Title: Book the Best Hotels with POOL in Southfield in 2025 | Expedia.ca [Hotels in Southfield](https://expedia.ca/Southfield-Hotels.d6339785.Travel-Guide-Hotels)[Vacation Rentals in Southfield](https://expedia.ca/Southfield-Vacation-Rentals.d6339785.Travel-Guide-VacationRentals)[Southfield Car Rentals](https://expedia.ca/Car-Rentals-In-Southfield.d6339785.Car-Rental-Guide)[Southfield Vacation Packages](https://expedia.ca/Southfield.d6339785.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Southfield, MA from CA $151 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southfield Hotels with a Pool Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=6339785&startDate=2025-09-28&endDate=2025-09-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=6339785&startDate=2025-09-29&endDate=2025-09-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6339785&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6339785&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southfield Hotels with a Pool ![Pool](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/1e5f2e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/ebf28595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/36b54e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Lion Great Barrington 8.6/10 Excellent (534) "Comfy, quiet, and clean " CA $194 CA $216 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/6349c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/52bc8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/e7ac793d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn Norfolk 9.4/10 Exceptional (136) "Loved everything especially Lucas and Joe💟☮️" CA $229 CA $263 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b548733b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/f1aeba62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/c0933de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element Lenox Berkshires Lenox 9.2/10 Wonderful (5) "New hotel very nice" CA $248 CA $277 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/11bb9318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG Great Barrington 8.8/10 Excellent (665) "Very Good; Clean, Quiet Motel, Area has many dining options." CA $187 CA $209 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/15c993a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/32c535e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/f2aaf746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Great Barrington 9.4/10 Exceptional (738) "Thank you for nice hospity. Staff was very friendly and professional." CA $222 CA $247 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/3c0625c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/4f7ca94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/0fe63f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG South Lee 9.0/10 Wonderful (738) "The lodging was convenient to all the area attractions." CA $181 CA $221 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/017b220b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/36a39838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/w4000h2033x0y0-e62570a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Lenox Berkshires Lenox 9.2/10 Wonderful (574) "Fabulous place" CA $224 CA $251 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/71ad964e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/e3b4fb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/d3489cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/375e2d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Cat Lodge Copake Falls 9.4/10 Exceptional (60) "Atmosphere, service and food was excellent. Definitely going back!" CA $250 CA $280 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Firehouse)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds (Main Inn)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4d2e9eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn Stockbridge 8.8/10 Excellent (1009) "great place have stayed several times, and hope to return." CA $242 CA $333 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/219cd416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/d1430bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/049cb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/483e190d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn Lee 7.6/10 Good (406) "The staff is a one man operation,Which he is a very nice man,does a good job keeping up with the cleaning.Location is great walking distance to the town and plenty of restaurants." CA $135 CA $151 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13®ionId=6339785&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Southfield Hotel Reviews ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Very good " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](//images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "good" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![The Ponds at Foxhollow](//images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/ebd04e74_y.jpg) ### The Ponds at Foxhollow 10/10 Excellent "The overall experience was great! Nice property. Ducks and geese were fun to watch off of our room’s deck. " [](https://expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Very nice place would highly recommend." [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Probably the nicest Holiday Inn Express we've stayed at. Clean, well-appointed rooms. Everything looks updated. And did I say clean?Really excellent coffee and generous hot breakfast. Friendly and helpful desk staff. " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Monument Mountain Motel](//images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "Good value for the price" [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops. " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Courtyard by Marriott Lenox Berkshires](//images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47_y.jpg) ### Courtyard by Marriott Lenox Berkshires 10/10 Excellent "Great" [](https://expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ![Berkshire Travel Lodge](//images.trvl-media.com/lodging/2000000/1800000/1793600/1793522/126ab2c8_y.jpg) ### Berkshire Travel Lodge 10/10 Excellent "The room I had must have been renovated recently, but none the less, very clean The bathroom nerd renovation but again, was clean. The front desk gentleman at check-in was awesome, very friendly and upbeat. This is your basic Roadside Motel, there are eateries and fuel literally right down the road, and very convenient to I-90, right off Route 22. I intend on using this Motel again when up there! " [](https://expedia.ca/Albany-Hotels-Berkshire-Travel-Lodge.h1793522.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Southfield? > [Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information): Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. [The Red Lion Inn](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information): Offers 3 restaurants, an outdoor pool, and spa services. [Quality Inn](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information): Offers full, an indoor pool, and complimentary wired internet access. [The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information): Features buffet, an indoor pool, and complimentary wired internet access. [Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information): Condo resort located near Tanglewood Music Center. Offers an indoor pool, an outdoor pool, and a sauna. ### What is there to see and do in Southfield? > Surround yourself with nature at Umpachene Falls Park. During your stay, check out sights such as Campbell Falls State Park, Suter Farm, and Cookson State Forest. ### When is the best time to book a hotel with a pool in Southfield? > Taking into account the local weather in Southfield 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 28°F. The snowiest months in Southfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in The Berkshires](https://www.expedia.ca/3Star-The-Berkshires-Hotels.s30-0-d6047665.Travel-Guide-Filter-Hotels) - [5 Star Hotels in The Berkshires](https://www.expedia.ca/5Star-The-Berkshires-Hotels.s50-0-d6047665.Travel-Guide-Filter-Hotels) - [Farmstay in Ashley Falls](https://www.expedia.ca/Ashley-Falls-Agritourism.d901768766462177280-aaAgritourism.Travel-Guide-Accommodation) - [Farmstay in Mill River](https://www.expedia.ca/Mill-River-Agritourism.d3000748895-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Mill River](https://www.expedia.ca/Mill-River-Apart-Hotels.d3000748895-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Mill River](https://www.expedia.ca/Mill-River-Cabins.d3000748895-aaCabins.Travel-Guide-Accommodation) - [Chalets in Mill River](https://www.expedia.ca/Mill-River-Chalets.d3000748895-aaChalets.Travel-Guide-Accommodation) - [Cottages in Mill River](https://www.expedia.ca/Mill-River-Cottages.d3000748895-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Mill River](https://www.expedia.ca/Mill-River-Guest-Houses.d3000748895-aaGuestHouses.Travel-Guide-Accommodation) - [Mill River Hotels](https://www.expedia.ca/Mill-River-Hotels.d3000748895.Travel-Guide-Hotels) - [Inns in Mill River](https://www.expedia.ca/Mill-River-Inns.d3000748895-aaInns.Travel-Guide-Accommodation) - [Motels in Mill River](https://www.expedia.ca/Mill-River-Motels.d3000748895-aaMotels.Travel-Guide-Accommodation) - [Resorts in Mill River](https://www.expedia.ca/Mill-River-Resort-Hotels.d3000748895-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Mill River](https://www.expedia.ca/Mill-River-Townhomes.d3000748895-aaTownhomes.Travel-Guide-Accommodation) - [Aparthotels in Monterey](https://www.expedia.ca/Monterey-Apart-Hotels.d6005411-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Monterey](https://www.expedia.ca/Monterey-Bed-And-Breakfast.d6005411-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Monterey](https://www.expedia.ca/Monterey-Chalets.d6005411-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Monterey](https://www.expedia.ca/Monterey-Guest-Houses.d6005411-aaGuestHouses.Travel-Guide-Accommodation) - [Family Hotels in Monterey](https://www.expedia.ca/Monterey-Hotels-Family-Hotel.0-0-d6005411-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Monterey](https://www.expedia.ca/Monterey-Hotels-Hotel-With-Pool.0-0-d6005411-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Monterey](https://www.expedia.ca/Monterey-Hotels-Hotels-With-Balconies.0-0-d6005411-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Monterey](https://www.expedia.ca/Monterey-Hotels-Luxury-Hotel.0-0-d6005411-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Monterey Hotels](https://www.expedia.ca/Monterey-Hotels.d6005411.Travel-Guide-Hotels) - [Inns in Monterey](https://www.expedia.ca/Monterey-Inns.d6005411-aaInns.Travel-Guide-Accommodation) - [Lodges in Monterey](https://www.expedia.ca/Monterey-Lodges.d6005411-aaLodges.Travel-Guide-Accommodation) - [Motels in Monterey](https://www.expedia.ca/Monterey-Motels.d6005411-aaMotels.Travel-Guide-Accommodation) - [Resorts in Monterey](https://www.expedia.ca/Monterey-Resort-Hotels.d6005411-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Monterey](https://www.expedia.ca/Monterey-Townhomes.d6005411-aaTownhomes.Travel-Guide-Accommodation) - [B&B in New Marlborough](https://www.expedia.ca/New-Marlborough-Bed-And-Breakfast.d137834-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in New Marlborough](https://www.expedia.ca/New-Marlborough-Guest-Houses.d137834-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in New Marlborough](https://www.expedia.ca/New-Marlborough-Hotels-Boutique-Hotel.0-0-d137834-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in New Marlborough](https://www.expedia.ca/New-Marlborough-Hotels-Luxury-Hotel.0-0-d137834-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [New Marlborough Hotels](https://www.expedia.ca/New-Marlborough-Hotels.d137834.Travel-Guide-Hotels) - [Resorts in New Marlborough](https://www.expedia.ca/New-Marlborough-Resort-Hotels.d137834-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in New Marlborough](https://www.expedia.ca/New-Marlborough-Townhomes.d137834-aaTownhomes.Travel-Guide-Accommodation) - [Sandisfield Hotels](https://www.expedia.ca/Sandisfield-Hotels.d6005416.Travel-Guide-Hotels) - [Sheffield Hotels](https://www.expedia.ca/Sheffield-Hotels.d157238.Travel-Guide-Hotels) - [Farmstay in The Berkshires](https://www.expedia.ca/The-Berkshires-Agritourism.d6047665-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in The Berkshires](https://www.expedia.ca/The-Berkshires-Apartments.d6047665-aaApartments.Travel-Guide-Accommodation) - [B&B in The Berkshires](https://www.expedia.ca/The-Berkshires-Bed-And-Breakfast.d6047665-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in The Berkshires](https://www.expedia.ca/The-Berkshires-Cabins.d6047665-aaCabins.Travel-Guide-Accommodation) - [Condo Resorts in The Berkshires](https://www.expedia.ca/The-Berkshires-Condominium-Resort.d6047665-aaCondominiumResort.Travel-Guide-Accommodation) - [Condo Rentals in The Berkshires](https://www.expedia.ca/The-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation) - [Cottages in The Berkshires](https://www.expedia.ca/The-Berkshires-Cottages.d6047665-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in The Berkshires](https://www.expedia.ca/The-Berkshires-Guest-Houses.d6047665-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Adults-Only-Resorts.0-0-d6047665-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Beach-Hotel.0-0-d6047665-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Boutique-Hotel.0-0-d6047665-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Cheap-Hotels.0-0-d6047665-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Couples-Resorts-Hotels.0-0-d6047665-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Family-Hotel.0-0-d6047665-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Golf-Hotel.0-0-d6047665-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hilton-Hotels.0-0-d6047665--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Historic-Hotel.0-0-d6047665-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotel-With-Pool.0-0-d6047665-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-A-Lazy-River.0-0-d6047665-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Childcare.0-0-d6047665-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Free-Breakfast.0-0-d6047665-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Hot-Tubs.0-0-d6047665-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Hotels-With-Indoor-Pool.0-0-d6047665-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Lake Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Lake-Hotels.0-0-d6047665-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Luxury-Hotel.0-0-d6047665-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Mountain-Hotels.0-0-d6047665-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Oceanfront-Hotels.0-0-d6047665-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Pet-Friendly-Hotel.0-0-d6047665-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Relais & Chateaux Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Relais-Chateaux.0-0-d6047665--bRelaisChateaux.Travel-Guide-Filter-Hotels) - [Romantic Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Romantic-Hotel.0-0-d6047665-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Ski-Hotel.0-0-d6047665-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Spa-Hotel.0-0-d6047665-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Wedding-Hotels.0-0-d6047665-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Winery-Hotel.0-0-d6047665-tWineryHotel.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in The Berkshires](https://www.expedia.ca/The-Berkshires-Hotels-Wyndham-Hotels.0-0-d6047665--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [The Berkshires Hotels](https://www.expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels) - [Lodges in The Berkshires](https://www.expedia.ca/The-Berkshires-Lodges.d6047665-aaLodges.Travel-Guide-Accommodation) - [Motels in The Berkshires](https://www.expedia.ca/The-Berkshires-Motels.d6047665-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in The Berkshires](https://www.expedia.ca/The-Berkshires-Private-Vacation-Homes.d6047665-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Rv Parks in The Berkshires](https://www.expedia.ca/The-Berkshires-RV-Parks.d6047665-aaRVParks.Travel-Guide-Accommodation) - [Resorts in The Berkshires](https://www.expedia.ca/The-Berkshires-Resort-Hotels.d6047665-aaResortHotels.Travel-Guide-Accommodation) - [Flights to Monterey](https://www.expedia.ca/Cheap-Flights-To-Monterey.d6005411.Travel-Guide-Flights) - [Flights to The Berkshires](https://www.expedia.ca/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights) - [Flights from Kitchener to The Berkshires](https://www.expedia.ca/lp/flights/10579/6047665/kitchener-to-the-berkshires) - [Flights from Boston to The Berkshires](https://www.expedia.ca/lp/flights/178239/6047665/boston-to-the-berkshires) - [Flights from New York to The Berkshires](https://www.expedia.ca/lp/flights/178293/6047665/new-york-to-the-berkshires) - [Flights from Ottawa to The Berkshires](https://www.expedia.ca/lp/flights/178296/6047665/ottawa-to-the-berkshires) - [Flights from Toronto to The Berkshires](https://www.expedia.ca/lp/flights/178314/6047665/toronto-to-the-berkshires) - [Flights from Monterey](https://www.expedia.ca/lp/flights/6005411/flights-from-monterey) - [Flights from Huntsville to The Berkshires](https://www.expedia.ca/lp/flights/602985/6047665/huntsville-to-the-berkshires) - [Visit Ashley Falls](https://www.expedia.ca/Ashley-Falls.dx901768766462177280) - [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) - [The Berkshires Vacations](https://www.expedia.ca/The-Berkshires.d6047665.Destination-Travel-Guides) - [Visit The Berkshires](https://www.expedia.ca/The-Berkshires.dx6047665) - [Avis Rental Cars in The Berkshires](https://www.expedia.ca/Avis-Car-Rentals-In-The-Berkshires.d6047665-c41.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in The Berkshires](https://www.expedia.ca/Budget-Car-Rentals-In-The-Berkshires.d6047665-c39.Car-Rental-Guide-Suppliers) - [Car rentals near The Berkshires](https://www.expedia.ca/Car-Rentals-In-The-Berkshires.d6047665.Car-Rental-Guide) - [Drive on Holidays Rental Cars in The Berkshires](https://www.expedia.ca/Drive-On-Holidays-Car-Rentals-In-The-Berkshires.d6047665-c1050.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in New Marlborough](https://www.expedia.ca/Enterprise-Car-Rentals-In-New-Marlborough.d137834-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in The Berkshires](https://www.expedia.ca/Hertz-Car-Rentals-In-The-Berkshires.d6047665-c40.Car-Rental-Guide-Suppliers) - [Nextcar Rental Cars in The Berkshires](https://www.expedia.ca/Nextcar-Car-Rentals-In-The-Berkshires.d6047665-c1061.Car-Rental-Guide-Suppliers) - [Pickup Car Rentals in The Berkshires](https://www.expedia.ca/Pickup-Car-Rentals-In-The-Berkshires.d6047665-tPickup.Car-Rental-Guide-Class) - [The Berkshires Vacation Rentals](https://www.expedia.ca/The-Berkshires-Vacation-Rentals.d6047665.Travel-Guide-VacationRentals) - [Book Hotels with a Pool in Southfield on Expedia.com](https://www.expedia.com/Southfield-Hotels-Hotel-With-Pool.0-0-d6339785-tHotelwithPool.Travel-Guide-Filter-Hotels)