Winchester Hotels with Outdoor or Indoor Pools

Best Western Plus New Englander : 1 Rainin Rd.
+1-888-389-4121
1 Rainin Rd., Woburn, MA 01801 +1-888-389-4121 ~1.99 miles northeast of Winchester
  • Pool in hotel: Indoor heated pool Open 6 am - 10 pm
  • 3-star Suburban hotel
From$72
Average 3.5 /5 Reviews Call BookMore Details
Hilton Boston / Woburn
+1-888-675-2083
2 Forbes Rd., Woburn, MA 01801 +1-888-675-2083 ~2.96 miles north of Winchester
  • Has swimming pool: Indoor
  • Expensive Suburban property
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Boston Woburn An Ihg Hotel - Woburn
+1-800-716-8490
15 Middlesex Canal Park, Woburn, MA 01801 +1-800-716-8490 ~2.99 miles north of Winchester
  • Has swimming pool: Open from 7am to 10pm. Reservations Required.
  • 4-star Suburban hotel
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Boston/Medford
+1-800-805-5223
116 Riverside Ave., Medford, MA 02155 +1-800-805-5223 ~3.11 miles southeast of Winchester
  • Includes a pool: Our indoor pool is open between the hours of 6:00AM and 10:00PM.
  • Affordable Suburban hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Boston / Burlington
+1-888-965-1860
2 Van De Graaff Dr., Burlington, MA 01803 +1-888-965-1860 ~3.50 miles northwest of Winchester
  • Pool details: The hotel pool is open seasonally from Memorial Day to Labor Day. It is open from 10am-10pm weather dependent during that time.
  • Affordable Suburban hotel
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Boston Woburn in Woburn
+1-888-788-5576
300 Presidential Way, Woburn, MA 01801 +1-888-788-5576 ~4.50 miles north of Winchester
  • Pool available: Heated indoor pool and whirlpool. Open 7 days a week from 6:00AM-10:00PM
  • Mid-scale Suburban property
From$110
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Archer Hotel Boston/Burlington - Burlington
+1-888-897-9207
18 3rd Ave., Burlington, MA 01803 +1-888-897-9207 ~4.94 miles west of Winchester
  • Pool in hotel: Indoor saline pool
  • Expensive Suburban hotel
From$199
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Boston - Saugus - Saugus
+1-888-311-4278
999 Broadway, Saugus, MA 01906 +1-888-311-4278 ~5.81 miles east of Winchester
  • Pool available: Seasonal Outdoor pool from Memorial Day to Labor Day. The pool is open from 7am-9pm everyday.
  • 2-star Airport hotel
From$82
Very Good 4.0 /5 Reviews Call BookMore Details
Element Lexington - Lexington
+1-888-469-4795
727 B Marrett Rd., Lexington, MA 02421 +1-888-469-4795 ~6.29 miles west of Winchester
  • Includes a pool: Whether you start your day with laps or take a dip to unwind at the end of the day, the indoor salt water swimming pool at Element Lexington is an invigorating space, morning through night. It’s open to our guests of all ages every day of the year, 6am to 11pm.
  • Three Star Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Aloft Lexington in Lexington
+1-888-734-9421
727 a Marrett Rd., Lexington, MA 02421 +1-888-734-9421 ~6.29 miles west of Winchester
  • Has swimming pool: Wind down after a workout or just take a quiet timeout to yourself at splash, Aloft Lexington’s refreshing indoor salt water pool. It’s great for a leisurely swim—or even some poolside email catch-up, thanks to free wireless Internet service. And it's even eco-friendly, using a cleaner, greener saline solution! Early birds and night owls equally welcome, with hours from 6am to 11pm
  • Mid-scale Suburban property
From$76
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Boston Billerica / Bedford / Burlington
+1-888-841-5292
35 Middlesex Turnpike, Billerica, MA 01821 +1-888-841-5292 ~6.30 miles northwest of Winchester
  • Includes a pool
  • Three Star Suburban property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Boston Logan Airport Chelsea
+1-888-455-5160
201 Everett Ave., Chelsea, MA 02150 +1-888-455-5160 ~6.39 miles southeast of Winchester
  • Includes a pool: Visit our indoor, heated pool. Open from 7am - 10pm
  • Four star Airport property
From$78
Very Good 4.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton Boston Logan : 407 Squire Rd.
+1-888-965-8297
407 Squire Rd., Revere, MA 02151 +1-888-965-8297 ~6.47 miles east of Winchester
  • Includes a pool: 6am - 10pm, indoor heated pool
  • 3 star Airport hotel
From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree Suites by Hilton Hotel Boston Cambridge
+1-888-906-6358
400 Soldiers Field Rd., Boston, MA 02134 +1-888-906-6358 ~6.63 miles south of Winchester
  • Includes a swimming pool
  • High-end Downtown property
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Boston Marriott Cambridge - Cambridge
+1-888-749-6785
2 Cambridge Center 50 Broadway, Cambridge, MA 02142 +1-888-749-6785 ~6.86 miles southeast of Winchester
  • Has a pool!
  • 4 star Downtown property
From$150
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Boston Logan Airport - Chelsea, an IHG Hotel
+1-888-878-9982
1012 Broadway, Chelsea, MA 02150 +1-888-878-9982 ~7.03 miles southeast of Winchester
  • Pool details: Indoor Heated Salt Water Pool
  • Affordable Airport property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Boston Newton - Newton
+1-888-389-4485
320 Washington St., Newton, MA 02458 +1-888-389-4485 ~7.27 miles south of Winchester
  • Pool available: While staying at the hotel, relax in our indoor heated pool overlooking the highway. The pool was recently renovated and is located on the 3rd floor. The Indoor Pool is open to hotel guests from 7:00 AM to 10:00 PM.
  • Mid-scale Suburban property
From$99
Average 3.5 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Boston / Waltham
+1-888-389-4121
450 Totten Pond Rd., Waltham, MA 02451 +1-888-389-4121 ~7.30 miles southwest of Winchester
  • Includes a pool: Indoor pool open daily from 7am - 10pm.
  • Affordable Highway property
From$82
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Plus Waltham Boston - Waltham
+1-888-675-2083
380 Winter St., Waltham, MA 02451 +1-888-675-2083 ~7.33 miles southwest of Winchester
  • Has swimming pool
  • Mid-scale hotel
From$87
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wyndham Boston Beacon Hill
+1-800-716-8490
5 Blossom St., Boston, MA 02114 +1-800-716-8490 ~7.39 miles southeast of Winchester
  • Has swimming pool: Seasonal outdoor pool, typically open Memorial Day to Labor Day.
  • 4-star Downtown property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt House Boston / Waltham - Waltham
+1-800-805-5223
54 4th Ave., Waltham, MA 02451 +1-800-805-5223 ~7.42 miles southwest of Winchester
  • Pool details: Heated outdoor pool open Memorial Day through Labor Day.
  • 3-star Suburban property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Boston Logan Airport / Chelsea
+1-888-965-1860
30 Eastern Ave., Chelsea, MA 02150 +1-888-965-1860 ~7.42 miles southeast of Winchester
  • Pool in hotel: Indoor Heated Saltwater Pool open from 7AM to 10PM.
  • 3-star Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Westin Waltham-Boston
+1-888-788-5576
70 3rd Ave., Waltham, MA 02451 +1-888-788-5576 ~7.50 miles southwest of Winchester
  • Has swimming pool: Located on the lower level of the hotel, our indoor heated pool makes aquatic fun a year-round activity. Relax on a chaise lounge and enjoy views of the grounds from floor-to-ceiling windows. When it’s time for a snack, order from our in-room dining menu and have it delivered poolside. The pool is 350 sq ft. It is open from 6:00am-11pm
  • High end Suburban property
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Staybridge Suites
+1-888-897-9207
244 Revere Beach Pkwy., Revere, MA 02151 +1-888-897-9207 ~7.58 miles east of Winchester
  • Pool available: Indoor Heated Saline Pool
  • 3-star Airport property
From$99
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Boston - Logan Airport in Revere
+1-888-311-4278
230 Lee Burbank Highway, Revere, MA 02151 +1-888-311-4278 ~7.64 miles east of Winchester
  • Has swimming pool
  • Mid-scale Airport hotel
From$84
Average 3.0 /5 Review Score Call BookMore Details
Embassy Suites by Hilton Boston Waltham in Waltham
+1-888-469-4795
550 Winter St., Waltham, MA 02451 +1-888-469-4795 ~7.71 miles southwest of Winchester
  • Has swimming pool: 6am to 11pm Daily 40 x 20 Indoor
  • Mid-scale Suburban property
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Arcadian powered by Sonder
+1-888-734-9421
1200 Beacon St., Brookline, MA 02446 +1-888-734-9421 ~7.75 miles south of Winchester
  • Includes a pool: Heated indoor saltwater pool and hot tub, 9am-9pm
  • Low-priced Downtown property
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Back Bay / Fenway : 125 Brookline Ave.
+1-888-841-5292
125 Brookline Ave., Boston, MA 02215 +1-888-841-5292 ~7.78 miles south of Winchester
  • Pool in hotel: Indoor pool located on our Rooftop Terrace Open from 7am - 9:30pm
  • Mid-scale Downtown property
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Boston / Waltham : 135 2nd Ave.
+1-888-455-5160
135 2nd Ave., Waltham, MA 02451 +1-888-455-5160 ~7.86 miles southwest of Winchester
  • Pool details: Indoor Heated Pool
  • Affordable Suburban hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Verb Hotel - Boston
+1-888-965-8297
1271 Boylston St., Boston, MA 02215 +1-888-965-8297 ~7.87 miles south of Winchester
  • Pool in hotel: Open 8 AM to 10 PM. Open Year Round- Heated outdoor pool
  • High end Downtown hotel
From$109
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Boston Marriott Long Wharf in Boston
+1-888-906-6358
296 State St., Boston, MA 02109 +1-888-906-6358 ~7.92 miles southeast of Winchester
  • We have a pool
  • Four star Downtown hotel
From$279
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Boston Brookline
+1-888-749-6785
40 Webster St., Brookline, MA 02446 +1-888-749-6785 ~7.93 miles south of Winchester
  • Pool in hotel: 8am-10pm, indoor lap pool. Heated to utilize during the winter.
  • Affordable Downtown hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Boston Logan Airport
+1-888-878-9982
100 Boardman St., Boston, MA 02128 +1-888-878-9982 ~7.94 miles southeast of Winchester
  • Pool available: Indoor Pool
  • Mid-scale Airport hotel
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Boston Back Bay : 40 Dalton St.
+1-888-389-4485
40 Dalton St., Boston, MA 02115 +1-888-389-4485 ~7.97 miles south of Winchester
  • Has a pool!
  • High end Convention Center hotel
From$199
Average 3.0 /5 Review Score Call BookMore Details
Sheraton Boston, a Marriott Hotel
+1-888-389-4121
39 Dalton St., Boston, MA 02199 +1-888-389-4121 ~7.98 miles south of Winchester
  • Includes a pool
  • High end Downtown property
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express in Revere
+1-888-675-2083
245 Revere Beach Pkwy., Revere, MA 02151 +1-888-675-2083 ~8.10 miles east of Winchester
  • Pool available: Indoor Heated Saline Pool
  • Midscale Airport property
From$99
Average 3.0 /5 Reviews Call BookMore Details
Intercontinental Boston An Ihg Hotel
+1-800-716-8490
510 Atlantic Ave., Boston, MA 02210 +1-800-716-8490 ~8.21 miles southeast of Winchester
  • Pool in hotel: InterContinental Boston has an indoor pool.
  • Luxury 5-star Downtown hotel
From$100
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
DoubleTree by Hilton Boston - Downtown
+1-800-805-5223
821 Washington St., Boston, MA 02111 +1-800-805-5223 ~8.23 miles southeast of Winchester
  • Our hotel comes with a pool
  • 3 star Downtown property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Boston Brookline-Longwood Medical
+1-888-965-1860
111 Boylston St., Brookline, MA 02445 +1-888-965-1860 ~8.61 miles south of Winchester
  • Pool available: Our pool is currenlt closed due to the pandemic
  • 3 star Suburban hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Boston Bedford Burlington - Billerica
+1-888-788-5576
25 Middlesex Turnpike, Billerica, MA 01821 +1-888-788-5576 ~8.67 miles northwest of Winchester
  • Has swimming pool: Come for a swim in our beautiful outdoor pool. Open Memorial Day - Labor Day.
  • 3-star Suburban property
From$68
Very Good 4.0 /5 Reviews Call BookMore Details
Seaport Hotel Boston - Boston
+1-888-897-9207
1 Seaport Lane, Boston, MA 02210 +1-888-897-9207 ~8.79 miles southeast of Winchester
  • Includes a pool: Indoor Pool as part of Wave Fitness Health Club.
  • Expensive Convention Center property
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Renaissance Boston Waterfront Hotel
+1-888-311-4278
606 Congress St., Boston, MA 02210 +1-888-311-4278 ~8.97 miles southeast of Winchester
  • Our hotel comes with a pool
  • Four star hotel
From$160
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton Boston Crosstown Center in Boston
+1-888-469-4795
811 Massachusetts Ave., Boston, MA 02118 +1-888-469-4795 ~9.08 miles south of Winchester
  • Has swimming pool: Our indoor heated pool is open from 7am - 11pm. Our family friendly 30 x 12 size pool is 3.5 feet deep. Note: No Lifeguard on duty.
  • Mid-scale Downtown hotel
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Boston Marriott Newton
+1-888-734-9421
2345 Commonwealth Ave., Newton, MA 02466 +1-888-734-9421 ~9.71 miles southwest of Winchester
  • Has swimming pool: Indoor pool
  • Three Star Suburban property
From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Candlewood Suites Boston North Shore Danvers An Ihg Hotel - Danvers
+1-888-841-5292
238 Andover St., Danvers, MA 01923 +1-888-841-5292 ~10.86 miles northeast of Winchester
  • Includes a pool: Outdoor pool open Memorial Day-Labor Day
  • Expensive Suburban property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus North Shore Hotel
+1-888-455-5160
50 Dayton St., Danvers, MA 01923 +1-888-455-5160 ~11.41 miles northeast of Winchester
  • Pool details: Indoor Heated Pool
  • Midscale Suburban hotel
From$82
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Boston : 800 Morrissey Blvd.
+1-888-965-8297
800 Morrissey Blvd., Boston, MA 02122 +1-888-965-8297 ~11.99 miles southeast of Winchester
  • Pool in hotel: We have a salt water outside pool / open seasonal.
  • Midscale Suburban hotel
From$69
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Select Boston Danvers in Danvers
+1-888-906-6358
275 Independence Way, Danvers, MA 01923 +1-888-906-6358 ~12.26 miles northeast of Winchester
  • Pool in hotel: Outdoor Pool - Summer Seasonal
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Boston North Shore
+1-888-749-6785
50 Ferncroft Rd., Danvers, MA 01923 +1-888-749-6785 ~12.97 miles northeast of Winchester
  • Includes a pool: Hours of Operations from 6:00AM - 10:00PM.
  • Midscale Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Salem Waterfront Hotel & Suites - Salem
+1-888-878-9982
225 Derby St., Salem, MA 01970 +1-888-878-9982 ~13.39 miles east of Winchester
  • Includes a pool
  • High-end Oceanfront property
From$269
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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