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

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

Chester Hotels with Outdoor or Indoor Pools

Best Western Springfield Hotel : 818 Charlestown Rd.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
818 Charlestown Rd., Springfield, VT 05156 +1-888-389-4121 ~8.01 miles east of Chester
  • Pool in hotel: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20'' by 50''.
  • Midscale Highway property
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From$106
Very Good 4.0 /5 Review Score Call BookMore Details
Pointe at Castle Hill Resort in Proctorsville
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2940 State Route 103, Proctorsville, VT 05153 +1-888-675-2083 ~8.75 miles north of Chester
  • We have a pool
  • Mid-scale Rural hotel
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From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain in Londonderry
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
289 Magic Mountain Access, Londonderry, VT 05148 +1-800-716-8490 ~9.78 miles west of Chester
  • We have a pool ready for use
  • 3 star Mountain hotel
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From$119
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
485 Hotel Rd., Brownsville, VT 05037 +1-800-805-5223 ~15.23 miles northeast of Chester
  • Has swimming pool: Indoor Pool Outdoor Pool - Opened seasonally
  • Mid-scale Mountain hotel
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From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aspen at Manchester in Manchester Center
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
5669 Main St., Manchester Center, VT 05255 +1-888-965-1860 ~23.30 miles west of Chester
  • Pool available: Seasonal outdoor pool. Our outdoor pool is currently closed for 2021 and will reopen during summer.
  • 2-star Rural hotel
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From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
5383 Main St., Manchester Center, VT 05255 +1-888-788-5576 ~23.47 miles west of Chester
  • Pool details: Indoor & Outdoor (seasonal)
  • Three Star Resort property
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From$100
Average 3.0 /5 Reviews Call BookMore Details
Woodstock Inn & Resort
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
Fourteen The Green, Woodstock, VT 05091 +1-888-897-9207 ~25.16 miles north of Chester
  • We have a pool ready for use
  • Four-star Resort hotel
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 +1-888-311-4278 ~26.53 miles south of Chester
  • Pool details: Indoor pool/ open 6am-11pm
  • Midscale Rural hotel
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Killington Mountain Lodge, Tapestry Collection by Hilton
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2617 Killington Rd., Killington, VT 05751 +1-888-469-4795 ~27.54 miles north of Chester
  • Has swimming pool: We have a 25 person outdoor hot tub with a fire pit. Indoor pool.
  • Four star Resort property
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From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Keene Hotel : 401 Winchester St.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
401 Winchester St., Keene, NH 03431 +1-888-734-9421 ~28.03 miles southeast of Chester
  • Has swimming pool: Indoor Heated Pool
  • Economy Suburban hotel
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From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hill Farm by Sagra : 458 Hill Farm Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
458 Hill Farm Rd., Sunderland, VT 05250 +1-888-841-5292 ~28.44 miles west of Chester
  • We have a pool ready for use
  • 3-star Resort property
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From$149
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
45 Airport Rd., West Lebanon, NH 03784 +1-888-455-5160 ~28.97 miles northeast of Chester
  • Pool details: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • 2 star Airport hotel
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From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn at Trolley Square : 19 Allen St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
19 Allen St., Rutland, VT 05701 +1-888-965-8297 ~29.65 miles northwest of Chester
  • Pool in hotel: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Two-star Downtown hotel
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From$59
Very Good 4.0 /5 Review Score Call BookMore Details
The White House Inn - Wilmington
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 +1-888-906-6358 ~30.44 miles southwest of Chester
  • Pool details: Small, shallow indoor pool, open 24 hours a day
  • Expensive Mountain property
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From$75
Average 3.0 /5 Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington in Rutland
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
5 Best Western Place, Rutland, VT 05701 +1-888-749-6785 ~30.89 miles northwest of Chester
  • Pool in hotel: Outdoor, heated salt water pool open seasonally
  • Affordable Rural property
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon in Lebanon
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
35 Labombard Rd., Lebanon, NH 03766 +1-888-878-9982 ~32.19 miles northeast of Chester
  • Pool in hotel: Indoor salt water pool, ADA accessible - open 8am-1pm
  • Affordable Suburban hotel
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From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Henniker Motel
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
61 Craney Pond Rd., Henniker, NH 03242 +1-888-389-4485 ~40.87 miles east of Chester
  • Has swimming pool: Heated indoor pool 8 AM - 10:00 PM
  • Low priced Mountain hotel
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From$90
Average 3.0 /5 Review Score Call BookMore Details
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