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Chatham Hotels

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Check prices for these dates

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Chatham hotels

1. Chatham Travel Lodge

Chatham Travel Lodge
Old Chatham
United States
andrew
€112
includes taxes & fees
14 Oct - 15 Oct
Chatham Travel Lodge

2. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
€67
includes taxes & fees
14 Oct - 15 Oct
Berkshire Travel Lodge

3. Micosta Leisure Inn

Micosta Leisure Inn
Hudson
United States
Kim
€100
includes taxes & fees
27 Oct - 28 Oct
Micosta Leisure Inn

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

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
West Coxsackie
United States
Jill
€106
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

5. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
United States
James
€67
includes taxes & fees
14 Oct - 15 Oct
Pleasant Valley Motel West Stockbridge

6. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Linda
€195
includes taxes & fees
4 Nov - 5 Nov
Inn at Silver Maple Farm

7. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Steven
€129
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn

8. voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
Coxsackie
United States
Lisa
€156
includes taxes & fees
1 Nov - 2 Nov
voco James Newbury Hudson Valley by IHG

9. Howard Hotel

Howard Hotel
Hudson
United States
Elizabeth
€124
includes taxes & fees
19 Oct - 20 Oct
Howard Hotel

10. Quality Inn Great Barrington

Quality Inn Great Barrington
Downtown Great Barrington
United States
Joan
€77
includes taxes & fees
12 Nov - 13 Nov
Quality Inn Great Barrington

11. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
United States
Uri
€114
includes taxes & fees
1 Nov - 2 Nov
Spark by Hilton West Coxsackie

12. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
Andrea
€60
includes taxes & fees
1 Nov - 2 Nov
Monument Mountain Motel

13. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
€93
includes taxes & fees
12 Nov - 13 Nov
Best Western Plus Berkshire Hills Inn & Suites

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Maria Dulce
€83
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG

15. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
United States
Mark
€79
includes taxes & fees
19 Oct - 20 Oct
Travelodge by Wyndham Great Barrington Berkshires

16. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
€106
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn

17. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Aleksandr
€79
includes taxes & fees
18 Oct - 19 Oct
Howard Johnson by Wyndham Lenox

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
€115
includes taxes & fees
8 Nov - 9 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

19. Nautical Nest

Nautical Nest
Hudson
United States
Christina
€135
includes taxes & fees
2 Nov - 3 Nov
Nautical Nest

20. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
€93
includes taxes & fees
3 Nov - 4 Nov
Quality Inn Lee - Lenox South
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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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Amazing pool and great full kitchens in rooms."
robin 1-night trip
Posted 10 hours ago
Vacation Village in the Berkshires
Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel.. likely the best place to stay in Pittsfield. Just an overnight stop so not time to get a good read on the area but a good option for the Berkshires if you you don't want to pay the Lenox/Stockbridge premium."
John 1-night trip
Posted 10 hours ago
Hotel On North
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"O"
Ilya 2-night trip
Posted 10 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

8/10 Good
"Everything at the Yankee Inn was very good with the exception of, wasn’t the most comfortable bed I’ve ever slept in, but everything else was very good"
Mark 1-night trip
Posted 11 hours ago
The Yankee Inn
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

8/10 Good
"It was okay for the price"
Malloy 1-night trip
Posted 11 hours ago
Country Inn & Suites by Radisson, Downtown Albany New York
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable, room was clean, train was not often"
Patricia 3-night trip
Posted 12 hours ago
Quality Inn Great Barrington
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The room was fantastic. Great place to stay in the Berkshires. The hot tub wasn't working, but things happen. Other than that, it was a perfect stay."
Christian 2-night trip
Posted 13 hours ago
Berkshire Mountain Lodge
The Red Lion Inn

The Red Lion Inn

8/10 Good
"We had a nice stay at the Red Lion Inn. Our room was clean and had a fireplace, but did not have a mini-refrigerator and the TV was placed to the side of the bed. The restaurant charged a lot ($65 for a filet mignon entree) and the food was not up to that price. The bread and salad were a la carte. The whole place seemed in need of a refresh."
Patricia 1-night trip
Posted 18 hours ago
The Red Lion Inn
Berkshires Untold

Berkshires Untold

8/10 Good
"First this is a gorgeous property, the outdoor areas are wonderful, with comfy furniture, flowers and fire pits. The main area is an intimate restaurant and bar, with a seating area with books and plants. We enjoyed drinks and dinner there and it was excellent, particularly with the sunset and fire pit to begin our evening, Absolutely lovely! Upon checking in, we were assigned a “premium” room, which sounded great, however it turned out to be on the second floor, at the end of a very long outside corridor, parking and lobby quite distant. They have no elevator. We did lug our bags and a cooler to the room, which was lovely, but we knew we would be much more comfortable on the first floor closer to the lobby, as we are somewhat older. We asked to be moved, and we accommodated, found the room the same, but lacking the coffee service and luggage rack. We were brought a luggage rack, and complimentary coffee was available in the lobby in the morning, but it seemed odd that those would be considered premium in such a nice place. The star of the place is the beautiful outdoor space, and restaurant, we just loved that!"
William 1-night trip
Posted 2 days ago
Berkshires Untold

More cheap stays in Chatham

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
€62
18 Oct - 19 Oct
includes taxes & fees
5.4/10 (923 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
€77
12 Nov - 13 Nov
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Quality Inn Great Barrington
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY
€93
9 Nov - 10 Nov
includes taxes & fees
7.8/10 Good! (1,007 reviews)
Comfort Inn Glenmont - Albany South
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY
€104
1 Nov - 2 Nov
includes taxes & fees
8.2/10 Very good! (1,154 reviews)
Country Inn & Suites by Radisson, Downtown Albany New York
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
€106
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
The Yankee Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
€286
3 Nov - 4 Nov
includes taxes & fees
8.6/10 Excellent! (91 reviews)
Pocketbook Hotel and Bath

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 Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Chatham.
What are some of the best holiday rentals that Chatham has to offer?
Catskill Cottage Walk to Downtown & River Views: This holiday home rental outside of Chatham offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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. Berkshire Mountain Lodge and Comfort Inn Glenmont - Albany South 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 23 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 Art Omi International Arts Center - Fields Sculpture Park and Martin Van Buren National Historic Site 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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