Best Hotels in Cheshire County for 2026

Our customers tell us that they can't get enough of the free breakfast at Keene Elm City Hotel, an Ascend Collection Hotel. During your stay, you'll be within walking distance of Ashuelot River. Free WiFi in public areas, free self-parking and an indoor pool are available.

Our customers tell us that they can't get enough of the free breakfast at Hampton Inn & Suites Keene. During your stay, you'll be within walking distance of Ashuelot River. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the free breakfast at Best Western Plus Keene Hotel. During your stay, you'll be within walking distance of Keene State College. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool. This property offers pet-friendly amenities, such as an off-lead area.

Our customers tell us they can't get enough of Riverside Hotel, an Ascend Collection Hotel's great location. During your stay, you're just a quick walk from Connecticut River. You'll find features such as free WiFi in public areas and free self-parking, plus a 24-hour gym.

Our customers tell us they enjoy The Burrell House's walkable location. During your stay, you're just a quick walk from Historic Main Street. Features include free WiFi in public areas and free self-parking.

During your stay at Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond., you're just a quick walk from Sportsman Pond. Features include laundry facilities.

Our customers tell us they can't get enough of The Colonial Hotel's great location. During your stay, you'll be within walking distance of Dunn State Park. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the helpful staff at Great Wolf Lodge Boston / Fitchburg, MA. During your stay, you're just a quick walk from Great Wolf Lodge Waterpark. You'll find features such as 4 indoor pools, a restaurant and a poolside bar.

Our customers tell us that they can't get enough of the helpful staff at Doubletree by Hilton Hotel Leominster. During your stay, you'll be within walking distance of UMass Memorial HealthAlliance - Clinton Hospital. Enjoy features like free WiFi in public areas and free self-parking, plus 2 restaurants.

Our customers tell us that they can't get enough of the helpful staff at Motel 6 Leominster, MA. During your stay, you're just a quick walk from The Mall at Whitney Field. Enjoy features like free WiFi in public areas and laundry facilities.

During your stay at Mount Snow Grand Summit Resort, you're just a quick walk from Mount Snow. Free WiFi in public areas, a free area shuttle and a full-service spa are available.

Our customers tell us that they can't get enough of the helpful staff at Pointe at Castle Hill Resort. During your stay, you'll be close to Okemo Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus a full-service spa.

During your stay at Hideaway Inn Mt.Sunapee, you're just a quick walk from Mount Sunapee State Park. Features include free WiFi in public areas and free self-parking, plus an indoor pool.

Our customers tell us that they can't get enough of the helpful staff at Hampton Inn & Suites Greenfield. During your stay, you'll be within walking distance of Greenfield Community College. Free breakfast, free WiFi in public areas and free self-parking are available. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they enjoy the free breakfast at Hampton Inn Brattleboro. During your stay, you'll be within walking distance of Brattleboro Bowl. Features include free WiFi in public areas and free self-parking, plus an indoor pool.