Best Cheshire Hotels

Located in Cheshire, Harbour House Inn is in the mountains, a 3-minute drive from St Mary's of the Assumption Church and 6 minutes from Adams Theater. This bed & breakfast is 14.2 mi (22.8 km) from Jiminy Peak Mountain Resort and 2.8 mi (4.4 km) from Mount Greylock State Reservation. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and wedding services. A complimentary full breakfast is included. Featured amenities include express check-in, express check-out, and a library. Free self parking is available onsite. Make yourself at home in one of the 6 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers.

With a stay at The Revival House in Adams, you'll be a 5-minute walk from Adams Theater and 10 minutes by foot from Berkshire Scenic Railway Museum. This guesthouse is 16.1 mi (25.9 km) from Jiminy Peak Mountain Resort and 0.8 mi (1.3 km) from East Hoosac Quaker Meetinghouse. Make use of convenient amenities, which include complimentary wireless internet access and a communal living room. A complimentary self-serve breakfast is served daily from 4:00 AM to 1:00 PM. Free self parking is available onsite. Make yourself at home in one of the 6 guestrooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature shower/tub combinations, hair dryers, and slippers. Conveniences include desks and microwaves, and housekeeping is provided on request.

Located in Adams, The Trail in Adams - Berkshires’ Art Hotel is in the mountains, just a 4-minute walk from Adams Theater and a 2-minute drive from Susan B. Anthony Birthplace Museum. This bed & breakfast is 5.8 mi (9.4 km) from Massachusetts Museum of Contemporary Art and 11.1 mi (17.8 km) from Williams College. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This bed & breakfast also features concierge services, an arcade/game room, and shopping on site. Featured amenities include express check-in, luggage storage, and a library. Free self parking is available onsite. Make yourself at home in one of the 9 air-conditioned rooms featuring DVD players. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and slippers. Conveniences include desks and a turndown service, and housekeeping is provided daily.

Ski-InSki-Out Plus Year-Round Mountainside Fun. Club Wyndham Bentley Brook is situated right at the base of Jimmy Peak Ski Mountain making this resort an exceptional choice for mountainside play. In winter ski out your door and onto the lifts- in spring summer and fall enjoy hiking horseback riding Tanglewood concerts and brilliant foliage. Then return to your beautiful resort filled with delightful amenities and activities. At Wyndham Bentley Brook these spacious Studio 1- and 2-bedroom family suites comfortably sleep 4 to 8 guests. Whether you are traveling with extended family or a smaller party you will appreciate the privacy of separate bedrooms in the suites the economy of a fully equipped kitchen dining areas and free wireless internet throughout - are luxuries you just wont find in an average hotel room. Enjoy this mountainside vacation home away from home.

Located in Hancock, Jiminy Peak Mountain Resort is in the mountains, within a 15-minute drive of Mount Greylock State Reservation Visitor Center and Waubeeka Golf Links. This ski condominium resort is 8.4 mi (13.5 km) from Williamstown Theatre Festival and 12 mi (19.3 km) from Barrington Stage Company. Enjoy the convenience of ski-in/ski-out access at this condo resort, which also features outdoor tennis courts and an outdoor pool. This condominium resort also features complimentary wireless internet access, concierge services, and ski storage. Grab a bite to eat at John Harvard's, one of the condo resort's many dining establishments, which include 2 restaurants and a coffee shop/cafe. Relax with a refreshing drink at one of the 2 bars/lounges. To-go breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Event facilities at this condo resort consist of a conference center and meeting rooms. Free self parking is available onsite. Make yourself at home in one of the 105 guestrooms featuring microwaves and DVD players. Cable television is provided for your entertainment. Bathrooms have bathtubs or showers and hair dryers. Conveniences include phones, as well as coffee/tea makers and irons/ironing boards.

With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster. This family-friendly condo is 1.8 mi (2.9 km) from Alpine Super Slide and 4.9 mi (7.9 km) from Mount Greylock State Reservation. Don't miss out on the many recreational opportunities, including an outdoor pool, an indoor pool, and a fitness center. This condo also features complimentary wireless internet access, concierge services, and an arcade/game room. Featured amenities include a business center, express check-out, and a 24-hour front desk. Free self parking is available onsite. Treat yourself to a stay in one of the 360 guestrooms, featuring fireplaces. Rooms have private patios. Conveniences include safes and separate sitting areas, as well as phones with free local calls.

You want to bring your whole family to Jiminy and be in ONE CONDO, with gorgeous views, a deck, BBQ, Backyard, and be at Jiminy Peak - This condo is for you - right in the heart of Country Village. This Stylish 2BR, 2BA country Condo is fully updated, and has all the accesses of jiminy Peak without the bustle. Nothing better. It also comes with its own private parking in front of the condo and you have full access to the amenities of the Country Inn (The inn with Fitness, pool, hot tub, etc). This large 900 sq ft condo features country decor, & sleeps up to 7 with a queen, three bunk beds and a pull out queen sofa. You will LOVE Jiminy any season! During your stay you will enjoy all the amenities the Country Inn and Jiminy Peak have to offer, including a year round outdoor heated pool, hot tubs, fitness center and more. Jiminy Peak is the ultimate all season rental vacation resort. Summer offers great hiking and the famous Jiminy Mountain Resort Adventure Park, complete with alpine slide, mountain coaster, trampoline park, ropes course, soaring eagle and more! Winter offers the best skiing in the tri-state area, from beginners to experts. An on site ski school, mid-difficulty BLUE-GREEN and BLUE BLACK slopes, firepits, resort restaurant and bar, and night skiing are just some of the excitement Jiminy Peak Mountain Resort offers.. There is a heated year round outdoor pool at the country inn that you have access to, as well as a hot tub. During summer, you have access to your own village Outdoor pool as well. We are owners as well as guests, so every place is meticulously cared for to earn your five star review. We promise you will LOVE your stay!

The most fun Suite in the Berkshires - This gorgeous Gamers Suite will bring Families together Like No Other! No detail was missed in this adorable 1BR 1 BA Suite which Sleeps 4 comfortably with its King Bed and Pull out Queen Sofa in main room along with Kitchenette & Full Bath. Located in the BEST location At Jiminy - The Country Inn at the base of the mountain, you need to see this suite to believe it. Fully redone for Memories! The Suite has a living room, master bedroom, full bathroom, and Kitchenette in 500 sq ft of Mountain Living. All of our deluxe rental suites, apartments, and condos are very different from the standard ones offered by mountain owners. Our accommodations are fully redone, privately cleaned, and all are RIGHT ON THE MOUNTAIN! Instead of dated lodgings, experience new furnishings, in-suite perks such as Keurig machines, air fryers, board games, plentiful soft premium beddings, and of course one-of-a-kind themed getaways. You will not see any suites like these - anywhere! The Jiminy Gaming Suite is our newest masterpiece - Set in the themes YOU LOVE. The main room is Mario magic. Love Classic Games? Challenge your skills on our Stand Up Arcade Game. Or, Play any of over 20 Games on the Suites PS4 Game System. And when tired of Electronics on your tranquil getaway.. Not to Fret.. Check out the ONLY SUITE in the inn with a HUGE board game library for family game night. You will LOVE the selection! Move to The Bedroom and WOW! Ever Stay in a Minecraft Suite before? Build Yourself some weekend Memories. Even the Bathroom Joins the fun.. With Lego Lego Lego. You can even construct Legos on the Wall with delightful builds and messages for the next game. You will delight with all the small details.. BE THE PARENT SUPERSTAR you KNOW YOU ARE! And Of Course, the Kitchen has everything you need, from Air Fryer, microwave, toaster, to Keurig to Stovetop, Fidge, Dishwasher, and all the standard kitchen accessories During your stay you will enjoy all the amenities the Country Inn and Jiminy Peak have to offer, including a year round outdoor heated pool, hot tubs, fitness center and more. Jiminy Peak is the ultimate all season rental vacation resort. Summer offers great hiking and the famous Jiminy Mountain Resort Adventure Park, complete with alpine slide, mountain coaster, trampoline park, ropes course, soaring eagle and more! Winter offers the best skiing in the tri-state area, from beginners to experts. An on site ski school, mid-difficulty BLUE-GREEN and BLUE BLACK slopes, firepits, resort restaurant and bar, and night skiing are just some of the excitement Jiminy Peak Mountain Resort offers.. We are owners as well as guests, so every place is meticulously cared for to earn your five star review. We promise you will LOVE your stay! The Gamer Suite is BEYOND SPECIAL for the Whole Family. During your stay you will enjoy all the amenities the Country Inn and Jiminy Peak have to offer, including a year round outdoor heated pool, hot tubs, fitness center and more. Jiminy Peak is the ultimate all season rental vacation resort. Summer offers great hiking and the famous Jiminy Mountain Resort Adventure Park, complete with alpine slide, mountain coaster, trampoline park, ropes course, soaring eagle and more! Winter offers the best skiing in the tri-state area, from beginners to experts. An on site ski school, mid-difficulty BLUE-GREEN and BLUE BLACK slopes, firepits, resort restaurant and bar, and night skiing are just some of the excitement Jiminy Peak Mountain Resort offers.. We own more than a dozen unique fun suites at JiminyRentals, so every place is meticulously cared for to earn your five star review. If you read the reviews, they average almost 10 out of 10 on EVERY major booking engine. We promise you will LOVE your stay!

You want to pop out of bed, walk downstairs, and be right on the mountain - this is the place for you. This 1BR, 1BA Suite features a king bed in the master bedroom that sleeps 2, plus a second fold out queen sofa bed in the living room which sleeps an additional 2. The Kitchenette comes complete with Keurig, Toaster, Air Fryer, pots, pans, etc. The unit is equipped with games for those nights in, along w two TVs. As a guest, you have full use of all of Jiminy and the Inn, w yr round heated pool etc All of our deluxe rental suites, apartments, and condos are very different from the standard ones offered by mountain owners. Our accommodations are fully redone, privately cleaned, and all are RIGHT ON THE MOUNTAIN! Instead of dated lodgings, experience new furnishings, in-suite perks such as Keurig machines, air fryers, board games, plentiful soft premium beddings, and of course one-of-a-kind themed getaways. You will not see any suites like these - anywhere! All our suites are privately cleaned as well! During your stay you will enjoy all the amenities the Country Inn and Jiminy Peak have to offer, including a year round outdoor heated pool, hot tubs, fitness center, game room, and more. Jiminy Peak is the ultimate all season rental vacation resort. Summer offers great hiking and the famous Jiminy Mountain Resort Adventure Park, complete with alpine slide, mountain coaster, trampoline park, ropes course, soaring eagle and more! Winter offers the best skiing in the tri-state area, from beginners to experts. An on site ski school, mid-difficulty BLUE-GREEN and BLUE BLACK slopes, firepits, resort restaurant and bar, and night skiing are just some of the excitement Jiminy Peak Mountain Resort offers.. We are owners as well as guests, so every place is meticulously cared for to earn your five star review. Our properties consistently have the best ratings on all the booking channels. We promise you will LOVE your stay!