The Best Hotels with a Pool in Richmond, MA from ￥11,694 in 2026 | Expedia

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Check availability on Richmond Hotels with a Pool

Tonight

May 26 - May 27

Tomorrow

May 27 - May 28

This weekend

May 29 - May 31

Next weekend

Our top choices for Richmond hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

￥24,675 total

includes taxes & fees

Jun 7 - Jun 8

Indoor pool

Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

￥19,153 total

includes taxes & fees

May 31 - Jun 1

Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.

￥24,714 total

includes taxes & fees

Jun 1 - Jun 2

Exterior

The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

￥16,891 total

includes taxes & fees

Jun 11 - Jun 12

Seasonal outdoor pool

The Springs Motel

New Ashford

Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.

￥18,001 total

includes taxes & fees

May 27 - May 28

Seasonal outdoor pool

Berkshire Inn

Pittsfield

Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.

￥14,698 total

includes taxes & fees

May 28 - May 29

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

￥24,640 total

includes taxes & fees

Jun 3 - Jun 4

Property grounds

The Red Lion Inn

Stockbridge

Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.

￥36,450 total

includes taxes & fees

Jun 4 - Jun 5

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Choose what matters most at hotels with a pool in Richmond

Breakfast included

4 stars

Top Richmond Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent

"Been coming every Memorial Day. Great value for families"

The Yankee Inn

The Yankee Inn

10/10 Excellent

"Had a great stay at the Yankee Inn. I would definitely stay here again. Check in was great and super helpful for what to do and eat in the area. Carl at the bar was the best! Only complaint is that the fitted sheet kept coming up from our king mattress I had the fix them multiple times. Nice indoor pool and hot tub. Close to a lot."

The Red Lion Inn

The Red Lion Inn

10/10 Excellent

"Every year my sisters and I go to the Red Lion to celebrate our mom’s birthday. It was one of her favorite places! We love the charm, the history and the “old fashioned” feel. Every guest room is different and they kindly upgraded me to a suite the last two times. The food at the restaurant is really good and we always love hearing the Jazz in the Lion’s Den on Sunday night. Can’t wait to return next year."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"I was a bit distressed by the parking lot situation and with the garage and lot all dug up and torn apart it looked horrible. But the staff was super kind and helpful and the room was really nice and I liked everything else about it. I was a bit anxious when I pulled up. It would have been nice to know in advance. But our stay went great. (My dog and me). I would stay there again if I have another dog trial out in that area."

Frequently asked questions

What are some accommodations with pools in Richmond?

Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. Berkshires Untold: Provides a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Features 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Offers buffet, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Berkshires-Lenox: Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli.

What is there to see and do in Richmond?

Surround yourself with nature at Lenox Mountain Reserve and Lenox Mountain. During your stay, check out sights such as Furnace Brook Winery at Hilltop Orchards, Pleasant Valley Wilderness Sanctuary, and Richmond Free Public Library.

When is the best time to book a hotel with a pool in Richmond?

Taking into account the local weather in Richmond is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Richmond are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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