The Glenmere Mansion is the only hotel in Chester's Sugar Loaf community. This luxurious hotel is on the 150-acre estate of the late Robert Wilson Goelet, an early 20th-century real estate mogul. The hotel's property features Glenmere Lake and Gardens at Glenmere, which has paved walking paths and swimming pool pavilion. Massages and body treatments are available at the hotel's spa. The hotel offers fine dining in the Supper Room, while Frog's End Restaurant resembles a cigar room with a fireplace and full-service bar. Frog's End offers small plates for lunch and dinner.
Goshen's Comfort Inn & Suites, off exit 123 on U.S. Highway 6, is a 15-minute drive from Sugar Loaf. Tasting events at the Brotherhood Winery in Washingtonville is a 20-minute drive from the hotel. Delancy's and Goshen Plaza Diner, two local eateries, are within 5 minutes of the hotel. Comfort Inn amenities include a fitness room and an outdoor pool. The Presidential Suite, the hotel's largest room, features a living room area. The swimming pool is open only during the summer.
Sugar Loaf is a 15-minute drive from the Courtyard Marriott hotel in Middletown. This hotel provides on-site dining at the Bistro Restaurant for breakfast and dinner; buffet options are available. The indoor swimming pool area has complimentary towels and a whirlpool tub; the pool is adjacent to an outdoor sun deck. The Galleria at Crystal Run, an outdoor mall complex, is less than 5 minutes from the hotel. Middletown's Interactive Museum is short drive from Courtyard and features science, art and technology exhibits.
The Hampton Inn in Central Valley accommodates travelers to the Harriman-Woodbury area, less than 15 minutes from Sugar Loaf. Outlet and dining options are available at the Woodbury Common Premium Outlets mall, a short walk from the hotel. Hampton Inn is also a short drive from Harriman State Park, a recreation area with several lakes including Lake Welch and Lake Sebago, popular for kayaking and fishing. The hotel's courtyard area provides scenic views of Harriman State Park. Other features include a swimming pool and an on-site walking track. Studio suites have whirlpool tubs and king-size beds.
The Holiday Inn Express in Chester is less than 10 minutes away from Sugar Loaf. Recreation facilities include an indoor pool, a whirlpool tub and a fitness room. Pets may stay for an additional fee. The hotel is across the street from Chester Bowling Lanes, which features a bowling alley and GW Tavern, a restaurant with a bar and televisions for sporting events. Goosepond Mountain is within 10 minutes of the hotel and provides visitors with horseback riding and hiking trails; the park does not have restrooms but allows leashed dogs.
