshiresElement Lenox BerkshiresElement Lenox BerkshiresElement Lenox BerkshiresElement Lenox Berkshires
79
Hotels in Berkshire County
Ideally located for exploring all the Berkshires has to offer, Element Lenox Berkshires offers a refreshing and eco-friendly retreat that blends modern comfort with nature's beauty. Conveniently located to Tanglewood, Jacob’s Pillow, Norman Rockwell Museum, General Dynamics, Berkshire Medical Center and more! Outdoor enthusiasts can enjoy close proximity to Bousquet Mountain, Jiminy Peak, the Appalachian Trail, and Mount Greylock. Designed for both long and short term travelers, this hotel features spacious, pet friendly rooms and suites with kitchenettes, each thoughtfully designed with sustainability in mind. Take a ride with our bikes to borrow or go for a swim in our indoor saltwater pool. Our complimentary breakfast served daily offers a variety of nourishing options to start your day off right. Whether you're here to explore the region’s scenic landscapes, experience its cultural richness, or simply unwind, Element Lenox Berkshires is the perfect place to stay in your element on your next trip.
Amazing
3 reviews
9.4/10
1 night
From OMR 52
Check Availability
Whistler's Inn
Whistler's InnWhistler's InnWhistler's InnWhistler's InnWhistler's InnWhistler's Inn
53
Hotels in Berkshire County
When you stay at Whistler's Inn Bed & Breakfast in Lenox, you'll be in the historical district, within a 5-minute drive of Wyndhurst Golf & Club and Tanglewood Music Center. This bed & breakfast is 2.1 mi (3.3 km) from The Mount and 4.9 mi (8 km) from Bousquet Ski Area. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this bed & breakfast include wedding services, a fireplace in the lobby, and a picnic area. A complimentary on-the-go breakfast is served daily from 8:30 AM to 10:30 AM. Featured amenities include multilingual staff, luggage storage, and a library. Free self parking is available onsite. Make yourself at home in one of the 14 individually decorated guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms with shower/tub combinations feature hair dryers and bathrobes. Conveniences include coffee/tea makers, as well as phones with free local calls.
Very Good
63 reviews
8.1/10
1 night
From OMR 62
Check Availability
The Red Lion Inn
The Red Lion InnThe Red Lion InnThe Red Lion InnThe Red Lion InnThe Red Lion InnThe Red Lion Inn
99+
Hotels in Berkshire County
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic River. This historic hotel is 0.2 mi (0.3 km) from Schantz Galleries and 0.2 mi (0.4 km) from Mission House. Enjoy recreational amenities such as an outdoor pool and a fitness center. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Grab a bite at Main Dining Room, one of the hotel's 3 restaurants, or stay in and take advantage of the 24-hour room service. Quench your thirst with your favorite drink at the bar/lounge. Full breakfasts are available daily from 7 AM to 10 AM for a fee. Featured amenities include a 24-hour business center, dry cleaning/laundry services, and a 24-hour front desk. Make yourself at home in one of the 125 air-conditioned rooms featuring DVD players. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. Conveniences include desks and irons/ironing boards, as well as phones with free local calls.
Very Good
96 reviews
8.8/10
1 night
From OMR 56
Check Availability
Gateways Inn
Gateways InnGateways InnGateways InnGateways InnGateways InnGateways Inn
45
Hotels in Berkshire County
When you stay at Gateways Inn & Restaurant in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center. This hotel is 1.5 mi (2.3 km) from The Mount and 5.5 mi (8.9 km) from Bousquet Ski Area. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and gift shops/newsstands. Additional amenities at this hotel include wedding services and a banquet hall. At Gateways Inn & Restaurant, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. Featured amenities include a business center and a library. Event facilities at this hotel consist of conference space and a meeting room. Free self parking is available onsite. Stay in one of 11 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms have deep soaking bathtubs and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided on request.
Very Good
52 reviews
8.5/10
1 night
From OMR 73
Check Availability
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath
Modern And Spacious Berkshires Retreat 5 bdrm 3 bathModern And Spacious Berkshires Retreat 5 bdrm 3 bathModern And Spacious Berkshires Retreat 5 bdrm 3 bathModern And Spacious Berkshires Retreat 5 bdrm 3 bathModern And Spacious Berkshires Retreat 5 bdrm 3 bathModern And Spacious Berkshires Retreat 5 bdrm 3 bath
41
Hotels in Berkshire County
This is a completely renovated 5 bedrooms and 3 baths house that is situated on a private street, 5 min drive to either Lee center or Lenox center.The main floor has an open layout that is full of light. The gourmet kitchen is fitted with top appliances and a Blue Star gas range. The main floor also has four bedrooms and two full bathrooms.The lower level has a a family room with a pool table, another bedroom, a full bathroom and the laundry/mudroom.Our house is situated on a private street where all the houses are beautifully maintained. Family friendly and incredibly quiet. The house is also very close to Lee and Lenox, 2 very quaint and charming towns that are full of nice restaurants, coffee shops, diners, antique shops, fashion boutiques and art galleries.Tanglewood, Jacob's Pillow, Shakespeare and company,Kripalu Yoga Center and Spa are all just 10 min away. During winter time, Bousquet Ski Area is just 15 min away and Ski Butternut is 20 min away.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.The house is not baby proof.About customRules:No outdoor shoes in the house. Don’t use outdoor brick oven. Absolutely no pets and no smoking in the house. No parties and events!.About smoking:Smoking is not permitted.Smoking permitted only outside.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
16 reviews
10.0/10
Check Availability
See All Hotels with Wi-Fi in Berkshire County

Top rated hotels in Berkshire County

See all
Explore genuine reviews and ratings from real travellers to find the perfect accommodation for your needs.
9.4/10
Amazing
YYIOUThis hotel must have come to see Willems College. . . Just beside the college, the peterpan bus stop is right in front of the hotel, which is very convenient. It rained on the day I went, and it was very cold. The air conditioner is useless at this time. It doesn’t heat up, and I don’t know what winter is like. The hotel has a free breakfast, a few conventional things: sausages, eggs, bread, milk, cereals, about this, you can eat. Dinner can be ordered, the level is full, due to heavy rain, can only eat in the hotel, the price is not low, normal. The rooms are of course old and small, but they are equivalent to the marked area. This type of hotel in the United States must be old. It should be the only hotel in the town, the others are called motel. The outside environment is of course good, full of greenery. There are many mountains around this town.
The Williams Inn

The Williams Inn

Hotel near Williamstown
Price per night from:OMR 76
8.9/10
Very Good
GGuest UserOverall, it was an excellent experience. Outstanding location and facilities. We appreciated the pool and jacuzzi.
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hotel near Pittsfield
Price per night from:OMR 53
8.6/10
Very Good
MM234563****The child likes it very much. The swimming pool is superb. Very comfortable to live. The fire is very good.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Hotel near Hancock
Price per night from:OMR 32
8.5/10
Very Good
GGuest UserVery friendly and accomodating staff. Excellent breakfast. It would be nice to have a small frig and ability to make hot water in the room. There was a strong cleaning fluid smell in the room.
Willows Motel

Willows Motel

Hotel near Williamstown
Price per night from:OMR 31
8.2/10
Very Good
GGuest UserVery disappointed! We were traveling with small kids. I booked 2 rooms with the same transaction with double beds each room and when I arrived they gave me one room one 1st floor double bed and one room on 3rd floor with one bed. When I told them why they gave me one room with one bed they said that the information they got from Trip.com was for a one bed , which was a total lie , I showed him the the rooms I booked were both for double beds. They were dishonest. Also our 18 months baby found a pill on the floor on one of the rooms, very dangerous.
Best Western Plus Berkshire Hills Inn  Suites

Best Western Plus Berkshire Hills Inn Suites

Hotel near Pittsfield
Price per night from:OMR 36
8.0/10
Very Good
JJUNXIANConvenient transportation. Easy parking. Air conditioning is a rare and noisy one. Breakfast is relatively simple, but frozen meat can be served in a microwave oven.
Quality Inn

Quality Inn

Hotel near Great Barrington
Price per night from:OMR 34
7.1/10
GGuest UserI did not know what to expect in an old motel refitted with all the corporate standard furniture and decor. Mattress was way to soft, no support, two of the lampshades had mold on them, there was more dust than expected in a Wyndham room. Frayed around the edges, but at core it was a good room at a good price and we would stay there again.
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Hotel near Lenox
Price per night from:OMR 30
6.2/10
GGuest Usera bit shabby, but clean, comfortable, and [pleasant service.
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Hotel near Lee
Price per night from:OMR 22
5.0/10
AAnonymous UserFor an old Historic Howard Johnsons, this motel is pretty unique. The bed was super comfortable. More comfortable than any motel I have stayed in recently. If you are looking for an inexpensive great night's sleep...and you do not care about luxury...this place has got just that.
Fairbridge Inn Express Pittsfield

Fairbridge Inn Express Pittsfield

Hotel near Pittsfield
Price per night from:OMR 25

Frequently Asked Questions

How much is the average rate for hotels with Wi-Fi in Berkshire County?

For hotels with Wi-Fi in Berkshire County, the average price on weekdays is OMR 89, and the average price on weekends (Friday–Saturday) is OMR 104.

What are the popular hotels with Wi-Fi in Berkshire County?

Whether you are travelling to Berkshire County for business or tourism, Holiday Inn Club Vacations Oak N' Spruce Resort (from OMR 46) , Vacation Village in the Berkshires (from OMR 32) and Howard Johnson by Wyndham Lenox (from OMR 30) are all preferred hotels.

What promotions are available for hotels with Wi-Fi in Berkshire County?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Berkshire County Hotels with Wi-Fi Information

Total Properties167
Number of Reviews6,129
Highest PriceOMR 86
Lowest PriceOMR 34
Average Price (Weekdays)OMR 89
Average Price (Weekends)OMR 104