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The Berkshires and Vermont offer cozy, rustic glamping-style cabins perfect for a secluded anniversary weekend. These accommodations often feature fireplaces or stoves, are dog-friendly, and are nestled in scenic areas ideal for hiking, fall foliage viewing, and visiting local markets and festivals.

Stay Berkshires

Vermont

Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities.

The Vacation Village in the Berkshires ideally places guests only moments away from a variety of activities, historical sites and delicious dining options. Biking trails, top-rate ski trails, fishing and swimming are all nearby.

Guests can also enjoy the variety of amenities available at the Berkshires Village. The property features a state-of-the-art fitness centre, private balconies and patios and fully and partially equipped kitchens.

Jiminy Peak Mountain Ski Resort is 2.5 km away from this hotel.

Vacation Village in the Berkshires

Located in Hancock just 35 miles from Norman Rockwell Museum, this hotel features an indoor and outdoor pool.  Tennis courts and a hot tub are located on site. A full kitchen is featured in all suites.

Free Wi-Fi and cable TV is included in each air-conditioned suite at Club Wyndham Bentley Brook. Comfortably furnished, all suites are equipped with 2 bathrooms and a dining room.

A game room complete with billiards offers recreational fun at Bentley Brook Wyndham. A picnic area featuring BBQ facilities is available. After a day of exploring, guests can relax in the sauna.

Natural Bridge State Park is 40 miles from this hotel. Susan B. Anthony Birthplace Museum is 36 minutes’ drive away.

Club Wyndham Bentley Brook

Welcome to the Holiday Inn and Suites  Pittsfield-Berkshires

Centrally located in downtown Pittsfield Massachusetts.  We are  10 minutes driving time to many corporations such as General Dynamics, Lenco Armored Cars, Lockheed Martin.  When you have time to relax at the hotel take advantage of our fitness center, heated indoor pool and the 101 Restaurant for Breakfast or Dinner.  The hotel is located centrally to  many attractions in the Berkshires such as Tanglewood, Norman Rockwell, Hancock Shaker Village, Mass Moca, Clark Art Museum, Herman Melville, Jacob Pillow, Barrington Stage and the Colonial Theatre. When it is time to bring home some gifts there are many antiques shops, specialty shops in every town in the Berkshires plus there is the Lee Premium Outlet to score some great deals.
We look forward to your visit and until you walk through our doors, have a great day!

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Offering suites with a deck or patio, this hotel is located in the heart of the Pittsfield city centre, walking distance from numerous shops and restaurants. The Berkshire Museum is 350 metres away.

A kitchen equipped with full-sized appliances is included in each suite at Berkshire Yankee Suites  - An Extended Stay Hotel. Air-conditioned suites also come with a flat-screen TV and separate bedroom. En suite bathrooms are provided.

Wi-Fi access is provided free of charge at Berkshire Yankee Suites  - An Extended Stay Hotel. Guests can also take advantage of the hotel’s luggage storage services.

Country Club of the Berkshires is just 3 minutes’ drive from Berkshire Yankee Suites  - An Extended Stay Hotel. Bates Memorial State Park is 8.5 km from the hotel.

The Central Downtown Inn Suites

Located in the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi. The Bousquet Ski Area is only an 8-minute drive away.

The Berkshire Inn has rooms all equipped with cable TV, a microwave, and refrigerator. They are decorated in rich colours and dark cherry wood furnishings.

Continental breakfast is served between June and September in the lobby. The Inn Berkshire provides copy and fax services at the 24-hour front desk. A picnic area is also available.

The motel is a 3-minute drive from the Colonial Theatre, located in Pittsfield city centre. The Canoe Meadows Wildlife Sanctuary is 2 miles away and Jiminy Peak Mountain Resort is 13 miles away.

Berkshire Inn

Cozy off-grid cabins near Meriden, CT for October 2025 anniversary

Parking

Restaurant

Pets allowed

Room service

Meeting/banquet facilities

24-hour front desk

Tennis court

Sauna

Fitness centre

Golf course (within 3 km)

Garden

Terrace

Non-smoking rooms

Airport shuttle

Fishing

Business centre

Babysitting/child services

Laundry

Dry cleaning

Continental breakfast

Facilities for disabled guests

Skiing

Barber/beauty shop

Family rooms

Games room

Casino

Breakfast in the room

Ironing service

Free parking

Internet services

Lift

Express check-in/check-out

Solarium

Safety deposit box

Valet parking

Currency exchange

Spa and wellness centre

Massage

Children's playground

Billiards

Table tennis

Karaoke

Windsurfing

Darts

Hot tub/Jacuzzi

Soundproof rooms

Canoeing

Hiking

Chapel/shrine

BBQ facilities

Packed lunches

Car hire

Cycling

Bowling

Tour desk

Hammam

Heating

Fax/photocopying

Diving

Horse riding

Squash

Snorkelling

Luggage storage

WiFi

Mini golf

Ski storage

Ski school

Allergy-free room

Indoor pool

Outdoor pool

Free WiFi

Non-smoking throughout

Air conditioning

Designated smoking area

ATM/cash machine on site

Private beach area

Restaurant (à la carte)

Restaurant (buffet)

Snack bar

Sun terrace

Outdoor pool (all year)

Outdoor pool (seasonal)

Indoor pool (all year)

Indoor pool (seasonal)

Concierge service

Entertainment staff

Nightclub/DJ

Private check-in/check-out

Shuttle service (free)

Shuttle service (additional charge)

Ski equipment hire on site

Ski pass vendor

Ski-to-door access

Special diet menus (on request)

Trouser press

Vending machine (drinks)

Vending machine (snacks)

Water sport facilities on site

Hot spring bath

General

Activities

Services

Room Amenities

Bathroom

Media & Technology

Food & Drink

Services & Extras

Outdoor & View

Internet

Kitchen

Outdoors

View

Living Area

Bedroom

Layout

Accessibility

Building characteristics

Pool and wellness

Transport

Reception services

Common areas

Entertainment and family services

Cleaning services

Business facilities

Shops

Miscellaneous

Bath/Hot spring

Hostel facilities

Safety & security

Your sustainability practices

Safety features

Hygiene

Physical distancing

Cleanliness & disinfecting

Food & drink safety

Self check-in

Exclusive services

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