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.

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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 ~8.01 miles east of Chester
  • 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
More Photos Pool image of Best Western Springfield Hotel
From$106
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Pointe at Castle Hill Resort : 2940 State Route 103
+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 ~8.75 miles north of Chester
  • Has swimming pool
  • Midscale Rural property
More Photos Photo of Pointe at Castle Hill Resort Pool
From$85
Very good 4.0 /5 Guest Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain - 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 ~9.78 miles west of Chester
  • Our hotel comes with a pool
  • Affordable Mountain property
More Photos Photo of Blue Gentian Lodge at Magic Mountain Pool
From$119
Very good 4.5 /5 Recent Reviews Call BookMore Details
Aspen at Manchester
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
5669 Main St., Manchester, VT 05255 ~23.30 miles west of Chester
  • Pool available: Seasonal outdoor pool, generally open May - October.
  • 3 star Rural property
More Photos Swimming pool at Aspen at Manchester
From$80
Average 3.0 /5 Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
5383 Main St., Manchester Center, VT 05255 ~23.47 miles west of Chester
  • Pool available: Indoor & Outdoor (seasonal)
  • Affordable Resort hotel
More Photos Swimming pool at Palmer House Resort Ascend Hotel Collection
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
On The River Inn Woodstock
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1653 West Woodstock Rd., Woodstock, VT 05091 ~24.03 miles north of Chester
  • Has swimming pool: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • 4 star Mountain property
More Photos Photo of On The River Inn Woodstock Pool
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Mountaineer Inn : 270 Handle Rd.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 ~25.50 miles southwest of Chester
  • Pool in hotel: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • 2 star Mountain hotel
More Photos Swimming pool at Mountaineer Inn
From$50
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr.
+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 ~26.53 miles south of Chester
  • Pool available: Indoor pool/ open 5am-11pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites Brattleboro
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Killington Mountain Lodge Tapestry Collection by Hilton in Killington
+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 ~27.51 miles north of Chester
  • Pool details: We have a 25 person outdoor hot tub with a fire pit. Indoor pool.
  • Three Star Resort property
More Photos Swimming pool at Killington Mountain Lodge Tapestry Collection by Hilton
From$70
Average 3.0 /5 Hotel Reviews Call BookMore Details
Keene Elm City Hotel, Ascend Hotel Collection
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
175 Key Rd., Keene, NH 03431 ~27.74 miles southeast of Chester
  • Pool details: Heated Indoor Pool Open from 6:30am-10:00pm
  • Inexpensive Rural property
More Photos Pool image of Keene Elm City Hotel, Ascend Hotel Collection
From$95
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Keene Downtown
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
75 Railroad St., Keene, NH 03431 ~27.94 miles southeast of Chester
  • Includes a pool: Heated indoor pool
  • Affordable Downtown hotel
More Photos Pool image of Courtyard by Marriott Keene Downtown
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Keene Hotel - Keene
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
401 Winchester St., Keene, NH 03431 ~28.03 miles southeast of Chester
  • Pool details: Indoor Heated Pool
  • Cheap Suburban property
More Photos Swimming pool at Best Western Plus Keene Hotel
From$75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel - West Lebanon
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
45 Airport Rd., West Lebanon, NH 03784 ~28.97 miles northeast of Chester
  • Has swimming pool: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Two star Airport hotel
More Photos Photo of Best Western West Lebanon- Hanover Hotel Pool
From$85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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Comfort Inn Rutland Vt
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
19 Allen St., Rutland, VT 05701 ~29.65 miles northwest of Chester
  • Has swimming pool: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Low-priced Downtown property
More Photos Swimming pool at Comfort Inn Rutland Vt
From$59
Very good 4.0 /5 Review Score Call BookMore Details
The White House Inn : 178 Vt 9 East
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 ~30.44 miles southwest of Chester
  • Pool available: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain property
More Photos Swimming pool at The White House Inn
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
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Best Western Inn & Suites Rutland-Killington
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
5 Best Western Place, Rutland, VT 05701 ~30.89 miles northwest of Chester
  • Pool details: Outdoor, heated salt water pool open seasonally
  • 3 star Rural property
More Photos Swimming pool at Best Western Inn & Suites Rutland-Killington
From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon - Lebanon
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
35 Labombard Rd., Lebanon, NH 03766 ~32.19 miles northeast of Chester
  • Pool available: Indoor salt water pool, ADA accessible - open 8am-1pm
  • Affordable Suburban property
More Photos Pool image of Hilton Garden Inn Hanover Lebanon
From$129
Very good 4.5 /5 Guest Reviews Call BookMore Details
The Mountain Top Inn & Resort : 195 Mountain Top Rd.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
195 Mountain Top Rd., Chittenden, VT 05737 ~36.49 miles northwest of Chester
  • Our hotel comes with a pool
  • High end hotel
More Photos Pool image of The Mountain Top Inn & Resort
From$160
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Bennington in Bennington
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 ~39.87 miles southwest of Chester
  • Pool in hotel: Outdoor, seasonal
  • Inexpensive Suburban hotel
More Photos Photo of Best Western Bennington Pool
From$36
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Bennington
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 ~39.94 miles southwest of Chester
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain property
More Photos Pool image of Hampton Inn Bennington
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Henniker Motel
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
61 Craney Pond Rd., Henniker, NH 03242 ~40.87 miles east of Chester
  • Pool available: Heated indoor pool 8 AM - 10:00 PM
  • Two star Mountain hotel
More Photos Swimming pool at Henniker Motel
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details

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