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 in Springfield
+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'.
  • Mid-scale Highway property
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From$106
Very good 4.0 /5 Recent Reviews Call BookMore Details
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 +1-888-675-2083 ~8.75 miles north of Chester
  • Has a pool!
  • Midscale Rural property
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From$85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
5669 Main St., Manchester, VT 05255 +1-800-716-8490 ~23.30 miles west of Chester
  • Includes a pool: Seasonal outdoor pool, generally open May - October.
  • Three Star Rural property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection : 5383 Main St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
5383 Main St., Manchester Center, VT 05255 +1-800-805-5223 ~23.47 miles west of Chester
  • Includes a pool: Indoor & Outdoor (seasonal)
  • Three Star Resort hotel
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From$100
Average 3.0 /5 Reviews Call BookMore Details
On The River Inn Woodstock
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1653 West Woodstock Rd., Woodstock, VT 05091 +1-888-965-1860 ~24.03 miles north of Chester
  • Includes a pool: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • 4 star Mountain property
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From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Mountaineer Inn
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 +1-888-788-5576 ~25.50 miles southwest of Chester
  • 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 hotel
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From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Brattleboro in Brattleboro
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1378 Putney Rd., Brattleboro, VT 05301 +1-888-897-9207 ~25.68 miles south of Chester
  • Has swimming pool: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • Mid-scale Rural property
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From$105
Very good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1186 Putney Rd., Brattleboro, VT 05301 +1-888-311-4278 ~26.00 miles south of Chester
  • Has swimming pool: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • 2 star Highway hotel
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From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 +1-888-469-4795 ~26.53 miles south of Chester
  • Pool available: Indoor pool/ open 5am-11pm
  • Mid-scale Suburban property
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From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Colonial Motel And Spa
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
889 Putney Rd., Brattleboro, VT 05301 +1-888-734-9421 ~26.57 miles south of Chester
  • Includes a 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
  • Affordable Rural hotel
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From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee in Newbury
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1403 New Hampshire Rte 103, Newbury, NH 03255 +1-888-841-5292 ~27.16 miles east of Chester
  • Includes a swimming pool
  • 3 star Resort hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Killington Mountain Lodge Tapestry Collection by Hilton
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2617 Killington Rd., Killington, VT 05751 +1-888-455-5160 ~27.51 miles north of Chester
  • Pool details: We have a 25 person outdoor hot tub with a fire pit. Indoor pool.
  • 3 star Resort hotel
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From$70
Average 3.0 /5 Guest Reviews Call BookMore Details
Keene Elm City Hotel, an Ascend Collection Hotel - Keene
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
175 Key Rd., Keene, NH 03431 +1-888-965-8297 ~27.74 miles southeast of Chester
  • Pool in hotel: Heated Indoor Pool Open from 6:30am-10:00pm
  • Low priced Rural hotel
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From$95
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Keene Hotel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
401 Winchester St., Keene, NH 03431 +1-888-906-6358 ~28.03 miles southeast of Chester
  • Pool details: Indoor Heated Pool
  • Inexpensive Suburban hotel
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From$75
Very good 4.0 /5 Review Score Call BookMore Details
Best Western West Lebanon- Hanover Hotel : 45 Airport Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
45 Airport Rd., West Lebanon, NH 03784 +1-888-749-6785 ~28.97 miles northeast of Chester
  • Pool in hotel: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Two star Airport hotel
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From$85
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn White River Junction
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
104 Ballardvale Dr., White River Junction, VT 05001 +1-888-878-9982 ~29.26 miles northeast of Chester
  • With a pool!
  • Affordable Downtown property
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From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Brattleboro
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
515 Canal St., Brattleboro, VT 05301 +1-888-389-4485 ~29.34 miles south of Chester
  • Pool in hotel
  • Two star Downtown property
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From$53
Terrible 1.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Rutland Vt : 19 Allen St.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
19 Allen St., Rutland, VT 05701 +1-888-389-4121 ~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 property
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From$59
Very good 4.0 /5 Reviews Call BookMore Details
The White House Inn
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 +1-888-675-2083 ~30.44 miles southwest of Chester
  • Pool available: Small, shallow indoor pool, open 24 hours a day
  • High end Mountain hotel
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From$75
Average 3.0 /5 Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington - Rutland
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
5 Best Western Place, Rutland, VT 05701 +1-800-716-8490 ~30.89 miles northwest of Chester
  • Pool details: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Mid-scale Rural hotel
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From$80
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
35 Labombard Rd., Lebanon, NH 03766 +1-800-805-5223 ~32.19 miles northeast of Chester
  • Pool in hotel: Indoor salt water pool, ADA accessible - open 8am-1pm
  • Midscale Suburban hotel
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From$129
Very good 4.5 /5 Read Reviews Call BookMore Details
The Mountain Top Inn & Resort in Chittenden
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
195 Mountain Top Rd., Chittenden, VT 05737 +1-888-965-1860 ~36.49 miles northwest of Chester
  • Includes a swimming pool
  • High-end hotel
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From$160
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Bennington in Bennington
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 +1-888-788-5576 ~39.87 miles southwest of Chester
  • Pool details: Outdoor, seasonal
  • Low-priced Suburban property
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From$36
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Bennington in Bennington
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 +1-888-897-9207 ~39.94 miles southwest of Chester
  • Includes a pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Mid-scale Mountain property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Henniker Motel
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
61 Craney Pond Rd., Henniker, NH 03242 +1-888-311-4278 ~40.87 miles east of Chester
  • Pool details: Heated indoor pool 8 AM - 10:00 PM
  • Low Cost Mountain hotel
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From$90
Average 3.0 /5 Review Score Call BookMore Details
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