Pittsfield Hotels with Wifi
Enter your dates to discover hotels in Pittsfield with fast, dependable WiFi.
Swipe up to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+Hotels with Free WiFi in Pittsfield
Find the best hotels with WiFi in Pittsfield for a reliable internet connection.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
22
Hotels in Pittsfield
Leave everyday life behind -- visit Oak Leaf Lodge at Graylag Nature Preserve to relax in a comfortable rustic environment with family and friends. Our 6 family-style cottages share the lakefront so you can enjoy swimming, fishing, sailing and boating, or explore the miles of trails within our 300-acre woodland preserve. Spend evenings cooking over the fire and roasting marshmallows while listening to the calls of owls and loons. Graylag is perfect for family reunions and group retreats. You can rent one cabin or the entire property. Oak Leaf Lodge is a house with 2 comfortable upstairs rooms with queen beds and a large basement 'bunk room' with 4 twin beds. The main level features an open layout dining and living area with gas fireplace, kitchen, bath and a cozy reading area. There is a large deck overlooking the forest and another outdoor lounge area with chairs and a hammock off of the basement room. Oak Leaf Lodge is available year-round. The fully equipped kitchen includes a microwave, coffeemaker and tableware. There is an outdoor charcoal grill. Bed linens, kitchen and bath towels, and biodegradable soap are provided.Oak Leaf Lodge guests enjoy full use of the Graylag property including miles of walking trails out the back door, the lakefront beach and fire pit as well as use of the kayaks, canoes, paddle boards and sailboat. The Lodge is located near the entrance to the Graylag property, approximately 1/2 mile from the lake.Please note: no smoking and no pets. Also, please be aware that all bedrooms are located either up or down a flight of stairs, and may therefore be difficult for young children, the elderly, or anyone for whom stairs are a challenge.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:You are welcome to enjoy the waterfront fire pit until 10 PM -- after that, it's quiet time on the lake. Oak Leaf has its own firepit for late nights..The waterfront is available for our guests only. If friends or family visit for the day, please inform us so we can help you accommodate them..About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
9.8/10
FAQs
How do I book a hotel on Trip.com?
To book a hotel on Trip.com, simply enter your destination, travel dates, and the number of guests on the page. Then, browse through the available hotels and select the one you want to book. Follow the prompts to enter your payment information and complete the booking.
How do I get hotel deals on Trip.com?
There are several ways to find affordable hotels on Trip.com. You can narrow down your search results by filtering hotels according to your preferred price range, or you can sort the results by price to view the cheapest options first.
Where can I find hotel deals on Trip.com?
Trip.com offers a wide variety of hotel deals and promotions that are available throughout the year. You can easily find these special offers on our deals page. What's more, if you are a member of our loyalty program, you can sign in to your account and discover exclusive discounted rates at hotel list pages.
How can I get lower prices for hotels?
Sometimes booking hotels midweek is cheaper, but it also depends on the season.
How many hotels are listed on Trip.com?
You can find over 5 million hotels in more than 230 countries or regions on Trip.com. Haven't decided which hotel to book? Browse our site to get ideas!
Can I cancel or change my hotel bookings on Trip.com?
It depends on the hotel policy and date of cancellation. Please check the policy section of the related hotel pages. To cancel or change your bookings, sign in to your Trip.com account, go to "My Bookings", and follow the instructions.
How do I contact Trip.com customer support?
You can contact Trip.com's 24/7 customer support by visiting the Help Center on Trip.com and submitting a request. You can also contact us by phone or service chat, depending on your location.