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Jamaica Hotels with Outdoor or Indoor Pools

Hideaway Inn Mt. Snow in Dover 270 Handle Rd., Dover, VT 05356 ~9.87 miles southwest of Jamaica
  • Pool in hotel: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Economical Mountain property
From$50
Average 3.0 /5 Review Score Call BookMore Details
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Palmer House Resort Ascend Hotel Collection : 5383 Main St. 5383 Main St., Manchester Center, VT 05255 ~15.06 miles west of Jamaica
  • Pool available: Indoor & Outdoor (seasonal)
  • Three Star Resort hotel
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Aspen at Manchester - Manchester 5669 Main St., Manchester, VT 05255 ~15.10 miles west of Jamaica
  • Pool in hotel: Seasonal outdoor pool, generally open May - October.
  • 3-star Rural property
From$80
Average 3.0 /5 Review Score Call BookMore Details
The White House Inn 178 Vt 9 East, Wilmington, VT 05363 ~15.41 miles south of Jamaica
  • Pool details: Small, shallow indoor pool, open 24 hours a day
  • Four star Mountain hotel
From$75
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 ~17.41 miles southeast of Jamaica
  • Includes a pool: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • 3-star Rural property
From$105
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 1186 Putney Rd., Brattleboro, VT 05301 ~17.58 miles southeast of Jamaica
  • Has swimming pool: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • Cheap Highway property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro 100 Chickering Dr., Brattleboro, VT 05301 ~17.74 miles southeast of Jamaica
  • Includes a pool: Indoor pool/ open 5am-11pm
  • Midscale Suburban property
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel And Spa : 889 Putney Rd. 889 Putney Rd., Brattleboro, VT 05301 ~17.90 miles southeast of Jamaica
  • Pool in hotel: INDOOR POOL: Monday-saturday 6am to 9pm Sunday : 8am to 9pm Holiday hours may vary It is 75feet Salt water pool with sauna,hot tub, limited gym equipment and locker room. OUTDOOR POOL: Seasonal. Open till dark.Not heated
  • Midscale Rural hotel
From$59
Average 3.0 /5 Review Score Call BookMore Details
Econo Lodge Brattleboro South 515 Canal St., Brattleboro, VT 05301 ~19.97 miles southeast of Jamaica
  • We have a pool
  • Two star Downtown hotel
From$53
Not Good 1.0 /5 Reviews Call BookMore Details
Best Western Springfield Hotel - Springfield 818 Charlestown Rd., Springfield, VT 05156 ~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'.
  • 3-star Highway hotel
From$106
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Bennington - Bennington 51 Hannaford Sq., Bennington, VT 05201 ~25.25 miles west of Jamaica
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Affordable Mountain property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel Vervana Trademark Collection by Wyndham 141 Main St., Bennington, VT 05201 ~25.45 miles southwest of Jamaica
  • Pool available: Outdoor pool.
  • Three Star property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Keene Hotel 401 Winchester St., Keene, NH 03431 ~26.96 miles east of Jamaica
  • Has swimming pool: Indoor Heated Pool
  • Two star Suburban property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Keene Downtown : 75 Railroad St. 75 Railroad St., Keene, NH 03431 ~27.53 miles east of Jamaica
  • Pool available: Heated indoor pool
  • 3-star Downtown property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort : 485 Hotel Rd. 485 Hotel Rd., Brownsville, VT 05037 ~30.69 miles northeast of Jamaica
  • Pool in hotel: Indoor Pool Outdoor Pool - Opened seasonally
  • Midscale Mountain property
From$120
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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The Porches Inn at Mass Moca : 231 River St. 231 River St., North Adams, MA 01247 ~31.03 miles southwest of Jamaica
  • Pool available: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Expensive Downtown property
From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Maple Terrace Motel 555 Main St., Williamstown, MA 01267 ~33.10 miles southwest of Jamaica
  • Includes a pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low Cost Rural hotel
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Cortina Inn in Rutland 476 Holiday Dr., Rutland, VT 05701 ~35.91 miles north of Jamaica
  • Has a pool!
  • 3-star Suburban hotel
From$79
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn Rutland Vt 19 Allen St., Rutland, VT 05701 ~36.79 miles north of Jamaica
  • Includes a pool: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Low-priced Downtown hotel
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
The Mountain Inn at Killington - Killington 47 Old Mill Rd., Killington, VT 05751 ~37.94 miles north of Jamaica
  • Has a pool!
  • Mid-scale Resort hotel
From$52
Very Good 4.0 /5 Review Score Call BookMore Details
On The River Inn Woodstock : 1653 West Woodstock Rd. 1653 West Woodstock Rd., Woodstock, VT 05091 ~38.26 miles north of Jamaica
  • Includes a pool: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • Four-star Mountain hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Best Western Inn & Suites Rutland-Killington - Rutland 5 Best Western Place, Rutland, VT 05701 ~39.05 miles north of Jamaica
  • Includes a pool: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Mid-scale Rural hotel
From$80
Very Good 4.5 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee : 1403 New Hampshire Rte 103 1403 New Hampshire Rte 103, Newbury, NH 03255 ~40.23 miles east of Jamaica
  • We have a pool ready for use
  • 3-star Resort hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires : 276 Brodie Mtn Rd. 276 Brodie Mtn Rd., Lanesborough, MA 01237 ~43.00 miles southwest of Jamaica
  • Pool available: 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.
  • 3 star Mountain property
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237 ~44.40 miles southwest of Jamaica
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3-star Mountain property
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel - West Lebanon 45 Airport Rd., West Lebanon, NH 03784 ~44.52 miles northeast of Jamaica
  • Pool details: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • 2 star Airport property
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
The White River Inn & Suites in White River Junction 91 Ballardvale Dr., White River Junction, VT 05001 ~44.68 miles northeast of Jamaica
  • With a pool!
  • Cheap Highway hotel
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn White River Junction - White River Junction 104 Ballardvale Dr., White River Junction, VT 05001 ~44.72 miles northeast of Jamaica
  • Includes a pool
  • 3 star Downtown property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details

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