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Jamaica Hotels with Outdoor or Indoor Pools

Hideaway Inn Mt. Snow - Dover 270 Handle Rd., Dover, VT 05356 ~9.87 miles southwest of Jamaica
  • Has swimming pool: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Economy Mountain property
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Palmer House Resort Ascend Hotel Collection in Manchester Center 5383 Main St., Manchester Center, VT 05255 ~15.06 miles west of Jamaica
  • Includes a pool: Indoor & Outdoor (seasonal)
  • Affordable Resort hotel
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255 ~15.10 miles west of Jamaica
  • Has swimming pool: Seasonal outdoor pool, generally open May - October.
  • Mid-scale Rural hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The White House Inn : 178 Vt 9 East 178 Vt 9 East, Wilmington, VT 05363 ~15.41 miles south of Jamaica
  • Includes a pool: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain property
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 ~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'
  • Midscale Rural property
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 : 1186 Putney Rd. 1186 Putney Rd., Brattleboro, VT 05301 ~17.58 miles southeast of Jamaica
  • Includes a pool: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • Economical Highway hotel
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro - Brattleboro 100 Chickering Dr., Brattleboro, VT 05301 ~17.74 miles southeast of Jamaica
  • Pool available: Indoor pool/ open 5am-11pm
  • Affordable Suburban property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Black Mountain Inn : 959 Putney Rd. 959 Putney Rd., Brattleboro, VT 05301 ~17.88 miles southeast of Jamaica
  • Pool details: Seasonal outdoor pool
  • Low-priced Suburban property
From$57
Average 3.5 /5 Read Reviews Call BookMore Details
Colonial Motel And Spa 889 Putney Rd., Brattleboro, VT 05301 ~17.90 miles southeast of Jamaica
  • Has swimming pool: 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
  • 3-star Rural hotel
From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Brattleboro South : 515 Canal St. 515 Canal St., Brattleboro, VT 05301 ~19.97 miles southeast of Jamaica
  • We have a pool
  • Economical Downtown property
From$53
Not Good 1.0 /5 Read Reviews Call BookMore Details
Best Western Springfield Hotel in Springfield 818 Charlestown Rd., Springfield, VT 05156 ~21.55 miles northeast of Jamaica
  • Pool in hotel: 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 51 Hannaford Sq., Bennington, VT 05201 ~25.25 miles west of Jamaica
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Midscale Mountain property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hotel Vervana Trademark Collection by Wyndham 141 Main St., Bennington, VT 05201 ~25.45 miles southwest of Jamaica
  • Includes a pool: Outdoor pool.
  • Midscale property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Keene Elm City Hotel 175 Key Rd., Keene, NH 03431 ~26.72 miles east of Jamaica
  • Pool available: Heated Indoor Pool Open from 6:30am-10:00pm
  • Affordable Rural hotel
From$80
Average 3.0 /5 Guest Reviews 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
  • 2-star Suburban hotel
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
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Courtyard by Marriott Keene Downtown 75 Railroad St., Keene, NH 03431 ~27.53 miles east of Jamaica
  • Pool in hotel: Heated indoor pool
  • 3 star Downtown hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort in Brownsville 485 Hotel Rd., Brownsville, VT 05037 ~30.69 miles northeast of Jamaica
  • Pool in hotel: Indoor Pool Outdoor Pool - Opened seasonally
  • Three Star Mountain hotel
From$120
Very Good 4.0 /5 Reviews Call BookMore Details
The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247 ~31.03 miles southwest of Jamaica
  • Pool details: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four star Downtown hotel
From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Maple Terrace Motel : 555 Main St. 555 Main St., Williamstown, MA 01267 ~33.10 miles southwest of Jamaica
  • Pool details: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Two star Rural property
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Cortina Inn in Rutland 476 Holiday Dr., Rutland, VT 05701 ~35.91 miles north of Jamaica
  • Has swimming pool
  • Midscale Suburban hotel
From$79
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn Rutland Vt : 19 Allen St. 19 Allen St., Rutland, VT 05701 ~36.79 miles north of Jamaica
  • Pool available: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Economy Downtown hotel
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
The Mountain Inn at Killington 47 Old Mill Rd., Killington, VT 05751 ~37.94 miles north of Jamaica
  • With a pool!
  • Three Star Resort hotel
From$52
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
On The River Inn Woodstock - Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 ~38.26 miles north of Jamaica
  • Has swimming pool: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • High end Mountain property
From$125
Average 3.0 /5 Review Score Call BookMore Details
Best Western Inn & Suites Rutland-Killington 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
  • Three Star Rural property
From$80
Very Good 4.5 /5 Latest 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
  • 3 star Resort hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires 276 Brodie Mtn Rd., Lanesborough, MA 01237 ~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.
  • 3-star Mountain hotel
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237 ~44.40 miles southwest of Jamaica
  • Pool available: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Affordable Mountain property
From$105
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel 45 Airport Rd., West Lebanon, NH 03784 ~44.52 miles northeast of Jamaica
  • Includes a pool: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Cheap Airport property
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The White River Inn & Suites - White River Junction 91 Ballardvale Dr., White River Junction, VT 05001 ~44.68 miles northeast of Jamaica
  • We have a pool
  • Low priced Highway property
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn White River Junction 104 Ballardvale Dr., White River Junction, VT 05001 ~44.72 miles northeast of Jamaica
  • Includes a swimming pool
  • Mid-scale Downtown hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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