Lakeville Hotels with Pools - Outdoor/Indoor Pools in Lakeville CT

Lakeville hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Lakeville, CT for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Lakeville Connecticut hotel and motel rooms for children. Review the list of Lakeville hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Lakeville Hotels with Outdoor or Indoor Pools

Interlaken Inn & Resort
+1-888-389-4121

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74 Interlaken Road, Lakeville, CT 06039
  • Has swimming pool: Billiards or pool table, Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • 3-star hotel
  • Gym / Fitness Center Available
More Photos Photo of Interlaken Inn & Resort Pool
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Very Good 8.2 /10 Latest Reviews Call BookMore Details
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Troutbeck
+1-888-675-2083

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515 Leedsville Rd, Amenia, NY 12501 ~8.00 miles southwest of Lakeville
  • Pool available: Wheelchair-accessible pool, Billiards or pool table.
  • Luxury 5 star property
  • Hotel has 12 rooms
More Photos Swimming pool at Troutbeck
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Excellent 10.0 /10 Latest Reviews Call BookMore Details
Race Brook Lodge
+1-800-716-8490

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864 South Undermountain Rd, Sheffield, MA 01257 ~9.40 miles north of Lakeville
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May 01 to October 01.
  • Economy property
  • 29 sleeping rooms in hotel
More Photos Pool image of Race Brook Lodge
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Little Cat Lodge
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
37 Catamount Rd, Copake Falls, NY 12529 ~15.63 miles north of Lakeville
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from June 15 to September 07.
  • Economical property
  • Hotel has 14 rooms
More Photos Swimming pool at Little Cat Lodge
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Excellent 9.8 /10 Review Score Call BookMore Details
Prospect Berkshires
+1-888-965-1860

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50 Prospect Lake Rd, Egremont, MA 01230 ~17.00 miles north of Lakeville
  • Has swimming pool: Pool umbrellas, Wheelchair-accessible pool, Pool sun loungers, Fence around pool. Pool access available from 6:00 AM to 10:00 PM.
  • Affordable property
  • Check-in time: 4:00 PM - 8:00 PM
More Photos Photo of Prospect Berkshires Pool
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Excellent 10.0 /10 Hotel Reviews Call BookMore Details
The Litchfield Inn
+1-888-788-5576

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432 Bantam Road, Litchfield, 06759 ~18.12 miles southeast of Lakeville
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from June 13 to October 31.
  • Four-star property
  • Gym / Fitness Center Available
More Photos Photo of The Litchfield Inn Pool
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Excellent 9.2 /10 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires
+1-888-897-9207

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249 Stockbridge Rd, Great Barrington, MA 01230 ~18.33 miles north of Lakeville
  • Pool details: Wheelchair-accessible pool.
  • Midscale property
  • Hotel has 93 rooms
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Belden House & Mews
+1-888-311-4278

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31 North Street, Litchfield, CT 06759 ~18.35 miles southeast of Lakeville
  • Pool available: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Luxurious 5-star hotel
  • Check-in: 4:00 PM - anytime
More Photos Photo of Belden House & Mews Pool
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Lantern House Motel
+1-888-469-4795

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256 Stockbridge Road, Great Barrington, MA 01230 ~18.39 miles north of Lakeville
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from June to September. Pool access available from 9:00 AM to 7:00 PM.
  • 2 star Motel hotel
  • Check in time: 1:00 PM - 10:00 PM
More Photos Swimming pool at Lantern House Motel
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Very Good 8.2 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington by IHG
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
415 Stockbridge Rd, Great Barrington, MA 01230 ~18.72 miles north of Lakeville
  • Pool details: Pool hoist on site.
  • 3 star hotel
  • Hotel has 3 floors
More Photos Pool image of Holiday Inn Express Hotel & Suites Great Barrington by IHG
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-888-841-5292

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400 Stockbridge Rd, Great Barrington, MA 01230 ~19.89 miles north of Lakeville
  • Has swimming pool
  • Inexpensive Motel property
  • Check-in: 2:00 PM - midnight
More Photos Swimming pool at Travelodge by Wyndham Great Barrington Berkshires
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Average 7.4 /10 Guest Reviews Call BookMore Details
Mayflower Inn & Spa Auberge Collection
+1-888-455-5160

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118 Woodbury Rd., Washington, CT 06793 ~22.88 miles south of Lakeville
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May to October.
  • Luxurious 5 Star hotel
  • 2 suites in property
More Photos Pool image of Mayflower Inn & Spa Auberge Collection
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Excellent 9.4 /10 Read Reviews Call BookMore Details
The Red Lion Inn
+1-888-965-8297

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30 Main Street, Stockbridge, MA 01262 ~23.75 miles north of Lakeville
  • Pool available: Pool sun loungers.
  • 3 star hotel
  • Pets are Welcome
More Photos Pool image of The Red Lion Inn
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Very Good 8.8 /10 Review Score Call BookMore Details
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Holiday Inn Club Vacations Oak n Spruce Resort
+1-888-906-6358

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190 Meadow Street, South Lee, MA 01260 ~23.85 miles north of Lakeville
  • Pool in hotel: Pool umbrellas, Billiards or pool table, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 10:00 PM.
  • 3-star property
  • Check-in: 4:00 PM - 11:00 PM
More Photos Swimming pool at Holiday Inn Club Vacations Oak n Spruce Resort
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Excellent 9.2 /10 Read Reviews Call BookMore Details
Sunset Inn
+1-888-749-6785

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150 Housatonic Street, Lee, MA 01238 ~26.08 miles north of Lakeville
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from June 23 to September 02. Pool access available from 10:00 AM to 8:00 PM.
  • 2-star Motel property
  • 2 floors in property
More Photos Photo of Sunset Inn Pool
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Average 7.6 /10 Review Score Call BookMore Details
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Pocketbook Hotel and Bath
+1-888-878-9982

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549 Washington Street, Hudson, NY 12534 ~27.74 miles northwest of Lakeville
  • Pool available: Pool access available from 9:00 AM to 9:00 PM.
  • hotel
  • Hotel has 46 rooms
More Photos Swimming pool at Pocketbook Hotel and Bath
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Very Good 8.6 /10 Read Reviews Call BookMore Details
Wheatleigh
+1-888-389-4485

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11 Hawthorne Road, Lenox, MA 01240 ~27.83 miles north of Lakeville
  • Includes a swimming pool
  • Luxury 5 star hotel
  • 19 rooms in property
More Photos Swimming pool at Wheatleigh
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Average 7.0 /10 Read Reviews Call BookMore Details
Berkshire Travelodge
+1-888-389-4121

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12703 Rte 22, Austerlitz, NY 12029 ~27.97 miles north of Lakeville
  • Includes a swimming pool
  • 3-star Motel hotel
  • 25 rooms in property
More Photos Photo of Berkshire Travelodge Pool
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Poor 5.4 /10 Latest Reviews Call BookMore Details
The Amelia
+1-888-675-2083

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339 Allen St, Hudson, NY 12534 ~28.08 miles northwest of Lakeville
  • Includes a pool: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 18 to October 02.
  • 2 star property
  • 8 rooms in hotel
More Photos Pool image of The Amelia
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Excellent 9.8 /10 Latest Reviews Call BookMore Details
Canyon Ranch Lenox
+1-800-716-8490

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165 Kemble St, Lenox, MA 01240 ~28.64 miles north of Lakeville
  • With a pool!
  • Inexpensive Resort property
  • Check-in time: 3:00 PM
More Photos Photo of Canyon Ranch Lenox Pool
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Very Good 8.0 /10 Reviews Call BookMore Details
Residence Inn by Marriott Kingston
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
800 Frank Sottile Boulevard, Kingston, NY 12401 ~28.79 miles west of Lakeville
  • Includes a pool: Wheelchair-accessible pool.
  • 3 star hotel
  • Check in: 4:00 PM - midnight
More Photos Photo of Residence Inn by Marriott Kingston Pool
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
Courtyard by Marriott Kingston
+1-888-965-1860

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500 Frank Sottile Blvd, Kingston, NY 12401 ~28.94 miles west of Lakeville
  • Pool details: Wheelchair-accessible pool.
  • Affordable hotel
  • 3 floors in property
More Photos Pool image of Courtyard by Marriott Kingston
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Very Good 8.8 /10 Reviews Call BookMore Details
Hampton Terrace Inn
+1-888-788-5576

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91 Walker Street, Lenox, MA 01240 ~29.01 miles north of Lakeville
  • Pool in hotel: Outdoor seasonal pool, Fence around pool. The seasonal pool will be open from May to September.
  • Expensive property
  • 14 rooms in hotel
More Photos Photo of Hampton Terrace Inn Pool
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Hampton Inn Kingston
+1-888-897-9207

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1307 Ulster Ave, Kingston, NY 12401 ~29.16 miles west of Lakeville
  • Has swimming pool: Pool sun loungers.
  • Three Star hotel
  • 81 rooms in hotel
More Photos Pool image of Hampton Inn Kingston
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Excellent 9.0 /10 Recent Reviews Call BookMore Details
Comfort Inn Saugerties
+1-888-311-4278

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2790 Route 32, Saugerties, NY 12477 ~29.82 miles west of Lakeville
  • Pool available: Pool access available from 7 AM to 10 PM.
  • 3-star hotel
  • 2 floors in property
More Photos Swimming pool at Comfort Inn Saugerties
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Average 7.2 /10 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Saugerties
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2764 Route 32, Saugerties, NY 12477 ~29.83 miles west of Lakeville
  • Has swimming pool: Pool access available from 9:00 AM to 9:00 PM.
  • Cheap property
  • Hotel has an eco-friendly policy Learn more
More Photos Photo of Howard Johnson by Wyndham Saugerties Pool
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Average 7.4 /10 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2777 ROUTE 32, Saugerties, NY 12477 ~29.86 miles west of Lakeville
  • With a pool!
  • Three Star hotel
  • 85 rooms in property
More Photos Swimming pool at Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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Very Good 8.8 /10 Review Score Call BookMore Details
Quality Inn Poughkeepsie
+1-888-841-5292

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536 Haight Ave. Building A, Poughkeepsie, NY 12603 ~30.02 miles southwest of Lakeville
  • We have a pool
  • 3-star property
  • 2 floors in hotel
More Photos Swimming pool at Quality Inn Poughkeepsie
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Average 7.6 /10 Reviews Call BookMore Details
Rodeway Inn Poughkeepsie
+1-888-455-5160

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536 Haight Ave. Building B, Poughkeepsie, NY 12603 ~30.03 miles southwest of Lakeville
  • Has swimming pool
  • Economical hotel
  • Check-in: 3:00 PM - midnight
More Photos Photo of Rodeway Inn Poughkeepsie Pool
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Poor 5.8 /10 Hotel Reviews Call BookMore Details
Courtyard by Marriott Lenox Berkshires
+1-888-965-8297

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70 Pittsfield Rd, Lenox, MA 01240 ~30.62 miles north of Lakeville
  • Pool available: Pool hoist on site, Wheelchair-accessible pool.
  • 3-star hotel
  • 89 rooms in hotel
More Photos Swimming pool at Courtyard by Marriott Lenox Berkshires
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Excellent 9.2 /10 Reviews Call BookMore Details
Element by Marriott Lenox Berkshires
+1-888-906-6358

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130 PITTSFIELD ROAD, Lenox, MA 01240 ~30.87 miles north of Lakeville
  • Pool available: Pool hoist on site.
  • Affordable property
  • Hotel has 3 floors
More Photos Photo of Element by Marriott Lenox Berkshires Pool
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Excellent 9.6 /10 Read Reviews Call BookMore Details
Kingston Regency Inn
+1-888-749-6785

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503 Washington Avenue, Kingston, NY 12401 ~31.02 miles west of Lakeville
  • Pool details: Pool hoist on site, Wheelchair-accessible pool, Billiards or pool table. Pool access available from 10:00 AM to 10:00 PM.
  • Affordable hotel
  • 208 rooms in property
More Photos Photo of Kingston Regency Inn Pool
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Average 7.4 /10 Latest Reviews Call BookMore Details
Holiday Inn Express Poughkeepsie by IHG
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2750 South Road, Poughkeepsie, NY 12601 ~31.98 miles southwest of Lakeville
  • Has swimming pool: Wheelchair-accessible pool.
  • 3-star property
  • Access to gym on-site
More Photos Swimming pool at Holiday Inn Express Poughkeepsie by IHG
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Very Good 8.4 /10 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon
+1-888-389-4485

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55 Simsbury Rd, Avon, CT 06001 ~32.02 miles east of Lakeville
  • Includes a pool: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September.
  • 3 star property
  • Pet Friendly
More Photos Swimming pool at Residence Inn by Marriott Hartford Avon
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Very Good 8.8 /10 Guest Reviews Call BookMore Details
Simsbury Inn
+1-888-389-4121

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397 Hopmeadow Street, Weatogue, CT 06070 ~32.18 miles east of Lakeville
  • Pool in hotel: Billiards or pool table, Pool sun loungers.
  • Affordable hotel
  • 7 suites in hotel
More Photos Pool image of Simsbury Inn
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Very Good 8.6 /10 Review Score Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
445 Pittsfield Rd, Lenox, MA 01240 ~32.26 miles north of Lakeville
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers. Pool access available from 8:00 AM to 10:00 PM.
  • Three Star property
  • 3 floors in hotel
More Photos Pool image of Hampton Inn & Suites Berkshires-Lenox
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Excellent 9.0 /10 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-800-716-8490

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462 Pittsfield Rd, Lenox, MA 01240 ~32.39 miles north of Lakeville
  • Includes a pool
  • Economical Motel property
  • Free complimentary breakfast
More Photos Photo of Howard Johnson by Wyndham Lenox Pool
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Average 7.6 /10 Recent Reviews Call BookMore Details
The Yankee Inn
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
461 Pittsfield Rd, Lenox, MA 01240 ~32.41 miles north of Lakeville
  • Pool in hotel: Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from June to September. Pool access available from 8:00 AM to 10:00 PM.
  • 3 star hotel
  • Gym is available on property
More Photos Pool image of The Yankee Inn
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Excellent 9.2 /10 Reviews Call BookMore Details
Home2 Suites by Hilton Poughkeepsie
+1-888-965-1860

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2619 South Road, Poughkeepsie, NY 12601 ~32.50 miles southwest of Lakeville
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool.
  • Three Star property
  • 111 rooms in hotel
More Photos Swimming pool at Home2 Suites by Hilton Poughkeepsie
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Very Good 8.9 /10 Hotel Reviews Call BookMore Details
Willow Pond Motel
+1-888-788-5576

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14 Mountain Turnpike Rd, Catskill, NY 12414 ~32.60 miles northwest of Lakeville
  • Our hotel comes with a pool
  • Low Cost Motel property
  • Hotel has 16 rooms
More Photos Swimming pool at Willow Pond Motel
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Excellent 9.2 /10 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
+1-888-897-9207

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1055 South Street, Pittsfield, MA 01201 ~32.74 miles north of Lakeville
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 8:00 AM to 10:00 PM.
  • 3 star property
  • 81 rooms in hotel
More Photos Pool image of Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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Excellent 9.4 /10 Latest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-311-4278

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1032 South Street, Pittsfield, MA 01201 ~32.77 miles north of Lakeville
  • Pool in hotel: Swimming pool, Wheelchair-accessible pool.
  • Three Star property
  • 4 floors in property
More Photos Photo of Hilton Garden Inn Lenox Pittsfield Pool
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Excellent 9.2 /10 Review Score Call BookMore Details
Residence Inn by Marriott Poughkeepsie
+1-888-469-4795

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2525 South Rd, Poughkeepsie, NY 12601 ~32.84 miles southwest of Lakeville
  • Pool available: Wheelchair-accessible pool.
  • Midscale hotel
  • 128 suites in property
More Photos Photo of Residence Inn by Marriott Poughkeepsie Pool
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Very Good 8.8 /10 Reviews Call BookMore Details
Avon Old Farms Hotel
+1-888-734-9421

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279 Avon Mountain Rd, Avon, CT 06001 ~32.87 miles east of Lakeville
  • Pool available: Billiards or pool table, Outdoor seasonal pool.
  • 3-star hotel
  • Check in time: 3:00 PM - anytime
More Photos Pool image of Avon Old Farms Hotel
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Very Good 8.4 /10 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Poughkeepsie
+1-888-841-5292

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900 Thomas Watson Dr, Poughkeepsie, NY 12601 ~32.94 miles southwest of Lakeville
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 7:00 AM to 10:00 PM.
  • Mid-scale property
  • Check-in time: 3:00 PM - anytime
More Photos Swimming pool at Homewood Suites by Hilton Poughkeepsie
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Excellent 9.4 /10 Latest Reviews Call BookMore Details
Red Ranch Motel
+1-888-455-5160

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4555 Route 32, Catskill, NY 124146623 ~33.17 miles northwest of Lakeville
  • Pool details: Billiards or pool table, Pool umbrellas, Outdoor seasonal pool, Children's pool, Pool sun loungers. The seasonal pool will be open from June to August. Pool access available from 10 AM to 8 PM.
  • Three Star Motel property
  • 39 sleeping rooms in hotel
More Photos Swimming pool at Red Ranch Motel
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Average 7.2 /10 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2361 South Rd, Poughkeepsie, NY 12601 ~33.18 miles southwest of Lakeville
  • Pool available: Wheelchair-accessible pool.
  • Affordable property
  • Pets/Dogs Allowed
More Photos Photo of Hampton Inn & Suites Poughkeepsie Pool
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Excellent 9.2 /10 Reviews Call BookMore Details
Hampton Inn Waterbury
+1-888-906-6358

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777 Chase Pkwy, Waterbury, CT 06708 ~33.22 miles southeast of Lakeville
  • Includes a pool: Wheelchair-accessible pool.
  • Three Star hotel
  • Fitness center on property
More Photos Photo of Hampton Inn Waterbury Pool
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Very Good 8.2 /10 Read Reviews Call BookMore Details
Holiday Inn Poughkeepsie by IHG
+1-888-749-6785

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2170 South Rd, Poughkeepsie, NY 12601 ~33.24 miles southwest of Lakeville
  • Has swimming pool: Wheelchair-accessible pool.
  • Affordable property
  • Pets Welcome
More Photos Photo of Holiday Inn Poughkeepsie by IHG Pool
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Very Good 8.0 /10 Latest Reviews Call BookMore Details
Heritage Hotel Golf & Conference Center
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
522 Heritage Road, Southbury, CT 06488 ~33.24 miles south of Lakeville
  • Pool details: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Billiards or pool table, Outdoor seasonal pool. The seasonal pool will be open from May to August. Pool access available from 6:00 AM to 8:00 PM.
  • Affordable hotel
  • Hotel has a green policy See policy
More Photos Pool image of Heritage Hotel Golf & Conference Center
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