Compare Historic Hotels in Chatham

Your FAQ Guide to Amazing Cheap Chatham Hotels

If you're looking for a great (and cheap!) hotel in Chatham, CheapTickets is the best place to find them. We offer deals on the best 123 hotels throughout Chatham. No matter what you're looking for, we have options for you.

Grab great rates on the 52 affordable 3-star hotels that are easy on the wallet without sacrificing comfort. Looking for more luxury? Try one of the 12, 4-star hotel accommodations in Chatham. No matter your budget needs, we've pulled out all the stops to make sure you have plenty of vacation options.

Maybe you prefer to search for your hotel deals based on what each hotel offers? For example, let's say you just want to find a hotel or resort that has a pool to cool off in after a long day exploring Chatham. Scroll down to choose from the 43 hotels in Chatham that has a pool for guests. Or search for deals on Chatham hotels offering free wifi or breakfast, non-smoking rooms, and more!

CheapTickets is here to be your personal travel agent for your next trip to Chatham. Get booking today!

What hotels in Chatham offer free wifi access?

Book one of our Chatham hotels that offer free wifi below. Exploring Chatham can be tiring, and sometimes after a long day the best thing you can do is hide away in your hotel room and binge-watch your favorite show. Our hotels in Chatham with free wifi access are perfect for every type of traveler. Some of the most popular are below:

• Wagon Wheel Inn, a 2.00 star hotel in Chatham that offers free wifi access for guests
• Eastover Estate & Eco-Village, a 3.50 star hotel in Chatham that offers free wifi access for guests
• Chambery Inn, a 3.00 star hotel in Chatham that offers free wifi access for guests
• Berkshire Inn, a 2.00 star hotel in Chatham that offers free wifi access for guests

Are there deals on Chatham hotels offering free breakfast?

Yes! The only thing better than finding a great deal on a cheap hotel in Chatham is finding one that offers free breakfast. Grab some eggs, a waffle, or some healthy oatmeal before a day full of exploring Chatham and all that it has to offer. Below are just some of the many hotels that offer free breakfast in Chatham.

• Fairfield Inn & Suites Albany East Greenbush is a 2.50 star rated hotel property in Chatham that offers free breakfast.
• Best Western New Baltimore Inn is a 2.50 star rated hotel property in Chatham that offers free breakfast.
• Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a 2.50 star rated hotel property in Chatham that offers free breakfast.
• Hampton Inn & Suites Berkshires Lenox is a 2.50 star rated hotel property in Chatham that offers free breakfast.

What about deals on pet-friendly hotels in Chatham?

Chatham is a great place to get outside and explore with your pets in tow so don't leave your furry friends behind. Below you'll find great deals on hotels in Chatham that allow pets. Don't forget to bring plenty of treats!

• Crowne Plaza Pittsfield-Berkshires is a popular, pet-friendly, 3.50 star hotel in Chatham.
• Vacation Village in the Berkshires is a popular, pet-friendly, 3.00 star hotel in Chatham.
• Yankee Suites Extended Stay is a popular, pet-friendly, 4.00 star hotel in Chatham.
• Jiminy Peak Mountain Resort is a popular, pet-friendly, 3.00 star hotel in Chatham.

Any good rates on Chatham hotels with restaurants?

Absolutely. Don't want to deal with planning our all your meals on your trip to Chatham? We don't blame you. Keep the hangry away by staying in one of the 20 hotels that have restaurants. With a room at one of these spots, all it takes to get a good meal is hopping in the elevator. Check out some of the most popular hotels in Chatham that have restaurants below.

• Book Super 8 by Wyndham Lee/Berkshires/Outlet AreaSuper 8 by Wyndham Lee/Berkshires/Outlet Area is a 2.00 star hotel and has one or more restaurant options.
• Book Red Carpet Inn CoxsackieRed Carpet Inn Coxsackie is a 2.50 star hotel and has one or more restaurant options.
• Book Cranwell Spa and Golf ResortCranwell Spa and Golf Resort is a 3.50 star hotel and has one or more restaurant options.
• Book Hotel On NorthHotel On North is a 3.50 star hotel and has one or more restaurant options.

What are the cheapest hotels in Chatham with pools?

What's better after a long day exploring Chatham then a relaxing dip in a pool? Finding the Chatham hotel you need for a bargain! Cool off and unwind at one of our 43 Chatham hotels with a pool. Browse some of the top deals on these hotels and resorts with pools in Chatham below, but be warned: You may not want to check out!

• Comfort Inn Glenmont - Albany South has a pool and a 2.50 star rating.
• Howard Johnson by Wyndham Lenox has a pool and a 2.00 star rating.
• Black Swan Inn- an Ascend Collection Hotel has a pool and a 3.00 star rating.
• Yankee Inn has a pool and a 2.50 star rating.

What hotels in Chatham offer parking for guests?

Once you've made your way to Chatham, the last thing you want to deal with is finding parking close to your hotel. Avoid the hassle of parking around the block and carrying your luggage all the way to the lobby by booking one of our hotels with parking. Check out deals on some of the 55 hotels in Chatham that offer parking for guests.

• Yankee Inn This hotel has a 2.50-star rating.
• Cranwell Spa and Golf Resort This hotel has a 3.50-star rating.
• Americas Best Value Inn-Albany / East Greenbush This hotel has a 2.00-star rating.
• Pleasant Valley Motel West Stockbridge This hotel has a 2.00-star rating.

Do Chatham hotels offer 24-hour concierge services?

When you're on vacation, things don't always go according to plan. Travel with peace of mind when you book one of our 14 hotels in Chatham with 24-hour concierge service. That way you know help is always phone call or elevator ride away.

• Try Hotel On North. It's a 3.50 star rated hotel in Chatham that offers concierge services 24 hours a day.
• Try Hampton Terrace Inn. It's a 4.00 star rated hotel in Chatham that offers concierge services 24 hours a day.
• Try Applegate Inn. It's a 3.00 star rated hotel in Chatham that offers concierge services 24 hours a day.
• Try Cranwell Spa and Golf Resort. It's a 3.50 star rated hotel in Chatham that offers concierge services 24 hours a day.

What about low rates on non-smoking hotels in Chatham?

If you're searching for a great deal on non-smoking hotels in Chatham, you've come to the right place. CheapTickets has pulled together some of the best deals on non-smoking hotel rooms throughout Chatham. Check out some of the most popular options below:

• Best Western Plus Berkshire Hills Inn & Suites This hotel has a 2.50-star rating.
• Capital Inn & Suites This hotel has a 2.00-star rating.
• Bel Air Motel This hotel has a 2.00-star rating.
• Days Inn by Wyndham Great Barrington This hotel has a 2.00-star rating.

What are the cheapest Chatham 3-star hotel deals?

Our 3-star hotels bring you quality accommodations at a lower price point for the perfect, budget-friendly vacation in Chatham. With 52 3-star hotels throughout Chatham to choose from, you still have options. Browse our selection below.

• Hotel On North. Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary is 2.1 mi (3.3 km) away.
• Vacation Village in the Berkshires. Situated in Hancock, this condo is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New Lebanon Library. Mount Lebanon Shaker Village and Berkshire Athenaeum are also within 12 mi (20 km).
• Wyndham Bentley Brook. Situated in the mountains, this eco-friendly condo is 6.1 mi (9.9 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New Lebanon Library. Mount Lebanon Shaker Village and Berkshire Athenaeum are also within 12 mi (20 km).
• The Red Lion Inn. This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. Berkshire Botanical Garden and National Shrine of the Divine Mercy are also within 3 mi (5 km).

What are the best deals on 4-Star Hotels in Chatham?

Chatham is full of hotels and it can be hard to narrow down where you really want to stay. Luckily, we've done that hard work for you be narrowing you from 123 hotels throughout Chatham, to the 12 4-star hotels in Chatham. Our 4-star hotels in Chatham are exactly what you need for your next family trip, romantic weekend, or solo getaway. Check out our most popular deals below.

• Yankee Suites Extended Stay: Situated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km).
• Garden Gables Inn: Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary is 2.1 mi (3.3 km) away.
• Hampton Terrace Inn: Situated in Lenox, this bed & breakfast is within a 10-minute walk of Ventfort Hall Mansion and Gilded Age Museum, Lenox Library, and Shakespeare and Company. Frelinghuysen Morris House and Studio and The Mount are also within 2 mi (3 km).