Accommodations with Outdoor Pools in Cheshire, Massachusetts

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Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock MA - 1237

(855) 516-1090

6.92 miles

Rating - Vacation Village in the Berkshires

Apartment-Like Suites With Fully Equipped Kitchens, Fireplaces, Private Balconies And Two Bathrooms As Well As An Indoor Pool Make The Vacation Village At Berkshires A Sweet Place To Relax After A Day Of Outdoor Adventure. The Two-Story Vacation Village Offers 296 Apartment-Like Suites Featuring Approximately 1,300 Square Feet Of Living Space. Rooms Are Furnished With Fireplaces, Two Bathrooms, Entertainment Centers And Fully Equipped Kitchens That Include Dishwashers, Stoves, Toasters, Full-Size Refrigerators With Ice Makers And Microwave Convection Ovens. Enjoy The Views Of The Mountains From Your Private Balcony. The Indoor Pool Provides Year-Round Liquid Fun. Adults Can Stay In Shape In The Fitness Room While The Kids Hit The Video Arcade. Wi-Fi Is Available In Public Areas. There Is A Guest Laundry And A Business Center On-Site. Parking Is Free. The Hotel Is Located Off Route 7 In The Heart Of The Berkshires. Mt. Greylock State Reservation, Five Miles Away, Offers Over 12,000 Acres For Hiking And Snowmobiling. Skiers Are One Mile From Jiminy Peak Mountain Resort And 30 Minutes From Bousquet Ski Area. Onota Lake, 20 Minutes Away, Offers Year-Round Fishing. The Berkshire Mall, Also 20 Minutes Away, Offers A Variety Of Dining And Shopping Options As Well As A Movie Theater For Rainy-Day Entertainment. The Hotel Is 38 Miles From Albany International Airport.

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Club Wyndham Bentley Brook

1 Corey Road, Hancock MA - 1237

(855) 516-1090

6.98 miles

Rating - Club Wyndham Bentley Brook

Nestled At The Base Of Jiminy Peak'S Ski Slopes And Offering An Indoor Pool, Outdoor Pool And In-Room Kitchens, The The Non-Smoking, All-Suite Wyndham Bentley Brook Promises Plenty Of Activity For Our Guests. Spanning Five Floors, The Non-Smoking Resort Hosts 85 Suites That Offer Wi-Fi Access, Cable Tv, Sofa Beds, Work Desks And Full Kitchens. On-Site Recreation Comes In The Form Of Indoor And Outdoor Pools, Hot Tubs, A Fitness Room, Game Room, Tennis Courts And Sauna. The Hotel Also Features Guest Laundry Facilities. Parking Is Free. The Property Is At The Base Of Jiminy Peak, Where Winter Activities Include Skiing And Snowboarding, And Spring/Summer/Fall Activities Include Hiking And Horseback Riding. The Hotel Is A 30-Minute Drive From The Hancock Shaker Village And The Berkshire Museum. You'Ll Find Plenty Of Shopping, Dining And Entertainment Options Within A 30-Minute Drive Of The Resort. Albany International Airport Is 50 Miles Away.

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Jiminy Peak Mountain Resort

37 Corey Rd, Hancock MA - 1237

(855) 516-1090

7.18 miles

Rating - Jiminy Peak Mountain Resort

On-Site Dining And Free Wi-Fi Combine With Ski-To-Door Access At The Jiminy Peak Mountain Resort, Making It A Fine Choice At The Base Of The Slopes. Jiminy Peak Mountain Resort Is An All-Suite Lodging Featuring 152 Units, Each With Free Wi-Fi, A Flat-Panel Tv, Sofa Bed And Fully Equipped Kitchenette. Non-Smoking Accommodations Can Be Requested. Guests Relax In The Indoor And Outdoor Hot Tubs, Work Out In The Exercise Room And Unwind At The Spa. The Hotel Also Hosts A Game Room And Outdoor Heated Pool. In Addition To Skiing, You'Ll Find A Series Of Adventure Parks On The Premises — Expect Access To Ziplines, Segway Tours, A Mountain Coaster And Mountain Biking. Dining Is Available On The Premises. Parking Is Free. Set At The Base Of The Ski Slopes, Jiminy Peak Mountain Resort Is Nestled In Western Massachusetts' Berkshires. The Resort Is Eight Miles From Balance Rock State Park And Pontoosuc Lake, As Well As A 15-Minute Drive From The Berkshire Museum. The Norman Rockwell Museum Is A 50-Minute Drive Away. Albany International Airport Is 38 Miles Away.

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The Porches Inn

231 River Street, North Adams MA - 1247

(855) 516-1090

9.84 miles

Rating - The Porches Inn

Inspired By The Massachusetts Museum Of Contemporary Art And Known For Its Retro-Edgy Design, The Non-Smoking The Porches Inn At Mass Moca Features On-Site Art Exhibitions, Free Wi-Fi And An Outdoor Pool With Heated Pool Deck. Comprised Of A Row Of Restored Victorian Townhomes With A Retro Feel, The Non-Smoking The Porches Inn Is Is Home To 47 Rooms. Standard In-Room Features Include Free Wi-Fi, Eclectic Furnishings, Custom Window Treatments, Flat-Panel Tvs, Hairdryers, Minibars And Private Bathrooms With Slate Floors. Mornings Start With A Breakfast Buffet. Afterwards, Guests Take Advantage Of The Workout Room And Sauna. Some Of The Inn'S Most Distinct Features Are Found Outdoors, Including Its Year-Round Outdoor Heated Pool And Heated Deck, Hot Tub, Bonfire Pit, Gazebo And Native Woodland Garden. Pets Are Welcome For An Additional Fee. Parking Is Free. The Porches Inn Sits Directly Across The Street From The Massachusetts Museum Of Contemporary Art And Is A 15-Minute Walk From A Number Of Art Galleries. Williams College Museum Of Art Is Five Miles From The Inn, And Recreation At Mt. Greylock Is A 30-Minute Drive. Bradley International Airport Is 74 Miles Away.

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Howard Johnson by Wyndham Williamstown

213 Main St, Williamstown MA - 1267

(855) 516-1090

9.94 miles

Rating - Howard Johnson by Wyndham Williamstown

Well-Appointed Rooms, Buffet Breakfast And An Outdoor Pool Draw Our Guests To The Howard Johnson By Wyndham Williamstown. All 31 Rooms At The Low-Rise Howard Johnson By Wyndham Include Cable Tv, Microwaves, Mini-Fridges And Free Wi-Fi. Rooms Open To Exterior Corridors And Non-Smoking Rooms Are Available. Begin Each Day With A Pleasant Walk Along The Property'S Nature Trail And Free Breakfast From The Hotel'S Continental Spread. Later, Check Email Or Catch Up On Work At The Guest Computer In The Lobby, Or Swim In The Seasonal Outdoor Pool. The Hotel Also Has A Picnic Area. The Front Desk Is Open Around The Clock For Added Convenience, And Parking Is Free. Located One Hour East Of Albany, New York, The Howard Johnson By Wyndham Hotel Is Across The Street From The Shops And Restaurants Of Colonial Plaza. Guests Are Two Miles From Points Of Interest, Such As Downtown Williamstown, Williams College, And The Clark Art Institute. The Entrance To Clarksburg State Forest Is Three Miles East. Harriman And West Airport Is One Mile Away.

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Berkshire Inn

150 W Housatonic St, Pittsfield MA - 1201

(855) 516-1090

9.97 miles

Rating - Berkshire Inn

Offering A Central Berkshires Location Near Ski Slopes, Berkshire Inn Features Such Amenities As Free Wi-Fi, An Outdoor Pool And In-Room Microwaves And Mini-Fridges. The Ground-Floor Inn With Exterior Rooms Houses 38 Accommodations, All Equipped With Free Wi-Fi, Mini-Fridges, Microwaves And Cable Tv. Non-Smoking Rooms Are Available. Guests Staying At Berkshire Inn During The Summer Months Can Start Their Day With The Property'S Continental Breakfast Service. Outdoor Amenities Include A Picnic Area And Seasonal Outdoor Pool. Parking Is Free. Set In The Center Of The Berkshires, Berkshire Inn Is Located Within Walking Distance Of Downtown Historic Pittsfield Attractions And Restaurants. The Motel Is Two Miles From The Canoe Meadows Wildlife Sanctuary And Four Miles From Bousquet Ski Area. Albany International Airport Is 47 Miles Away.

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The Orchards Hotel

222 Adams Rd, Williamstown MA - 1267

(855) 516-1090

10.01 miles

Rating - The Orchards Hotel

Free Wi-Fi, A Gourmet On-Site Restaurant And Seasonal Outdoor Pool Are A Few Of The Perks Guests Find At The Non-Smoking Orchards Hotel In Williamstown, Mass. This Three-Story, Non-Smoking Orchards Hotel Hosts 49 Rooms, All With Free Wi-Fi, Flat-Panel Cable Tvs, Ipod Docking Stations And Designer Bath Amenities. Guests Start Each Day At The Hotel'S On-Site Restaurant, Where You'Ll Find A Variety Of Dishes For Breakfast And Dinner. The Hotel Also Features An On-Site Gym And A Sauna, As Well As A Seasonal Outdoor Pool. Parking Is Complimentary. Surrounded By The Berkshire Mountains, The Orchards Hotel Is One Mile From The Williamstown Theater Festival. It'S Two Miles From The Sterling And Francine Clark Art Institute. Hancock Shaker Village Is 29 Miles Away, And Albany International Airport Is 32 Miles From The Hotel.

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Lenox MA - 1240

(855) 516-1090

12.48 miles

Rating - Howard Johnson by Wyndham Lenox

A Central Location And Comfy Accommodations Attract Our Guests To The Howard Johnson By Wyndham Lenox. The Two-Story Howard Johnson Hosts 42 Rooms, All Accessed By Exterior Corridors. Each Accommodation Comes With Cable Tv, Microwave, Mini-Fridge, Coffeemaker And Sitting Area. Non-Smoking Rooms Can Be Requested. Feel Free To Enjoy Your Downtime Here Enjoying The Mountain Views From The Seasonal Outdoor Pool And Tree-Shaded Sitting Area. The 24-Hour Front Desk Is Happy To Help Road Warriors With Copying, Faxing And Other Business Chores. This Howard Johnson Is Less Than Four Miles From Downtown Lenox, A Quintessential Berkshires Hamlet Stocked With Fine Restaurants, Shops And Galleries. Tanglewood, The Summer Home Of The Boston Symphony Orchestra, Is Less Than 10 Minutes Away. Jacob'S Pillow Dance Theater Is 25 Minutes From The Hotel. If It'S Chilly Outside, You May Want To Make The 30-Minute Drive To Jiminy Peak Ski Area. West Stockbridge And Its Norman Rockwell Museum Are 20 Minutes Away. Bradley International Airport Is 65 Miles From The Property, And Albany International Airport Is 50 Miles Away.

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Yankee Inn

461 Pittsfield Rd, Lenox MA - 1240

(855) 516-1090

13.49 miles

Rating - Yankee Inn

This Lenox Hotel Is About 4.3 Km From Pittsfield Municipal Airport. It Features Free Daily Breakfast, And An Outdoor And An Indoor Pool With A Hot Tub. Guest Rooms Offer Free Wireless Internet.A Cable Tv Is Provided In Every Room At Yankee Inn. Rooms Are Traditionally Styled And Include A Private Balcony And Clock Radio.Inn Yankee Offers A Bar And Lounge On Friday And Saturday Nights.Berkshire Museum Is 5.7 Km Away, And Pittsfield Country Club Is 2.8 Km From This Hotel. The Entrance To October Mountain State Forest Is 10.5 Km Away.

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Days Inn by Wyndham Lenox MA

194 Pittsfield Rd, Lenox MA - 1240

(855) 516-1090

13.67 miles

Rating - Days Inn by Wyndham Lenox MA

Mountain Views, Buffet Breakfast And A Convenient Location Bring Our Guests To The Days Inn Lenox. The Exterior-Corridor, Two-Story Days Inn Offers Free Wi-Fi Throughout The Property. All 59 Room Feature Cable Tv, Microwaves And Refrigerators. Non-Smoking Accommodations Can Be Requested. Start Your Mornings Here With A Buffet Breakfast And Complimentary Newspaper. The 24-Hour Front Desk Can Help Business Guests With Copying And Faxing. Leisure Guests Appreciate The Seasonal Outdoor Pool. There'S A Guest Laundry On The Property. Parking Is Free. The Days Inn Is Two Miles From The Historic Village Of Lenox, Which Boasts Plenty Of Restaurants, Shops And Galleries. Tanglewood, The Summer Home Of The Boston Symphony, Is Three Miles Away, And Jacob'S Pillow Dance Theater Is 25 Minutes. Jiminy Peak Ski Area Is A 35-Minute Drive. Bradley International Airport Is 69 Miles From The Hotel, And Albany International Is 52 Miles.

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Seven Hills Inn

40 Plunkett Street, Lenox MA - 1240

(855) 516-1090

17 miles

Rating - Seven Hills Inn

Boasting A Seasonal Outdoor Swimming Pool, Seven Hills Inn Is Set In Lenox, 2.8 Km From Tanglewood. This 4-Star Inn Offers A Garden. Each Room Is Fitted With A Balcony With Garden Views.All Units In The Inn Are Equipped With A Flat-Screen Tv. The Rooms Are Equipped With A Private Bathroom, And Selected Rooms Come With A Patio. The Units At Seven Hills Inn Include Air Conditioning And A Desk.Tanglewood Musical Center Is 3.1 Km From The Accommodation. Albany International Airport Is 63 Km Away.

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Sunset Inn

150 Housatonic Street, Lee MA - 1238

(855) 516-1090

18.64 miles

Rating - Sunset Inn

There'S Free Wi-Fi And A Seasonal Outdoor Pool At The Sunset Inn, A Small Hotel That'S Off Of The Massachusetts Turnpike And Walking Distance From The Charming Town Center. The Two-Story, 27-Room Motel Offers Free Wi-Fi To All Guests, And Provides Complimentary Coffee. Rooms Have Handy Mini-Fridges And Also Are Equipped With Hairdryers For Your Convenience. There Is A Seasonal Outdoor Pool For Warm-Weather Fun, And On-Site Parking Is Free. The Hotel Is Off Of I-90 In The Berkshires Mountains, A Popular New England Retreat For Outdoor Recreation And Fall Foliage. It'S A Half-Mile From The Town Center Of Lee, Where There Are A Number Of Restaurants To Satisfy Lots Of Tastes. It'S A Half-Mile From The Lee Premium Outlets, Where You'Ll Find Discounted Big Names Like Brooks Brothers; And It'S A 15-Minute Drive To The Norman Rockwell Museum In Stockbridge. Outdoor Concerts At Tanglewood Are Also 15 Minutes Away. The Hotel Is 53 Miles From Bradley International Airport And 55 Miles From Albany International Airport.

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Conroy's B&B

11 East Street (Route 7), Stockbridge MA - 1262

(855) 516-1090

19.54 miles

Rating - Conroy's B&B

Featuring An Outdoor Swimming Pool, Conroy'S B&B Is A Berkshires Farmhouse Located In Stockbridge, Massachusetts. Free Wi-Fi Access Is Available.Air Conditioning And A Fireplace Are Included In Each Room. Private Bathrooms Are Equipped With Free Toiletries. Ironing Facilities Are Also Provided.Conroy'S B&B Is Situated Across 3 Acres And Features A Garden And Shared Terrace. The Property Offers Free Parking.A Breakfast Including Fresh Fruit, Eggs, Coffee And More Is Served Each Morning.Norman Rockwell Museum Is 8 Minutes’ Drive From Conroy’S. Beartown State Forest Is 10 Minutes’ Drive.

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The Red Lion Inn

30 Main Street, Stockbridge MA - 1262

(855) 516-1090

21.01 miles

Rating - The Red Lion Inn

Modern Amenities Such As Free Wi-Fi And Cable Tv Mix With An Antique-Filled Ambiance At The Non-Smoking Red Lion Inn In Stockbridge, Ma. The Four-Story, Non-Smoking Hotel Has 97 Rooms. Each Antique-Filled Room Includes Italian Bedding, Complimentary Wi-Fi, Air Conditioning And Cable Tv. The Hotel Features An Old-Fashioned Birdcage Elevator. You'Ll Find Massage Services On-Site, Plus A Year-Round Outdoor Pool, Hot Tub And Heated Patio. As For Eats, There Are Two Restaurants In The Hotel, Both Serving Classic American Cuisine. Pets Are Allowed, However, Guests Must Call Ahead To Request Specific Pet-Friendly Rooms. Parking Is On The House. The Red Lion Is Nestled In The Heart Of Downtown Stockbridge, Ma. The Berkshire Botanical Gardens Are Two Miles Away, And The Norman Rockwell Museum Is Three Miles. Bradley International Airport Is 40 Miles From The Hotel.

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Paradise Inn

141 West Main Street, Bennington VT - 5201

(855) 516-1090

22.18 miles

Rating - Paradise Inn

Featuring An Outdoor Pool, Tennis, Shuffleboard, Pickleball Courts And A Restaurant, Paradise Inn Is Located In Bennington And Offers Free Wifi. All Rooms Have Splendid Pool And Garden Views.Providing A Tranquil Environment, The Rooms Here Feature Air Conditioning, Balconies, Patios And Private Bathrooms.Guests At Paradise Inn Are Welcome To Use The Onsite Laundry Services And Vending Machine. Free Parking Is Possible On Site.The Motel Is 1.9 Km From Bennington Center For The Arts, 2.1 Km From Bennington Battle Monument And 6.3 Km From North Bennington Historic District. Albany International Airport Is 51 Km Away.

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Best Western Bennington

220 Northside Drive, Bennington VT - 5201

(855) 516-1090

23.49 miles

Rating - Best Western Bennington

Spacious Rooms With Microwaves And Mini-Fridges, Plus Perks Like Free Breakfast And Free Wi-Fi, Make The Best Western Bennington A Favorite In Bennington Among Our Guests. The Two-Story Best Western Has 58 Rooms Featuring Microwaves And Mini-Fridges. Rooms Are Also Equipped With Free Wi-Fi And Premium Cable Tv With Hbo, Espn And Cnn. Coffeemakers And Hairdryers Are Among The Room Amenities, And There'S Always A Complimentary Cup Of Joe Available In The Lobby. Additional Amenities Include A Coin Laundry, An Exercise Room And A Seasonal Outdoor Pool. A Complimentary Continental Breakfast Buffet Is Served Daily. Guests Are Entitled To Free Parking, And There'S Room For Trucks And Rvs, Too. The Best Western Is Two Miles From Bennington College And Bennington Battle Monument And Three Miles From Bennington Museum And Some Of The Area'S Covered Bridges. The Norman Rockwell Museum Is 15 Miles From The Hotel, And It'S 30 Miles To Mount Snow. Albany International Airport Is 45 Miles Away.

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd, Great Barrington MA - 1230

(855) 516-1090

24.91 miles

Rating - Travelodge by Wyndham Great Barrington Berkshires

Buffet Breakfast And Complimentary Wi-Fi Are On Offer At The Travelodge By Wyndham Great Barrington, Where There'S Also An Outdoor Pool, In A Location Right Outside Of Town. The Two-Story, 80-Room Hotel Has A Seasonal Outdoor Pool Where You Can Swim In The Fresh Mountain Air, And A Lounge Area To Sunbathe In. Rooms Have Desks Where You Can Set Up Your Laptop To Take Advantage Of The Free Wi-Fi; And There Are Mini-Fridges, Microwaves And Coffeemakers In Every Room. A Breakfast Buffet Is Served Daily, With Favorites Like Oatmeal, Pastries, Fresh Fruit And Bagels. Parking Is Free. The Hotel Is Less Than Two Miles From The Town'S Historic Center With Its Adorable Boutiques And Eateries. There Are Also A Number Of Restaurants And A Brewery Within Walking Distance Of The Hotel. Go Hiking At Monument Mountain Reservation, Two Miles North, Or Visit The Norman Rockwell Museum In Stockbridge, A 10-Minute Drive. Tanglewood Is 20 Minutes Away. Bradley International Airport Is 48 Miles Away, And Albany International Airport Is 53 Miles.

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Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock, MA - 1237

6.92 miles

Rating - Vacation Village in the Berkshires

Apartment-Like Suites With Fully Equipped Kitchens, Fireplaces, Private Balconies And Two Bathrooms As Well As An Indoor Pool Make The Vacation Village At Berkshires A Sweet Place To Relax After A Day...

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Club Wyndham Bentley Brook

1 Corey Road, Hancock, MA - 1237

6.98 miles

Rating - Club Wyndham Bentley Brook

Nestled At The Base Of Jiminy Peak'S Ski Slopes And Offering An Indoor Pool, Outdoor Pool And In-Room Kitchens, The The Non-Smoking, All-Suite Wyndham Bentley Brook Promises Plenty Of Activity For Our...

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Jiminy Peak Mountain Resort

37 Corey Rd, Hancock, MA - 1237

7.18 miles

Rating - Jiminy Peak Mountain Resort

On-Site Dining And Free Wi-Fi Combine With Ski-To-Door Access At The Jiminy Peak Mountain Resort, Making It A Fine Choice At The Base Of The Slopes. Jiminy Peak Mountain Resort Is An All-Suite Lodging...

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The Porches Inn

231 River Street, North Adams, MA - 1247

9.84 miles

Rating - The Porches Inn

Inspired By The Massachusetts Museum Of Contemporary Art And Known For Its Retro-Edgy Design, The Non-Smoking The Porches Inn At Mass Moca Features On-Site Art Exhibitions, Free Wi-Fi And An Outdoor P...

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Howard Johnson by Wyndham Williamstown

213 Main St, Williamstown, MA - 1267

9.94 miles

Rating - Howard Johnson by Wyndham Williamstown

Well-Appointed Rooms, Buffet Breakfast And An Outdoor Pool Draw Our Guests To The Howard Johnson By Wyndham Williamstown. All 31 Rooms At The Low-Rise Howard Johnson By Wyndham Include Cable Tv, Micro...

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Berkshire Inn

150 W Housatonic St, Pittsfield, MA - 1201

9.97 miles

Rating - Berkshire Inn

Offering A Central Berkshires Location Near Ski Slopes, Berkshire Inn Features Such Amenities As Free Wi-Fi, An Outdoor Pool And In-Room Microwaves And Mini-Fridges. The Ground-Floor Inn With Exterior...

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The Orchards Hotel

222 Adams Rd, Williamstown, MA - 1267

10.01 miles

Rating - The Orchards Hotel

Free Wi-Fi, A Gourmet On-Site Restaurant And Seasonal Outdoor Pool Are A Few Of The Perks Guests Find At The Non-Smoking Orchards Hotel In Williamstown, Mass. This Three-Story, Non-Smoking Orchards Ho...

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Lenox, MA - 1240

12.48 miles

Rating - Howard Johnson by Wyndham Lenox

A Central Location And Comfy Accommodations Attract Our Guests To The Howard Johnson By Wyndham Lenox. The Two-Story Howard Johnson Hosts 42 Rooms, All Accessed By Exterior Corridors. Each Accommodati...

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Yankee Inn

461 Pittsfield Rd, Lenox, MA - 1240

13.49 miles

Rating - Yankee Inn

This Lenox Hotel Is About 4.3 Km From Pittsfield Municipal Airport. It Features Free Daily Breakfast, And An Outdoor And An Indoor Pool With A Hot Tub. Guest Rooms Offer Free Wireless Internet.A Cable...

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Days Inn by Wyndham Lenox MA

194 Pittsfield Rd, Lenox, MA - 1240

13.67 miles

Rating - Days Inn by Wyndham Lenox MA

Mountain Views, Buffet Breakfast And A Convenient Location Bring Our Guests To The Days Inn Lenox. The Exterior-Corridor, Two-Story Days Inn Offers Free Wi-Fi Throughout The Property. All 59 Room Feat...

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Seven Hills Inn

40 Plunkett Street, Lenox, MA - 1240

17 miles

Rating - Seven Hills Inn

Boasting A Seasonal Outdoor Swimming Pool, Seven Hills Inn Is Set In Lenox, 2.8 Km From Tanglewood. This 4-Star Inn Offers A Garden. Each Room Is Fitted With A Balcony With Garden Views.All Units In T...

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Sunset Inn

150 Housatonic Street, Lee, MA - 1238

18.64 miles

Rating - Sunset Inn

There'S Free Wi-Fi And A Seasonal Outdoor Pool At The Sunset Inn, A Small Hotel That'S Off Of The Massachusetts Turnpike And Walking Distance From The Charming Town Center. The Two-Story, 27-Room Mote...

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Conroy's B&B

11 East Street (Route 7), Stockbridge, MA - 1262

19.54 miles

Rating - Conroy's B&B

Featuring An Outdoor Swimming Pool, Conroy'S B&B Is A Berkshires Farmhouse Located In Stockbridge, Massachusetts. Free Wi-Fi Access Is Available.Air Conditioning And A Fireplace Are Included In Each R...

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The Red Lion Inn

30 Main Street, Stockbridge, MA - 1262

21.01 miles

Rating - The Red Lion Inn

Modern Amenities Such As Free Wi-Fi And Cable Tv Mix With An Antique-Filled Ambiance At The Non-Smoking Red Lion Inn In Stockbridge, Ma. The Four-Story, Non-Smoking Hotel Has 97 Rooms. Each Antique-Fi...

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Paradise Inn

141 West Main Street, Bennington, VT - 5201

22.18 miles

Rating - Paradise Inn

Featuring An Outdoor Pool, Tennis, Shuffleboard, Pickleball Courts And A Restaurant, Paradise Inn Is Located In Bennington And Offers Free Wifi. All Rooms Have Splendid Pool And Garden Views.Providing...

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Best Western Bennington

220 Northside Drive, Bennington, VT - 5201

23.49 miles

Rating - Best Western Bennington

Spacious Rooms With Microwaves And Mini-Fridges, Plus Perks Like Free Breakfast And Free Wi-Fi, Make The Best Western Bennington A Favorite In Bennington Among Our Guests. The Two-Story Best Western H...

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd, Great Barrington, MA - 1230

24.91 miles

Rating - Travelodge by Wyndham Great Barrington Berkshires

Buffet Breakfast And Complimentary Wi-Fi Are On Offer At The Travelodge By Wyndham Great Barrington, Where There'S Also An Outdoor Pool, In A Location Right Outside Of Town. The Two-Story, 80-Room Hot...

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Map of Cheshire Outdoor Pool Hotels

View all Cheshire, Massachusetts hotels, motels, lodging and attractions on Cheshire, Massachusetts location map.


Weather Forecast for Cheshire, Massachusetts

If you planning to travel to Cheshire, Massachusetts, here is your 6-day travel weather forecast to make sure you have all the essentials needed during your stay. Start your day when the sunrises at 12:04 PM. The temperature feels like 21.2 with a humidity level of 72 so dress accordingly. Cloud coverage is 52 percent with visibility at 11.1 percent. Today’s UV index is 2, don’t forget the sunscreen if you need it! Today’s winds are traveling west at a speed of 4 MPH. At the end of the day don’t miss the sunset at 9:19 PM.


Fahrenheit / Celsius
Today 12/3
Broken clouds

Tuesday 12/3 Weather forecast for Cheshire, Massachusetts, Broken clouds
25°F
High: 34°F
Low: 15°F
Precipitation: 0%
Wednesday 12/4
Light snow

Wednesday 12/4 Weather forecast for Cheshire, Massachusetts, Light snow
26°F
High: 35°F
Low: 28°F
Precipitation: 85%
Thursday 12/5
Heavy snow

Thursday 12/5 Weather forecast for Cheshire, Massachusetts, Heavy snow
31°F
High: 36°F
Low: 20°F
Precipitation: 95%
Friday 12/6
Broken clouds

Friday 12/6 Weather forecast for Cheshire, Massachusetts, Broken clouds
23°F
High: 28°F
Low: 15°F
Precipitation: 0%
Saturday 12/7
Broken clouds

Saturday 12/7 Weather forecast for Cheshire, Massachusetts, Broken clouds
22°F
High: 31°F
Low: 21°F
Precipitation: 0%
Sunday 12/8
Overcast clouds

Sunday 12/8 Weather forecast for Cheshire, Massachusetts, Overcast clouds
27°F
High: 38°F
Low: 33°F
Precipitation: 0%

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