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Chatham Hotels

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29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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Our top choices for Chatham hotels

1. Chatham Travel Lodge

Chatham Travel Lodge
Old Chatham
United States
Andrew
€107
includes taxes & fees
8 Sept - 9 Sept
Chatham Travel Lodge

2. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
€114
includes taxes & fees
1 Sept - 2 Sept
Inn at Silver Maple Farm

3. voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
Coxsackie
United States
Richard
€156
includes taxes & fees
2 Sept - 3 Sept
voco James Newbury Hudson Valley by IHG

4. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
United States
Christian
€83
includes taxes & fees
27 Sept - 28 Sept
Spark by Hilton West Coxsackie

5. Micosta Leisure Inn

Micosta Leisure Inn
Hudson
United States
Andrea
€124
includes taxes & fees
7 Sept - 8 Sept
Micosta Leisure Inn

6. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
€65
includes taxes & fees
1 Sept - 2 Sept
Berkshire Travel Lodge

7. Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
West Coxsackie
United States
Melissa
€103
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

8. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
€164
includes taxes & fees
9 Sept - 10 Sept
Shaker Mill Inn

9. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
€110
includes taxes & fees
22 Sept - 23 Sept
Best Western Plus Berkshire Hills Inn & Suites

10. The Nest Hudson

The Nest Hudson
Hudson
United States
Stewart
€163
includes taxes & fees
14 Sept - 15 Sept
The Nest Hudson

11. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
United States
Peter
€68
includes taxes & fees
1 Sept - 2 Sept
Pleasant Valley Motel West Stockbridge

12. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Sisile
€89
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Great Barrington

13. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Patricia
€195
includes taxes & fees
29 Sept - 30 Sept
The Red Lion Inn

14. Howard Hotel

Howard Hotel
Hudson
United States
Loretta
€119
includes taxes & fees
9 Sept - 10 Sept
Howard Hotel

15. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
United States
George
€109
includes taxes & fees
27 Sept - 28 Sept
Comfort Inn & Suites East Greenbush - Albany

16. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Sheila
€76
includes taxes & fees
3 Sept - 4 Sept
Howard Johnson by Wyndham Lenox

17. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
€110
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

18. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
John
€82
includes taxes & fees
3 Sept - 4 Sept
Monument Mountain Motel

19. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
€147
includes taxes & fees
27 Sept - 28 Sept
The Yankee Inn

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Rinat
€122
includes taxes & fees
22 Sept - 23 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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Stay near popular Chatham attractions

The Mac-Haydn Theatre

This intimate theater-in-the-round presents professional summer musicals with New York City talent. Every seat offers an immersive view of the dynamic performances, running from Memorial Day through Labour Day.
See properties

Learn more about Chatham

This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.

See all hotels in Chatham
A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Top Chatham Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Amazing time. Stayed in the Presidential units. Worth it."
Marsha 5-night trip
Posted 4 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 8 hours ago
The Red Lion Inn
Berkshires Untold

Berkshires Untold

10/10 Excellent
"Chic bar and outdoor space. Nice remodel."
Kurt 1-night trip
Posted 14 hours ago
Berkshires Untold
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"
Corinne 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

8/10 Good
"Nice location on the Hudson River"
Richard 1-night trip
Posted 1 day ago
voco James Newbury Hudson Valley by IHG
The Yankee Inn

The Yankee Inn

10/10 Excellent
"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."
Stacia 1-night trip
Posted 2 days ago
The Yankee Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"Great spa"
Elizabeth 2-night trip
Posted 5 days ago
Pocketbook Hotel and Bath
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 7 days ago
FairBridge Inn Express

More cheap stays in Chatham

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
€60
3 Sept - 4 Sept
includes taxes & fees
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
€89
20 Sept - 21 Sept
includes taxes & fees
Quality Inn Great Barrington
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY
€108
8 Sept - 9 Sept
includes taxes & fees
Country Inn & Suites by Radisson, Downtown Albany New York
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
€109
27 Sept - 28 Sept
includes taxes & fees
Comfort Inn & Suites East Greenbush - Albany
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
€113
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (176 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
€147
27 Sept - 28 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
The Yankee Inn

Find out more about Chatham

Top reasons to visit Chatham

  • Outdoor Adventures: Chatham is perfect for outdoor enthusiasts, offering skiing at local resorts and scenic landscapes for hiking and exploration.
  • Charming Downtown: The friendly atmosphere of downtown Chatham invites visitors to explore its quaint shops and local eateries.
  • Historical Attractions: Discover unique experiences like the Vanished Chatham Walk and visit the Chatham Public Library for a touch of local history.
  • Wine Tasting: Enjoy an afternoon at Hudson-Chatham Winery, sampling delightful local vintages.
  • Welcoming Accommodations: Stay in cosy agritourism properties or charming bed and breakfasts, many of which are pet-friendly.

Find great hotels near Chatham

Chatham, New York, offers a delightful array of accommodation options, including charming agritourism properties and inviting bed and breakfasts. Ideal for families and adventure seekers alike, many hotels in the area are pet-friendly, ensuring a comfortable stay for all. Whether you're searching for a quaint Chatham inn or hotels near East Chatham, you'll discover the perfect base to explore this picturesque region.

  • Best Western Plus Berkshire Hills Inn & Suites: This budget-friendly hotel, located 24.1km from Chatham, is ideal for families and business travellers alike. With a guest rating of 8.6 out of 10, it offers amenities tailored for children, including games and cribs, ensuring a welcoming atmosphere for families. Pet-friendly policies accommodate dogs, with designated areas for exercise and care. The hotel's commitment to comfort and practicality makes it a solid choice for those seeking a convenient stay without compromising on quality.
  • The Wick, Hudson, A Tribute Portfolio Hotel: A boutique hotel just 20.9km from Chatham, The Wick boasts a guest rating of 8.8 out of 10. The distinctive decor, influenced by local art and culture, provides a unique ambience for guests. This property is also pet-friendly, welcoming furry companions with an array of amenities. Business travellers will appreciate the hotel's sophisticated atmosphere, which blends style and functionality seamlessly, making it a stylish retreat for those looking for something special.
  • The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: Located 22.5km from Chatham, this charming 4.5-star B&B boasts a remarkable guest rating of 9.2 out of 10. Catering to adventure enthusiasts, the inn offers various outdoor activities, including golf, hiking, and fishing. With a focus on luxury and personalised service, guests can immerse themselves in a tranquil environment while enjoying the cultural offerings nearby. It's a splendid choice for those seeking a blend of relaxation and adventure during their stay.

Where to stay near Chatham

Chatham, New York, offers a delightful mix of outdoor adventures and romantic getaways, perfect for every type of traveller. Explore the charming downtown area, where friendly locals create a warm atmosphere. Nearby, you'll discover family-friendly neighbourhoods steeped in history, ideal for budget-conscious visitors seeking relaxation. Whether you're wandering the city centre or venturing into the surrounding beauty, Chatham promises a memorable experience filled with scenic views and welcoming vibes.

  • Old Chatham: Nestled only 9.7km from Chatham, Old Chatham is a charming city that offers a delightful mix of outdoor adventures and romantic getaways. The travel experience here is particularly vibrant from June to August, when visitors flock to enjoy its scenic lakes, majestic mountains, and lush parks. Popular activities include attending local theatre performances and music concerts, making it a family-friendly destination. Be sure to explore the picturesque landscapes that make Old Chatham a perfect spot for a memorable escape.
  • Claverack-Red Mills: Situated 19.3km from Chatham, Claverack-Red Mills is a quaint village that provides a unique cultural experience year-round. While it enjoys a peak in visitor numbers during the summer months of July and August, as well as in October, the charm of this area remains consistent. Families and outdoor enthusiasts will appreciate the expansive urban parks and nature reserves nearby. Engage in educational activities and enjoy leisurely strolls through dog parks, making it ideal for those seeking both relaxation and cultural enrichment.
  • Housatonic: Located 20.9km away from Chatham, Housatonic is a city that beckons adventure lovers and sports enthusiasts alike. The peak travel season runs from March to August, making it a prime destination for skiing and other winter sports. Visitors can enjoy the thrill of ski resorts and fields while taking in the beautiful lakes and urban parks that surround the area. Whether you're an adrenaline junkie or prefer a leisurely outdoor experience, Housatonic offers a vibrant atmosphere for all types of travellers.

Things to do near Chatham

Shopping

Chatham features charming boutiques like The Chatham Bookstore and The Chatham Wine & Liquor Store, perfect for unique gifts. If you're up for a drive, head to the nearby Hudson Valley Mall for a wider selection of shops and dining options.

Recreation

Chatham Wellness Centre offers a tranquil environment with yoga classes and holistic therapies, promoting relaxation and mindfulness. Nearby, the scenic Chatham Fish and Game Club provides opportunities for hiking and fishing, allowing visitors to immerse themselves in nature and enjoy recreational activities in a peaceful setting.

Adventure

At Catamount Aerial Adventure Park, located 22.5km from Chatham, thrill-seekers can navigate zip lines and rope courses amidst stunning outdoor scenery. Experience the excitement of soaring through the treetops while soaking in the vibrant atmosphere of this adventurous venue.

Nightlife

Visit Chatham Brewing for a relaxed atmosphere and sample their craft beers. For a lively evening, check out the Chatham Arts Centre, which often hosts performances. End your night at the local tavern, where you can enjoy a friendly vibe and engage in conversation with the locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chatham

To save money on your visit to Chatham, consider travelling during the off-peak months of March or December to January when accommodation prices are lower. Opt for a Monday stay, as it’s the least expensive day. Use Expedia’s search tool to filter for budget-friendly options, including Eco-certified hotels for sustainable stays. For the best deals, book package deals that combine flights and accommodation. Additionally, explore free activities in the area and consider walking or cycling for transport to minimise costs.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chatham are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chatham is Monday. The most expensive day to stay in Chatham is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you’re looking for. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the most affordable prices and offers, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your hotel accommodation in Chatham with your flights and activities by booking a package through Expedia.

Find the best attractions near Chatham

Chatham, New York, is an ideal destination for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore captivating attractions such as Chatham Square, the Chatham Public Library, and Hudson-Chatham Winery. For a touch of history and culture, the Vanished Chatham Walk offers a unique experience. Whether you're after adventure or a family-friendly outing, Chatham's diverse offerings ensure a memorable holiday for all travellers.

  • Mount Lebanon Shaker Village: Located 20.9km from Chatham, this historic village offers a glimpse into the unique lifestyle of the Shaker community. Explore restored buildings, beautiful gardens, and learn about their sustainable practices and craftsmanship.
  • National Shrine of the Divine Mercy: Situated 24.1km away, this serene shrine is dedicated to the message of Divine Mercy. Visitors can enjoy peaceful grounds, beautiful chapels, and attend services, creating a contemplative atmosphere for reflection.
  • Norman Rockwell Museum: Just 22.5km from Chatham, this museum showcases the iconic works of artist Norman Rockwell. Discover his storytelling through art, with exhibitions that celebrate American culture and history.

Best time to go to Chatham

The best time to visit Chatham is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January24.6°F (-4.1°C)Light RainMostly CloudyAverageSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudyAverageAverage
March34.2°F (1.2°C)Light RainMostly CloudyAverageSlightly Low
April45.7°F (7.6°C)Light RainMostly CloudyAverageAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August69.6°F (20.9°C)Light RainMostly SunnySlightly HighSlightly High
September62.6°F (17.0°C)Light RainMostly SunnySlightly HighAverage
October51.4°F (10.8°C)Light RainMostly SunnySlightly LowSlightly High
November39.2°F (4.0°C)Light RainMostly SunnySlightly LowAverage
December31.1°F (-0.5°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Chatham

Reaching Chatham, New York, is convenient with access to several major airports. ALBany International Airport (ALB) is located 46.7km away, with nearby hotels such as Hilton Albany and Oakcliff Bed and Breakfast, both approximately 11.3km from the airport. Hartford's Bradley International Airport (BDL) is 88.5km from Chatham, offering options like Candlewood Suites Windsor Locks, only 1.4km away. For those considering White Plains Airport (HPN), situated 144.8km away, The Stamford Hotel and Hilton Garden Inn Westchester are both 14.5km from the airport. Transportation services are readily available from these hotels to their respective airports, ensuring a smooth journey for travellers.

Frequently asked questions

What's the best place to stay in Chatham?
Located 20.8 mi (33.5 km) from the heart of Chatham, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Country Inn & Suites by Radisson, Downtown Albany New York and The Yankee Inn. See all available top hotels, or vacation rentals in Chatham.
What are some of the best holiday rentals that Chatham has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Chatham is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Chatham.
If I need to cancel my hotel reservation in Chatham, will I receive a refund?
Yes! Most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chatham.
What are some accommodation options with pools in Chatham?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. The Yankee Inn and Berkshire Mountain Lodge are a couple of other choices that feature an on-site pool. View all hotels with pools in Chatham.
What is staying in Chatham like?
Visitors can enjoy all that Chatham has to offer, including the theatres and restaurants. This city also attracts tourists with its welcoming locals. In Chatham, there are 25 hotels and other accommodation options to choose from. Find out more about Chatham.
What are the top places to visit in Chatham?
A favourite place to visit is The Mac-Haydn Theatre. You'll also find Kinderhook Lake and Queechy Lake in the area. Take a look at what more there is to see and do in Expedia's Chatham guide.
What's the seasonal weather in Chatham?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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