Hotels in Berkshires

Bear Mountain Bridge Motel (Rooms 1, 2, 4, 5)

We are a small family owned and operated 5 room motel looking to welcome you like a long lost friend. We live in a home on the property so you will get great customer service. The motel is on 9W and within walking distance of many great food options. We are 2m away from West Point Military Academy and 1 mi away from Bear Mountain and Harriman State Parks. There are many beautiful hiking options .We offer an Appalachian Trail shuttle to and from the trail and our motel. We welcome sleepy guests!

Perfect Lodge /w Gameroom Center of Hunter MT 3

Matterhorn's Lodge is located right in front of Hunter Mountain, with every unit having Hunter Mountain Trails Views right from there window!! Making it the perfect destination for a truly indulgent getaway with family & friends!Step into a world of relaxation. Catskills also has some of the best hiking trails in North America! Game Room added!! We are located only 7 mins from historical Tannersville. Just 10 minutes from North South Lake one of the most popular destinations in North America.

Deluxe Main Lodge Room

Our Deluxe Main Lodge room on the 3rd floor (accessible via stairs) offers a Queen bed, private bathroom with a jet tub/shower combo, vaulted wood ceilings and views of the Catskill Mountains (dependent on room). Can accommodate a third person (for a fee) with the addition of a twin-size cot. All Main Lodge rooms have comfortable, high-quality bedding, blackout privacy curtains, mini-fridge, flat-panel HD TV with DVD player and DirecTV. Our rooms showcase architectural details and original art.

Quaint Queen Room & Private Bath

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries (please see guidebook for recommendations!). Public hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away! EV charging is close by (in the public lot on Cobleigh St) Although the building is bed & breakfast style we do not provide breakfast.

Prime Berkshires Gem|Sleeps 4|WiFi|Tanglewood

Perfect for a family or friend getaway, this property features two luxury pillow-top queen beds, premium linens, a dining table and chairs for work or eating, a sparkling clean bathroom with a shower and a separate sink/vanity area, Roku Smart TV, and individually controlled AC and heat. Quiet, comfy, and comes with full access to East Rock Inn's outdoor dining tables and Adirondack chairs for lounging or enjoying your morning coffee while listening to birdsong. Only 1 mile to Ski Butternut.

6 Bam Boo! Cozy escape in the heart of Vermont

6 Bam-Boo! is your cozy escape in the heart of Vermont just minutes to Manchester Center. Stay in the center of the action at this one-of-a-kind whimsical room w King-sized bed, a comfy armchair, a table with chairs, flat-screen TV with streaming services, a mini-fridge + freezer and coffee maker. Be sure to grab a snack or coffee / tea from the Snack Lounge, open 24 hours. Bam-Boo 6 is the perfect spot to unwind and recharge after exploring the Green Mountain State. Come stay with us!

Book Village Inn - Twain Room Queen Bed

Twain Room – Queen Bed, Copper Bathtub & Private Entrance Step into the Twain Room, where rustic charm and literary nostalgia come together. Inspired by the adventurous spirit of Mark Twain, this inviting suite features a comfortable queen bed and a gleaming copper bathtub—ideal for a relaxing soak after a day of exploration. With its own private entrance, the room offers an intimate retreat that blends vintage details with modern comforts. Restaurant: The BVI Bar is open Thu-Sun 4PM-10pm

The Gables of Rhinebeck Inn, Sugarloaf Suite

The Gables of Rhinebeck, a 4-suite Inn located 1 block from main street. This historic Inn is a fifteen-gable 1860 Gothic Revival Victorian in the heart of Rhinebeck Village. Guests have full access to our half-acre fenced-in yard with perennial and ornamental gardens, + plenty of indoor space. "Sugarloaf" is a 1BR Suite at The Gables of Rhinebeck. About Your Room: -Queen Bed, Cable TV, Full Bath on the 2nd floor with claw foot tub. AC'd in the summer https://www.TheGablesRhinebeck.com/

Stratton Room at River & Rye in Jamaica, VT

This hip spot offers more than just distinctive decor.River & Rye is an inn, restaurant, bar, and gathering place in the center of Jamaica's village. The inn, a renovated 1820s farmhouse, has six bedrooms with minimalist Scandinavian design, gorgeous stone and tile bathrooms, and access to beautiful views no matter the season. The inn is connected to our restaurant and bar, which offers Americana classics and crafted cocktails, and features produce, cheese, and meats from local farmers.

Close to Yale University + The Bistro. Pool. Gym.

Settle into comfort at Courtyard by Marriott Shelton, located near I-95 with easy access to Yale, Downtown New Haven, and area parks. Fuel up with Starbucks® drinks at The Bistro, unwind in the indoor pool, or stay productive in the 24/7 fitness center. Free parking and Wi-Fi keep things simple, while nearby hiking trails, restaurants, and local attractions make it easy to explore. Whether you're in town for work or a weekend escape, this stay makes it feel effortless.

Room 7: The Red Rose Motel & Tavern

We offer contactless check-in and check-out to our guests. Our lounge is available to guests, as well as outdoor amenities: two fire pits, hammocks in the pine trees, a backyard patio, and picnic tables throughout the grounds. Our tavern is open for food, beer, wine and cider Fri-Mon, 5-9p. Coffee, fridge and charcoal grills are provided. WiFi is not guaranteed in the guest rooms.

1843 Safe House - Detective En Suite

Stay in this one-of-a-kind place. Recently renovated historical 1843 County Safe House has three individual suites with their own private bathrooms plus a shared kitchenette, seating area and game room. Located in downtown Newport, close to Mount and Lake Sunapee and several area hospitals. Centrally located to several shops, restaurants, a gym and grocery store.