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Richmond Hotels from S$109

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Our top choices for Richmond hotels

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is S$810
includes taxes & fees
28 Dec - 29 Dec
Inn at Kenmore Hall

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is S$135
includes taxes & fees
28 Dec - 29 Dec
The Central Downtown Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness centre or enjoy nearby skiing options. Tanglewood Music Centre and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.

"Very friendly and good Breakfast."
United States
Jesse
The price is S$135
includes taxes & fees
4 Jan - 5 Jan, 2026
Best Western Plus Berkshire Hills Inn & Suites

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
Unwind at this cosy Cheshire inn offering free WiFi and parking. Explore nearby Mount Greylock State Reservation or catch a show at Adams Theatre, then return to comfortable accommodation just 16 minutes from Pittsfield Station.

"Nice place for a weekend away."
United States
Gregory
The price is S$292
includes taxes & fees
7 Jan - 8 Jan, 2026
Harbour House Inn

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness centre. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.

"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is S$183
includes taxes & fees
2 Jan - 3 Jan, 2026
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Centre. Close to Colonial Theatre and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.

"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is S$118
includes taxes & fees
4 Jan - 5 Jan, 2026
Berkshire Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (69)
Located 10 minutes from Tanglewood Music Centre, this hotel provides complimentary breakfast, WiFi, and parking. After exploring nearby attractions, unwind in the indoor pool or soothing hot tub for a peaceful end to your Pittsfield adventure.

"This is a brand new hotel. Everything was perfect, from check-in to check-out. We especially enjoyed the hot tub and pool. "
United States
Joan
The price is S$176
includes taxes & fees
4 Jan - 5 Jan, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transport Centre, enjoy room service and the convenient city centre location.

"Clean room and staff was super friendly"
United States
Yuen
The price is S$214
includes taxes & fees
29 Dec - 30 Dec
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (999)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transport Centre, this hotel offers peaceful accommodation with an indoor pool. Enjoy the fitness centre, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theatre.

"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is S$127
includes taxes & fees
2 Jan - 3 Jan, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
Experience mountain magic at this ski-in/ski-out resort featuring 2 restaurants, 2 bars, and an outdoor pool. Condos include microwaves and DVD players, while the property offers ski storage, rentals, and lessons just steps from Mountain Coaster.

"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is S$305
includes taxes & fees
4 Jan - 5 Jan, 2026
Jiminy Peak Mountain Resort

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (796)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.

"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is S$170
includes taxes & fees
11 Jan - 12 Jan, 2026
Berkshire Mountain Lodge

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
Set amid East Chatham's natural beauty, this charming B&B welcomes guests with daily buffet breakfast and complimentary WiFi. Explore nearby Queechy Lake and Hand Hollow State Forest, with Albany Airport just 44 minutes away.

"Great stay, comfortable place"
United States
barry
The price is S$186
includes taxes & fees
4 Jan - 5 Jan, 2026
Inn at Silver Maple Farm

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
Tucked in West Stockbridge, this charming B&B offers complimentary morning meals and convenient self parking. Outdoor enthusiasts can explore nearby hiking trails, kayaking spots, and mountain biking routes. Ebenezer II Gifts and Hotchkiss Mobile Studio await just minutes away.

"Nice place, easy check in"
United States
Robert
The price is S$159
includes taxes & fees
30 Dec - 31 Dec
Shaker Mill Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1003)
Surrounded by the beauty of West Stockbridge, this welcoming motel offers clean, comfortable rooms with complimentary WiFi and parking. Just 15 minutes from Tanglewood Music Centre and near local attractions like Hoffman's Pottery.

"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is S$73
includes taxes & fees
1 Jan - 2 Jan, 2026
Pleasant Valley Motel West Stockbridge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
This centrally located motel has an inviting outdoor pool where you can cool off after exploring nearby attractions. Free WiFi and self parking add extra value while the helpful staff ensures a pleasant stay in clean, comfortable rooms.

"Staff was very friendly and helpful."
United States
Pamela
The price is S$113
includes taxes & fees
28 Dec - 29 Dec
Howard Johnson by Wyndham Lenox

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (213)
Peaceful countryside motel offers daily housekeeping, free WiFi, and complimentary parking. Explore nearby attractions like The Mac-Haydn Theatre or Shaker Museum, with convenient access to Hudson Station and airport.

" Nice"
United States
Katherine
The price is S$167
includes taxes & fees
28 Dec - 29 Dec
Chatham Travel Lodge

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
Relax in this Lenox retreat featuring poolside drinks and a garden oasis. Just minutes from Shakespeare and Company, this B&B offers free breakfast, WiFi and parking. Guests consistently praise the attentive staff for an exceptional stay.

"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
Nestled in the quaint town of Becket, this motel offers complimentary WiFi and parking just moments from the Historic Quarry. Explore nearby hiking trails before returning to comfortable rooms with convenient room service.

"Comfortable stay "
United States
Paul
The price is S$174
includes taxes & fees
28 Dec - 29 Dec
Becket Motel

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811)
Peaceful accommodation in a safe location make this motel a smart choice for travellers. Free perks include WiFi and self parking, while the 24-hour front desk ensures assistance anytime. Nearby attractions and skiing opportunities add adventure to your restful stay.

"Room spotless and staff helpful."
United States
William
The price is S$115
includes taxes & fees
10 Jan - 11 Jan, 2026
FairBridge Inn Express

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
This charming bed and breakfast in Lenox offers a complimentary full breakfast daily. Enjoy free WiFi and parking while staying minutes from Lenox Library and The Bookshop. Pittsfield Municipal Airport is just an 11-minute drive away.

"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is S$568
includes taxes & fees
18 Jan - 19 Jan, 2026
33 Main
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Get away to relaxing Richmond! Enjoy the horse riding, wineries and local cuisine.

Mirror pond on the Burkbank trail
Photo by Caitlin Reese
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Top Richmond Hotel Reviews

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Frequently asked questions

Where is the best place for a stay in Richmond?
Located 13.8 mi (22.3 km) from the heart of Richmond, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Yankee, Trademark Collection by Wyndham and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Richmond.
If I need to cancel my hotel reservation in Richmond, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Richmond.
What's the best dog-friendly place to stay in Richmond?
Inn at Kenmore Hall is a top B&B for people travelling with their pets, and offers a library and free WiFi for its human guests. See more pet-friendly hotel accommodations in Richmond.
What are some hotels with pools in Richmond?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. The Yankee, Trademark Collection by Wyndham and Holiday Inn & Suites Pittsfield-Berkshires by IHG are a couple of other choices that feature an on-site pool. View all hotels with pools in Richmond.
What's it like staying in Richmond?
Visitors can enjoy all that Richmond has to offer, including the wineries, mountain views and restaurants. This city also attracts tourists with its relaxing and welcoming setting. In Richmond, there are 30 hotels and other accommodation options to choose from. Find out more about Richmond.
What are the top places to visit in Richmond?
The picturesque setting of Lenox Mountain Reserve and Lenox Mountain exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Furnace Brook Winery at Hilltop Orchards and Richmond Free Public Library. Take a look at what more there is to see and do in Expedia's Richmond guide.
What's the seasonal weather like in Richmond?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Richmond are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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