Hotels in Chatham

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Top Rated Chatham Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
20.8 mi from city center
$106 nightly
The price is $119 total per night
$119 total
Aug 25 - Aug 26
Total includes taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.
Pool
Parking included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
18.26 mi from city center
$123 nightly
The price is $137 total per night
$137 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
15.22 mi from city center
$127 nightly
The price is $141 total per night
$141 total
Jul 31 - Aug 1
Total includes taxes and fees
Guests of Best Western Plus Berkshire Hills Inn & Suites enjoy a gym, free WiFi in public areas, and conference space. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Breakfast included
Pet friendly
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W, Glenmont, NY
Free Cancellation
20.11 mi from city center
$148 nightly
The price is $170 total per night
$170 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests of Comfort Inn Glenmont - Albany South have access to an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and laundry facilities.
Pool
Breakfast included
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
17.56 mi from city center
$163 nightly
The price is $182 total per night
$182 total
Aug 5 - Aug 6
Total includes taxes and fees
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Air conditioning
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
21.26 mi from city center
$79 nightly
The price is $88 total per night
$88 total
Jul 30 - Jul 31
Total includes taxes and fees
Guests of FairBridge Inn Express enjoy access to free WiFi in public areas, meeting rooms, and a business center. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. This motel also has laundry facilities.
Parking included
Free WiFi
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
16.47 mi from city center
$199 nightly
The price is $222 total per night
$222 total
Jul 30 - Jul 31
Total includes taxes and fees
Renovated in 2023, Berkshires Untold offers free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a terrace, a water dispenser, and a fireplace in the lobby.
Pet friendly
Parking included
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 out of 5
12740 State Route 9 W, West Coxsackie, NY
Free Cancellation
12 mi from city center
$115 nightly
The price is $124 total per night
$124 total
Aug 24 - Aug 25
Total includes taxes and fees
Guests of Holiday Inn Express Hotel & Suites West Coxsackie by IHG enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, luggage storage, and securing valuables. Additional amenities include a 24-hour business center, a computer station, and free newspapers.
Breakfast included
Parking included
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 out of 5
99 Miller Rd, Castleton-on-Hudson, NY
Free Cancellation
Reserve now, pay when you stay
15.5 mi from city center
$118 nightly
The price is $131 total per night
$131 total
Aug 17 - Aug 18
Total includes taxes and fees
Guests staying at Comfort Inn & Suites East Greenbush - Albany enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include meeting rooms, a fireplace in the lobby, and a convenience store.
Pool
Breakfast included
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
19.66 mi from city center
$204 nightly
The price is $220 total per night
$220 total
Jul 30 - Jul 31
Total includes taxes and fees
There's free parking if you drive.
Kitchen
Pet friendly
Quality Inn & Suites Glenmont - Albany South

Quality Inn & Suites Glenmont - Albany South

2.5 out of 5
15 Frontage Rd, Glenmont, NY
Free Cancellation
Reserve now, pay when you stay
20.08 mi from city center
$103 nightly
The price is $118 total per night
$118 total
Aug 17 - Aug 18
Total includes taxes and fees
Guests of Quality Inn & Suites Glenmont - Albany South have access to an indoor pool, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a business center, express check-in, and express check-out.
Pool
Breakfast included
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
16.92 mi from city center
$159 nightly
The price is $178 total per night
$178 total
Jul 30 - Jul 31
Total includes taxes and fees
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
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Top reasons to visit Chatham

  1. Outdoor Adventures: Explore the stunning Taconic State Park, hike the picturesque mountains, and enjoy fishing and boating on Kinderhook Lake.
  2. Rich History: Immerse yourself in Chatham's past by visiting museums and historical sites that tell the town's captivating story.
  3. Vibrant Theater Scene: Experience the lively theater scene in Chatham, with captivating performances that will leave you entertained and wanting more.
  4. Diverse Dining Options: Indulge in a culinary journey through Chatham's various restaurants and cafes, offering flavors to satisfy any palate.
  5. Cozy Getaway: Stay at one of the town's cozy hotels for the perfect escape, allowing you to relax and fully enjoy your Chatham experience.

Top things to see and do in Chatham

Chatham, located in Upstate New York, offers a charming and welcoming atmosphere for travelers. The town is known for its friendly people, vibrant theater scene, and diverse dining options. Whether you're a fan of outdoor adventures, cultural experiences, or simply relaxing and exploring, Chatham has something for everyone. Discover the beauty of the surrounding area through destination activities such as hiking, fishing, and exploring local parks. Immerse yourself in the town's rich history by visiting museums and historical sites. Indulge in delicious cuisine at the various restaurants and cafes, offering a range of flavors to satisfy any palate. Experience all that Chatham has to offer with its exciting activities and things to do.

  1. The Mac-Haydn Theatre: Immerse yourself in the enchanting world of theater at The Mac-Haydn Theatre. This captivating point of interest offers a unique experience, where you can indulge in the magic of opera, sip on a steaming cup of coffee at a nearby café, explore the pages of a library, witness majestic whale watching, and soak in the beauty of the countryside. If you're feeling adventurous, try cross-country skiing or enjoy a leisurely boat ride on the river. The hilly surroundings and trendy atmosphere add to the charm, making it perfect for culture enthusiasts, couples seeking romance, families, and anyone looking for top-notch entertainment.

Best places to visit in Chatham

Chatham, a charming town in New York, offers an exciting outdoor vacation. Explore the picturesque Taconic State Park, go hiking in the beautiful surrounding mountains, and enjoy fishing and boating on the nearby Kinderhook Lake. Stay at one of the cozy hotels in town for a perfect getaway.

  1. Albany: Albany, located 21.3 miles away from Chatham, is a vibrant city that offers a unique blend of entertainment and culture. With its lively music scene, including live performances and festivals, you'll be able to immerse yourself in the local music culture. The city also boasts a thriving arts community, with art galleries and theaters showcasing the talents of local artists. For sports enthusiasts, Albany offers plenty of sporting events to enjoy. And if you're a shopaholic, you'll be delighted by the diverse shopping options available. With its lively atmosphere and diverse range of activities, Albany is the perfect destination for an outdoor holiday.
  2. Lenox: Just 15.9 miles away from Chatham, Lenox is a charming city that offers a unique outdoor experience. The city is surrounded by beautiful gardens and offers breathtaking scenery, making it a paradise for nature lovers. Lenox is also home to several museums where you can explore the rich history and culture of the area. If you're looking for relaxation, you can indulge in yoga sessions amidst the serene surroundings. For art enthusiasts, Lenox offers a vibrant arts scene, with galleries showcasing the works of local artists. With its picturesque hiking trails and a library filled with literary treasures, Lenox is the perfect destination for an outdoor holiday.
  3. Hudson: Located just 12.7 miles away from Chatham, Hudson is a city that seamlessly combines history, art, and natural beauty. Explore the city's historical sites and learn about its fascinating past. Take a stroll along the river and enjoy the scenic views or go boating to fully immerse yourself in the beauty of the area. Hudson also boasts a thriving arts scene, with numerous art galleries and architectural gems waiting to be discovered. For those who appreciate fine dining, the city offers a variety of dining options to satisfy your taste buds. With its unique blend of historical charm, artistic flair, and natural splendor, Hudson is a must-visit destination for an outdoor holiday.

Seasonal travel trends of Chatham

The popularity of Chatham shows no change throughout the year. The most popular time to visit is between July and September, with a seasonal peak in July. The off-peak tourist season is from October and December, with November typically being the quietest month.

Check out the month-by-month weather chart for Chatham to help you plan your next trip. With a monthly average of 71.6 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in October. Regardless of when you visit Chatham, every season has a reason to stay.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January24.6°F (-4.1°C)Light RainMostly Cloudy
February26.2°F (-3.2°C)Light RainMostly Cloudy
March34.2°F (1.2°C)Light RainMostly Cloudy
April45.7°F (7.6°C)Light RainMostly Cloudy
May57.4°F (14.1°C)Light RainMostly Sunny
June65.3°F (18.5°C)Light RainMostly Sunny
July71.6°F (22.0°C)Light RainMostly Sunny
August69.6°F (20.9°C)Light RainMostly Sunny
September62.6°F (17.0°C)Light RainMostly Sunny
October51.4°F (10.8°C)Light RainMostly Sunny
November39.2°F (4.0°C)Light RainMostly Sunny
December31.1°F (-0.5°C)Light RainMostly Cloudy

Where should you stay in Chatham?

What are some favorite hotels in Chatham?

Consider these top hotels in Chatham:

What are the best hotels to stay near The Mac-Haydn Theatre?

Dig out your camera and spend some time getting to know The Mac-Haydn Theatre, located 2 miles away from downtown Chatham. At the end of the day, kick back and unwind at Relax at La Petite Maison. It's 2 miles from this must-see arts and culture attraction.

Chatham hotels essential information

Accommodation
1,613 hotels
Lowest Price
$88
Highest Price
$222
Popular hotels
Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Best Western Plus Berkshire Hills Inn & Suites, Comfort Inn Glenmont - Albany South, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, FairBridge Inn Express, Berkshires Untold, Holiday Inn Express Hotel & Suites West Coxsackie by IHG, Comfort Inn & Suites East Greenbush - Albany, Postcard Cabins Eastern Catskills, Quality Inn & Suites Glenmont - Albany South, The Yankee, Trademark Collection by Wyndham

Booking tips for Chatham

Booking tips for Chatham

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Saving tips for your trip

Save money by visiting Chatham during the less popular seasons of October to December, rather than the peak season of July to September. Bundle your flight, hotel, and car bookings together to take advantage of discounted prices. While in Chatham, explore the local affinities without breaking the bank. Visit the friendly people and enjoy the theater and dining options, all of which offer inexpensive experiences for travelers.

Recent Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

5/5 Excellent
"Everything was lovely."
A verified traveler stayed at Vacation Village in the Berkshires
Posted 2 days ago
Vacation Village in the Berkshires

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