Best Resorts in Sheffield

Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you need for your stay from convenient food and drink options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you envision yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.

Our top-rated resorts around Sheffield: Luxury one bedroom and one bathroom unit with full amenities - 21.4 mi (34.4 km) from Sheffield. Enjoy the fitness center. Holiday Inn Club Vacations Oak ‘n Spruce Resort - Ski resort. 12.2 mi (19.6 km) from Sheffield. Amenities include a sauna, a fitness center, and a terrace. Mountain Lodge Apt! - 21.4 mi (34.4 km) from Sheffield. Access to a fitness center.

Magnolia Bluffs Casino, Housatonic River, and Thom Reed UFO Monument Park are a few of the interesting sights to visit. Ashley House and Mount Everett State Reservation are a few additional attractions in the area that you might like.

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.