Hotels in Boys & Girls Club of the Berkshires Ice Rink

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!

Welcome to Woodford Rest Suite 7!

You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdoor enthusiast. Woodford Rest is located 1 mile from Prospect Mountain Ski Area, 2 miles from the Appalachian Trail/Long Trail, near snowmobile entry points, and 8 miles from Bennington. Toy hauler parking included! Enjoy an outdoor fire nestled in the national forest or relax in our cozy suite with all of our upgraded amenities. We look forward to seeing you at Woodford Rest!

Cozy Adirondack King Studio w/ Private Jacuzzi

Handcrafted studio designed for connection. Soak, rest and recharge in your private jacuzzi after exploring Lake George. This King Studio blends rustic charm with comfort. Warm pine walls, handcrafted furniture and lodge-style décor create the perfect backdrop for a romantic escape. Unwind in the jacuzzi, pour a glass of wine and feel the Adirondack warmth. Whether you’re celebrating an anniversary, escaping the city or simply need a reset, this space is made for slowing down and reconnecting.

King Studio w/ Kitchen + Free Breakfast & Pool

Whether you're visiting for a few nights or an extended stay, Residence Inn West Springfield is a top choice for travelers seeking spacious accommodations and thoughtful amenities. Conveniently located between I-91 and U.S. Route 5, our hotel is just minutes from Six Flags New England, the Naismith Memorial Basketball Hall of Fame, and Westover Air Force Base. Enjoy complimentary Wi-Fi, a daily hot breakfast, and the welcoming service that makes us your home away from home in Massachusetts.

Prime Berkshires Gem|Sleeps 4|WiFi|Near 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.

Shakespeare's Den (Rm 2 - Romeo & Giulietta's)

This room is Shakespeare's Den. $215/night All rooms have private locks on doors and also a deadbolt! This room has a plush queen size bed, the room, with romantic softly lit loft, a private bathroom, A/C, a kitchenette that has a refrigerator, microwave, toaster and coffee maker, Smart TV/cable/Roku A hot Breakfast is served Thursday-Sunday. Mon-Wednesday is an assortment of breakfast foods and fresh coffee. All days are 8-10am. Lake boat tours: offered daily for a low price.

Whimsical Room & Private Bathroom in Historic Inn

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 provided across the street! Although the building is bed & breakfast style we do not provide breakfast.

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.

Fly Line 3

Experience Vermont in this charming fishing-inspired room at the Brittany Motel, minutes from Manchester Center. It features 1 Queen bed and 1 Full sleeper sofa (slightly shorter than standard), ideal for couples, friends, or small families. Enjoy a cozy seating area, flat-screen TV, and mini-fridge. After exploring the Green Mountains, unwind with complimentary coffee or tea from our 24-hour Snack Lounge and relax into your peaceful getaway.

#23 *Newly Renovated!* Two-room SUITE! Horizon Inn

This stylish suite has a living room with couch and a 50” Roku TV with kitchenette! Although no stovetop, there’s an air-fryer, toaster, crock-pot, blender and microwave! A private bedroom space is the second room with two full-size beds and a desk. There’s a queen-size murphy-bed, plus the couch! The Horizon Inn is being renovated, so the outside, is getting some final touches, and the lobby is closed. Construction will not effect your stay!

Stratton Room at River & Rye in Jamaica, VT

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.

1843 Safe House - Selectmen En Suite

Stay in this one-of-a-kind place. Recently renovated historical 1843 County Safe House featuring 3 individual suites plus a shared kitchenette and game room. Close to Mount and Lake Sunapee and several area hospitals. Located on Main Street close to local restaurants, shops, groceries, and a gym.