Jamaica Hotels with Pools - Outdoor/Indoor Pools in Jamaica VT

Jamaica 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 Jamaica, VT for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Jamaica Vermont hotel and motel rooms for children. Review the list of Jamaica hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Jamaica Hotels with Outdoor or Indoor Pools

Hideaway Inn Mt. Snow in Dover 270 Handle Rd., Dover, VT 05356 Call ~9.87 miles southwest of Jamaica
  • Pool details: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Low-priced Mountain property
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From$60 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection - Manchester Center 5383 Main St., Manchester Center, VT 05255 Call ~15.06 miles west of Jamaica
  • Pool details: Indoor & Outdoor (seasonal)
  • 3-star Resort hotel
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From$120 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Aspen at Manchester : 5669 Main St. 5669 Main St., Manchester, VT 05255 Call ~15.10 miles west of Jamaica
  • Pool details: Seasonal outdoor pool, generally open May - October.
  • Midscale Rural property
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From$96 total
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The White House Inn 178 Vt 9 East, Wilmington, VT 05363 Call ~15.41 miles south of Jamaica
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • 4 star Mountain property
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From$90 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Brattleboro in Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 Call ~17.41 miles southeast of Jamaica
  • Pool details: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • 3-star Rural hotel
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From$126 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 - Brattleboro 1186 Putney Rd., Brattleboro, VT 05301 Call ~17.58 miles southeast of Jamaica
  • Pool available: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • Two star Highway hotel
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From$94 total
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Brattleboro 100 Chickering Dr., Brattleboro, VT 05301 Call ~17.74 miles southeast of Jamaica
  • Includes a pool: Indoor pool/ open 5am-11pm
  • Midscale Suburban hotel
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From$94 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Black Mountain Inn : 959 Putney Rd. 959 Putney Rd., Brattleboro, VT 05301 Call ~17.88 miles southeast of Jamaica
  • Pool available: Seasonal outdoor pool
  • Cheap Suburban hotel
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From$68 total
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Econo Lodge Brattleboro South - Brattleboro 515 Canal St., Brattleboro, VT 05301 Call ~19.97 miles southeast of Jamaica
  • We have a pool
  • Economical Downtown hotel
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From$63 total
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Best Western Springfield Hotel in Springfield 818 Charlestown Rd., Springfield, VT 05156 Call ~21.55 miles northeast of Jamaica
  • Pool available: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20' by 50'.
  • Affordable Highway property
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From$127 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Bennington in Bennington 51 Hannaford Sq., Bennington, VT 05201 Call ~25.25 miles west of Jamaica
  • Pool in hotel: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3 star Mountain hotel
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Vervana Trademark Collection by Wyndham in Bennington 141 Main St., Bennington, VT 05201 Call ~25.45 miles southwest of Jamaica
  • Pool details: Outdoor pool.
  • Midscale property
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From$96 total
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Keene Elm City Hotel in Keene 175 Key Rd., Keene, NH 03431 Call ~26.72 miles east of Jamaica
  • Pool in hotel: Heated Indoor Pool Open from 6:30am-10:00pm
  • Three Star Rural hotel
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From$96 total
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Best Western Plus Keene Hotel 401 Winchester St., Keene, NH 03431 Call ~26.96 miles east of Jamaica
  • Includes a pool: Indoor Heated Pool
  • Economy Suburban hotel
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From$90 total
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Keene Downtown 75 Railroad St., Keene, NH 03431 Call ~27.53 miles east of Jamaica
  • Pool details: Heated indoor pool
  • 3 star Downtown property
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From$118 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037 Call ~30.69 miles northeast of Jamaica
  • Includes a pool: Indoor Pool Outdoor Pool - Opened seasonally
  • Three Star Mountain property
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From$144 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247 Call ~31.03 miles southwest of Jamaica
  • Pool in hotel: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • High end Downtown hotel
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From$238 total
Very Good 4.0 /5 Reviews Call BookMore Details
Maple Terrace Motel : 555 Main St. 555 Main St., Williamstown, MA 01267 Call ~33.10 miles southwest of Jamaica
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low Cost Rural hotel
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From$70 total
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Cortina Inn : 476 Holiday Dr. 476 Holiday Dr., Rutland, VT 05701 Call ~35.91 miles north of Jamaica
  • Includes a pool
  • 3-star Suburban property
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From$94 total
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Comfort Inn Rutland Vt 19 Allen St., Rutland, VT 05701 Call ~36.79 miles north of Jamaica
  • Pool details: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Cheap Downtown hotel
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From$70 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Mountain Inn at Killington : 47 Old Mill Rd. 47 Old Mill Rd., Killington, VT 05751 Call ~37.94 miles north of Jamaica
  • With a pool!
  • Affordable Resort hotel
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From$62 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
On The River Inn Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~38.26 miles north of Jamaica
  • Pool details: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • High-end Mountain hotel
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From$150 total
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Best Western Inn & Suites Rutland-Killington - Rutland 5 Best Western Place, Rutland, VT 05701 Call ~39.05 miles north of Jamaica
  • Has swimming pool: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Affordable Rural property
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From$96 total
Very Good 4.5 /5 Review Score Call BookMore Details
Hideaway Inn Mt. Sunapee : 1403 New Hampshire Rte 103 1403 New Hampshire Rte 103, Newbury, NH 03255 Call ~40.23 miles east of Jamaica
  • We have a pool
  • 3 star Resort hotel
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From$96 total
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Vacation Village in The Berkshires 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~43.00 miles southwest of Jamaica
  • Pool in hotel: Pool hours 8am - 11pm Vacation Village in the Berkshires has a heated indoor swimming pool inside the clubhouse and a heated outdoor swimming pool located behind the clubhouse. Weather permitting, the outdoor pool is open seasonally from Memorial Day through Labor Day. Poolside lounge chairs are available to our owners and guests on a first-come, first-served basis. Pool towels are provided at each pool.
  • Midscale Mountain property
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From$90 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237 Call ~44.40 miles southwest of Jamaica
  • Has swimming pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Affordable Mountain hotel
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From$126 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel 45 Airport Rd., West Lebanon, NH 03784 Call ~44.52 miles northeast of Jamaica
  • Has swimming pool: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Low priced Airport hotel
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From$102 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn White River Junction 104 Ballardvale Dr., White River Junction, VT 05001 Call ~44.72 miles northeast of Jamaica
  • We have a pool ready for use
  • 3 star Downtown property
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From$106 total
Very Good 4.0 /5 Review Score Call BookMore Details
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