Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Windsor Hotels with Outdoor or Indoor Pools

Holiday Inn Club Vacations Ascutney Mountain Resort
+1-888-389-4121
485 Hotel Rd., Brownsville, VT 05037 ~3.83 miles west of Windsor
  • Has swimming pool: Indoor Pool Outdoor Pool - Opened seasonally
  • Mid-scale Mountain property
From$120
Very Good 4.0 /5 Read Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Windsor" Get Alexa Skill →
Best Western West Lebanon- Hanover Hotel - West Lebanon
+1-888-675-2083
45 Airport Rd., West Lebanon, NH 03784 ~11.23 miles northeast of Windsor
  • Pool available: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Two-star Airport hotel
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn White River Junction - White River Junction
+1-800-716-8490
104 Ballardvale Dr., White River Junction, VT 05001 ~11.81 miles north of Windsor
  • Our hotel comes with a pool
  • 3 star Downtown hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
On The River Inn Woodstock in Woodstock
+1-800-805-5223
1653 West Woodstock Rd., Woodstock, VT 05091 ~11.87 miles northwest of Windsor
  • Pool details: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • Four star Mountain property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon
+1-888-965-1860
35 Labombard Rd., Lebanon, NH 03766 ~14.31 miles northeast of Windsor
  • Pool in hotel: Indoor salt water pool, ADA accessible - open 8am-11pm
  • Three Star Suburban property
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Springfield Hotel
+1-888-788-5576
818 Charlestown Rd., Springfield, VT 05156 ~14.77 miles south of Windsor
  • Pool details: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20' by 50'.
  • Midscale Highway hotel
From$106
Very Good 4.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee in Newbury
+1-888-897-9207
1403 New Hampshire Rte 103, Newbury, NH 03255 ~19.10 miles southeast of Windsor
  • Pool in hotel
  • Three Star Resort hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Mountain Inn at Killington in Killington
+1-888-311-4278
47 Old Mill Rd., Killington, VT 05751 ~22.58 miles west of Windsor
  • Includes a pool
  • Mid-scale Resort property
From$52
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington
+1-888-469-4795
5 Best Western Place, Rutland, VT 05701 ~29.11 miles west of Windsor
  • Pool in hotel: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Three Star Rural property
From$80
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Cortina Inn in Rutland
+1-888-734-9421
476 Holiday Dr., Rutland, VT 05701 ~29.53 miles west of Windsor
  • We have a pool ready for use
  • Mid-scale Suburban property
From$79
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn Rutland Vt
+1-888-841-5292
19 Allen St., Rutland, VT 05701 ~29.71 miles west of Windsor
  • Has swimming pool: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Low-priced Downtown property
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Henniker Motel : 61 Craney Pond Rd.
+1-888-455-5160
61 Craney Pond Rd., Henniker, NH 03242 ~37.24 miles southeast of Windsor
  • Pool in hotel: Heated indoor pool 8 AM - 10:00 PM
  • Low Cost Mountain property
From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Keene Downtown
+1-888-965-8297
75 Railroad St., Keene, NH 03431 ~38.16 miles south of Windsor
  • Pool in hotel: Heated indoor pool
  • 3-star Downtown hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Aspen at Manchester - Manchester
+1-888-906-6358
5669 Main St., Manchester, VT 05255 ~38.40 miles southwest of Windsor
  • Pool details: Seasonal outdoor pool, generally open May - October.
  • Affordable Rural hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Keene Elm City Hotel in Keene
+1-888-749-6785
175 Key Rd., Keene, NH 03431 Website ~38.49 miles south of Windsor
  • Has swimming pool: Heated Indoor Pool Open from 6:30am-10:00pm
  • Midscale Rural hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Windsor" Get Alexa Skill →
Palmer House Resort Ascend Hotel Collection
+1-888-878-9982
5383 Main St., Manchester Center, VT 05255 ~38.63 miles southwest of Windsor
  • Has swimming pool: Indoor & Outdoor (seasonal)
  • 3 star Resort hotel
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Keene Hotel
+1-888-389-4485
401 Winchester St., Keene, NH 03431 ~38.75 miles south of Windsor
  • Pool in hotel: Indoor Heated Pool
  • Low Cost Suburban property
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Colds Spring Resort : 460 North Ashland Rd.
+1-888-389-4121
460 North Ashland Rd., Ashland, NH 03217 ~40.80 miles east of Windsor
  • Pool details: Indoor pool
  • Three Star Rural property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Brattleboro
+1-888-675-2083
1378 Putney Rd., Brattleboro, VT 05301 ~41.20 miles south of Windsor
  • Has swimming pool: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • 3-star Rural hotel
From$105
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91
+1-800-716-8490
1186 Putney Rd., Brattleboro, VT 05301 ~41.56 miles south of Windsor
  • Includes a pool: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • 2-star Highway property
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites - Tilton
+1-800-805-5223
75 Tilton Rd., Tilton, NH 03276 ~41.83 miles east of Windsor
  • Has swimming pool
  • Mid-scale Lake property
From$94
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Tilton
+1-888-965-1860
195 Laconia Rd., Tilton, NH 03276 ~42.00 miles east of Windsor
  • Pool in hotel: Indoor Pool 7am-10pm
  • Midscale Lake hotel
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Black Mountain Inn - Brattleboro
+1-888-788-5576
959 Putney Rd., Brattleboro, VT 05301 ~42.06 miles south of Windsor
  • Pool available: Seasonal outdoor pool
  • Cheap Suburban property
From$57
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro
+1-888-897-9207
100 Chickering Dr., Brattleboro, VT 05301 ~42.19 miles south of Windsor
  • Pool available: Indoor pool/ open 5am-11pm
  • Affordable Suburban property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Snow in Dover
+1-888-311-4278
270 Handle Rd., Dover, VT 05356 ~43.38 miles southwest of Windsor
  • Pool in hotel: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Inexpensive Mountain property
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Brattleboro South
+1-888-469-4795
515 Canal St., Brattleboro, VT 05301 ~44.98 miles south of Windsor
  • Our hotel comes with a pool
  • Economy Downtown property
From$53
Not Good 1.0 /5 Review Score Call BookMore Details

Next: Show All Available Windsor Hotels with Pricing
Back to Top