Golf Hotels in The Berkshires, MA
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Featured The Berkshires Golf Resorts & Hotels

Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
$211 nightly
The price is $236 total per night
$236 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. Other amenities at this ski condominium resort include 2 hot tubs, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Free Cancellation
$107 nightly
The price is $120 total per night
$120 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Holiday Inn Express Hotel & Suites Great Barrington by IHG have access to an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and securing valuables. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

The Orchards Hotel
222 Adams Rd Williamstown MA
Guests of The Orchards Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include conference space, a business center, and a seasonal outdoor pool.
Pool
Breakfast included

Willows Motel Williamstown
480 Main St Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $95 total per night
$95 total
Dec 25 - Dec 26
Total with taxes and fees
Willows Motel Williamstown features an outdoor pool, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a library, a terrace, and laundry facilities.
Pool
Breakfast included

Sunset Inn
150 Housatonic Street Lee MA
$90 nightly
The price is $101 total per night
$101 total
Dec 25 - Dec 26
Total with taxes and fees
Guests of Sunset Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and express check-out. If you drive, take advantage of free parking. Front-desk staff are standing by 24/7 to assist with any requests. This motel also has a picnic area.
Pool
Parking included

Howard Johnson by Wyndham Williamstown
213 Main St Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $93 total per night
$93 total
Dec 25 - Dec 26
Total with taxes and fees
Howard Johnson by Wyndham Williamstown features free WiFi in public areas, conference space, and a business center. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with concierge services and securing valuables. Additional amenities include coffee/tea in a common area, free newspapers, and barbecue grills.
Breakfast included
Parking included

Northside Motel
45 North St Williamstown MA
Guests of Northside Motel enjoy access to free WiFi in public areas, a business center, and a seasonal outdoor pool. There's free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a meeting room, a computer station, and a library.
Pool
Parking included

Williamstown Motel
295 Main Street Williamstown MA
Williamstown Motel features free WiFi in public areas, a library, and express check-out. There's free parking if you drive. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Additional amenities include free newspapers, a terrace, and laundry facilities.
Breakfast included
Pet friendly

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
$100 nightly
The price is $112 total per night
$112 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Breakfast included
Pet friendly

Gateways Inn & Restaurant
51 Walker St Lenox MA
$167 nightly
The price is $186 total per night
$186 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Gateways Inn & Restaurant features free WiFi in public areas, conference space, and a business center. If you drive, put free parking to good use. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a library, a terrace, and wedding services.
Parking included
Free WiFi

The Dewey
7 Hubbard Street Lenox MA
At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.
Parking included
Free WiFi

Whistler's Inn Bed & Breakfast
5 Greenwood Street Lenox MA
Whistler's Inn Bed & Breakfast features free WiFi in public areas, coffee in a common area, and a meeting room. Free parking is included with your stay. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Additional amenities include a library, a terrace, and a TV in a common area.
Breakfast included
Pet friendly

Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $84 total per night
$84 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Econo Lodge Lee - Great Barrington features free WiFi in public areas and a vending machine. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area.
Breakfast included
Pet friendly

The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Free Cancellation
Reserve now, pay when you stay
$177 nightly
The price is $198 total per night
$198 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with luggage storage and concierge services. Additional amenities include a refrigerator in a common area, a computer station, and a library.
Breakfast included
Parking included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
The Berkshires hotels essential information
Accommodation | 1,084 hotels |
|---|---|
Lowest Price | $84 |
Highest Price | $236 |
Popular hotels | Jiminy Peak Mountain Resort, Holiday Inn Express Hotel & Suites Great Barrington by IHG, The Orchards Hotel, Willows Motel Williamstown, Sunset Inn, Howard Johnson by Wyndham Williamstown, Northside Motel, Williamstown Motel, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Gateways Inn & Restaurant, The Dewey, Whistler's Inn Bed & Breakfast, Econo Lodge Lee - Great Barrington, The Cornell Inn, Lenox & The Berkshires |
Recent Golf Resorts & Hotels Reviews

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"The room is so spotless, bathroom is so luxurious! The bed is so soft and sleep very quickly! The staffs are so great! Quick to answer to my questions and my needs. Definitely come back again to stay! "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 2 days ago
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