Winchester Hotels with Pools - Outdoor/Indoor Pools in Winchester MA

Winchester 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 Winchester, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winchester Massachusetts hotel and motel rooms for children. Review the list of Winchester hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Winchester Hotels with Outdoor or Indoor Pools

Hampton Inn Boston Woburn
+1-888-389-4121

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371 a Washington St., Woburn, MA 01801 ~0.63 miles northeast of Winchester
  • Pool in hotel: Indoor Pool
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn Boston Woburn
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Best Western Plus New Englander
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1 Rainin Rd., Woburn, MA 01801 ~1.99 miles northeast of Winchester
  • Pool details: Indoor heated pool Open 6 am - 10 pm
  • Affordable Suburban hotel
More Photos Photo of Best Western Plus New Englander Pool
From$72
Average 3.5 /5 Reviews Call BookMore Details
Hilton Boston / Woburn : 2 Forbes Rd.
+1-800-716-8490

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2 Forbes Rd., Woburn, MA 01801 ~2.86 miles north of Winchester
  • Pool details: Indoor
  • 3-star Suburban hotel
More Photos Swimming pool at Hilton Boston / Woburn
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Boston Woburn An Ihg Hotel
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
15 Middlesex Canal Park, Woburn, MA 01801 ~2.99 miles north of Winchester
  • Includes a pool: Open from 7am to 10pm. Reservations Required.
  • 4 star Suburban property
More Photos Photo of Crowne Plaza Boston Woburn An Ihg Hotel Pool
From$105
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Boston/Medford : 116 Riverside Ave.
+1-888-965-1860

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116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Pool details: Our indoor pool is open between the hours of 6:00AM and 10:00PM.
  • Midscale Suburban property
More Photos Swimming pool at Hyatt Place Boston/Medford
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt House Boston / Burlington - Burlington
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2 Van De Graaff Dr., Burlington, MA 01803 ~3.50 miles northwest of Winchester
  • Pool in hotel: The hotel pool is open seasonally from Memorial Day to Labor Day. It is open from 10am-10pm weather dependent during that time.
  • 3 star Suburban property
More Photos Photo of Hyatt House Boston / Burlington Pool
From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Boston Woburn in Woburn
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
300 Presidential Way, Woburn, MA 01801 ~4.50 miles north of Winchester
  • Pool available: Heated indoor pool and whirlpool. Open 7 days a week from 6:00AM-10:00PM
  • 3 star Suburban property
More Photos Swimming pool at Residence Inn by Marriott Boston Woburn
From$110
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Boston - Saugus - Saugus
+1-888-311-4278

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999 Broadway, Saugus, MA 01906 ~5.81 miles east of Winchester
  • Pool in hotel: Seasonal Outdoor pool from Memorial Day to Labor Day. The pool is open from 7am-9pm everyday.
  • Two-star Airport property
More Photos Swimming pool at Holiday Inn Express Boston - Saugus
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Boston Bunker Hill : 30 Washington St.
+1-888-469-4795

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30 Washington St., Somerville, MA 02143 ~5.83 miles southeast of Winchester
  • Has swimming pool: * POOL/ FITNESS CENTER Dive-In Movies on Friday and Saturday nights. The hotel pool features a basketball sport court, foosball, table tennis, bumper pool, 12 ft rock climbing wall and a 16 ft projection TV for movies/sports. Enjoy one of our relaxing cabana areas while the kids have fun.Indoor Pool Heated Indoor Pool Indoor Pool Hours of Operation: varies Dive-In Movies on Friday and Saturday nights. The hotel pool features a basketball sport court, foosball, bumper pool, 12 ft rock climbing wall and a 16 ft projection TV for movies/sports. Enjoy one of our relaxing cabana areas while the kids have fun. Complimentary Fitness Center Hours of Operation: 24 hours with guest key card Free weights, Hammer Strength equipment, and cardio equipment (including LifeCycle, elliptical trainers and treadmills).
  • Three Star Downtown property
More Photos Pool image of Holiday Inn Boston Bunker Hill
From$80
Average 3.0 /5 Reviews Call BookMore Details
Element Lexington in Lexington
+1-888-734-9421

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727 B Marrett Rd., Lexington, MA 02421 ~6.29 miles west of Winchester
  • Has swimming 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.
  • Mid-scale Suburban hotel
More Photos Photo of Element Lexington Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Aloft Lexington : 727 a Marrett Rd.
+1-888-841-5292

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727 a Marrett Rd., Lexington, MA 02421 ~6.29 miles west of Winchester
  • Pool in hotel: 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
  • Three Star Suburban hotel
More Photos Pool image of Aloft Lexington
From$76
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Boston/Billerica in Billerica
+1-888-455-5160

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35 Middlesex Turnpike, Billerica, MA 01821 ~6.30 miles northwest of Winchester
  • We have a pool ready for use
  • Midscale Suburban hotel
More Photos Photo of Homewood Suites by Hilton Boston/Billerica Pool
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Four Points by Sheraton Boston Logan Airport Revere
+1-888-965-8297

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407 Squire Rd., Revere, MA 02151 ~6.47 miles east of Winchester
  • Pool available: 6am - 10pm, indoor heated pool
  • Three Star Airport hotel
More Photos Pool image of Four Points by Sheraton Boston Logan Airport Revere
From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
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Doubletree Guest Suites Boston : 400 Soldiers Field Rd.
+1-888-906-6358

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400 Soldiers Field Rd., Boston, MA 02134 ~6.63 miles south of Winchester
  • Has a pool!
  • High end Downtown property
More Photos Photo of Doubletree Guest Suites Boston Pool
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Boston Marriott Cambridge
+1-888-749-6785

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2 Cambridge Center 50 Broadway, Cambridge, MA 02142 ~6.86 miles southeast of Winchester
  • Our hotel comes with a pool
  • 4 star Downtown hotel
More Photos Swimming pool at Boston Marriott Cambridge
From$150
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Boston Logan Airport - Chelsea, an IHG Hotel
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1012 Broadway, Chelsea, MA 02150 ~7.03 miles southeast of Winchester
  • Pool details: Indoor Heated Salt Water Pool
  • Affordable Airport property
More Photos Photo of Holiday Inn Boston Logan Airport - Chelsea, an IHG Hotel Pool
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Four Points by Sheraton Boston Newton - Newton
+1-888-389-4485

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320 Washington St., Newton, MA 02458 ~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.
  • Midscale Suburban property
More Photos Pool image of Four Points by Sheraton Boston Newton
From$99
Average 3.5 /5 Review Score Call BookMore Details
Hilton Garden Inn Boston / Waltham
+1-888-389-4121

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450 Totten Pond Rd., Waltham, MA 02451 ~7.30 miles southwest of Winchester
  • Has swimming pool: Indoor pool open daily from 7am - 10pm.
  • Affordable Highway property
More Photos Swimming pool at Hilton Garden Inn Boston / Waltham
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Waltham Boston : 380 Winter St.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
380 Winter St., Waltham, MA 02451 ~7.33 miles southwest of Winchester
  • Has swimming pool
  • Affordable property
More Photos Swimming pool at Best Western Plus Waltham Boston
From$87
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Boston Beacon Hill
+1-800-716-8490

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5 Blossom St., Boston, MA 02114 ~7.39 miles southeast of Winchester
  • Includes a pool: Seasonal outdoor pool, typically open Memorial Day to Labor Day.
  • 4 star Downtown hotel
More Photos Swimming pool at Wyndham Boston Beacon Hill
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
HYATT house Boston/Waltham - Waltham
+1-800-805-5223

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54 4th Ave., Waltham, MA 02451 ~7.42 miles southwest of Winchester
  • Pool in hotel: Heated outdoor pool open Memorial Day through Labor Day.
  • Affordable Suburban property
More Photos Swimming pool at HYATT house Boston/Waltham
From$80
Average 3.0 /5 Review Score Call BookMore Details
Towneplace Suites Boston Logan Airport / Chelsea
+1-888-965-1860

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30 Eastern Ave., Chelsea, MA 02150 ~7.42 miles southeast of Winchester
  • Includes a pool: Indoor Heated Saltwater Pool open from 7AM to 10PM.
  • 3 star Airport hotel
More Photos Swimming pool at Towneplace Suites Boston Logan Airport / Chelsea
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Westin Waltham-Boston : 70 3rd Ave.
+1-888-788-5576

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70 3rd Ave., Waltham, MA 02451 ~7.50 miles southwest of Winchester
  • Pool available: 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
  • 4-star Suburban property
More Photos Photo of The Westin Waltham-Boston Pool
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites - Revere
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
244 Revere Beach Pkwy., Revere, MA 02151 ~7.58 miles east of Winchester
  • Pool details: Indoor Heated Saline Pool
  • Affordable Airport property
More Photos Swimming pool at Staybridge Suites
From$99
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Boston Logan Airport
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
225 William F Mcclellan Highway, Boston, MA 02128 ~7.68 miles southeast of Winchester
  • Has swimming pool
  • Mid-scale Airport hotel
More Photos Photo of Courtyard by Marriott Boston Logan Airport Pool
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Embassy Suites by Hilton Boston Waltham : 550 Winter St.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
550 Winter St., Waltham, MA 02451 ~7.71 miles southwest of Winchester
  • Pool available: 6am to 11pm Daily 40 x 20 Indoor
  • Three Star Suburban property
More Photos Photo of Embassy Suites by Hilton Boston Waltham Pool
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Arcadian in Brookline
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1200 Beacon St., Brookline, MA 02446 ~7.75 miles south of Winchester
  • Pool details: Heated indoor saltwater pool and hot tub, 9am-9pm
  • Affordable Downtown hotel
More Photos Photo of The Arcadian Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Back Bay / Fenway
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
125 Brookline Ave., Boston, MA 02215 ~7.78 miles south of Winchester
  • Pool in hotel: Indoor pool located on our Rooftop Terrace Open from 7am - 9:30pm
  • 3-star Downtown property
More Photos Photo of Residence Inn by Marriott Back Bay / Fenway Pool
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Boston / Waltham - Waltham
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
135 2nd Ave., Waltham, MA 02451 ~7.86 miles southwest of Winchester
  • Includes a pool: Indoor Heated Pool
  • 3-star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Boston / Waltham
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The Verb Hotel
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1271 Boylston St., Boston, MA 02215 ~7.87 miles south of Winchester
  • Pool in hotel: Open 8 AM to 10 PM. Open Year Round- Heated outdoor pool
  • Four star Downtown property
More Photos Photo of The Verb Hotel Pool
From$109
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Boston Waltham
+1-888-906-6358

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250 a 2nd Ave., Waltham, MA 02451 ~7.89 miles southwest of Winchester
  • Pool available: Indoor Salt Water Swimming Pool
  • 3-star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Boston Waltham
From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Boston Waltham in Waltham
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
250 B 2nd Ave., Waltham, MA 02451 ~7.90 miles southwest of Winchester
  • Has swimming pool: Indoor Swimmig Pool
  • Three Star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Boston Waltham
From$80
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Boston Marriott Long Wharf in Boston
+1-888-878-9982

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296 State St., Boston, MA 02109 ~7.92 miles southeast of Winchester
  • Includes a swimming pool
  • 4-star Downtown hotel
More Photos Swimming pool at Boston Marriott Long Wharf
From$279
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Boston Brookline
+1-888-389-4485

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40 Webster St., Brookline, MA 02446 ~7.93 miles south of Winchester
  • Pool available: 8am-10pm, indoor lap pool. Heated to utilize during the winter.
  • Affordable Downtown hotel
More Photos Swimming pool at Courtyard by Marriott Boston Brookline
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Boston Logan Airport
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
100 Boardman St., Boston, MA 02128 ~7.94 miles southeast of Winchester
  • Pool details: Indoor Pool
  • Three Star Airport hotel
More Photos Photo of Hilton Garden Inn Boston Logan Airport Pool
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Boston Back Bay
+1-888-675-2083

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40 Dalton St., Boston, MA 02115 ~7.97 miles south of Winchester
  • Pool in hotel: yes
  • High end Convention Center property
More Photos Pool image of Hilton Boston Back Bay
From$199
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Regency Boston - Boston
+1-800-716-8490

How should we direct your call?

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1 Ave. De Lafayette, Boston, MA 02111 ~8.02 miles southeast of Winchester
  • Pool available: Our 52-foot indoor pool is perfect for relaxing or getting in exercise during your stay, open from 5:00am to 11:00pm every day. The water is heated and saline, which creates a soothing, “soft water” feel that is gentler on eyes and skin than chlorine. Attached to our StayFit™ fitness center, guest can also release stress in the sauna or soak up some sun on the outdoor terrace.
  • Four star Downtown hotel
More Photos Pool image of Hyatt Regency Boston
From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Langham Boston - Boston
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
250 Franklin St., Boston, MA 02110 ~8.03 miles southeast of Winchester
  • Includes a pool: Your delegates will enjoy our sky-lit heated swimming pool in our health and well-being centre, Chuan Body + Soul.
    Hours:
    6:00am-10:00pm: Monday through Friday
    7:00am-10:00pm on Week-ends.
  • Luxury Five Star Downtown hotel
More Photos Pool image of The Langham Boston
From$160
Very Good 4.0 /5 Review Score Call BookMore Details
The Colonnade Hotel Back Bay
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
120 Huntington Ave., Boston, MA 02116 ~8.09 miles south of Winchester
  • Pool details: We are home to the only Roof Top Pool in Boston. It is open from Memorial Day to Labor Day. The pool is located outside on the 12th floor, our roof! Pool Hours Sunday: 8:00AM - 8:00PM Monday: 8:00AM - 11:00PM Tuesday: 8:00AM - 10:00PM Wednesday: 8:30AM - 10:00PM Thursday: 8:00AM - 10:00PM Friday & Saturday: 8:00AM - 11:00PM
  • Expensive Downtown property
More Photos Swimming pool at The Colonnade Hotel Back Bay
From$118
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
245 Revere Beach Pkwy., Revere, MA 02151 ~8.10 miles east of Winchester
  • Includes a pool: Indoor Heated Saline Pool
  • Mid-scale Airport hotel
More Photos Swimming pool at Holiday Inn Express
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Intercontinental Boston An Ihg Hotel - Boston
+1-888-897-9207

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510 Atlantic Ave., Boston, MA 02210 ~8.21 miles southeast of Winchester
  • Includes a pool: InterContinental Boston has an indoor pool.
  • Luxury 5 star Downtown hotel
More Photos Pool image of Intercontinental Boston An Ihg Hotel
From$100
Very Good 4.5 /5 Review Score Call BookMore Details
Doubletree Downtown - Boston
+1-888-311-4278

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821 Washington St., Boston, MA 02111 ~8.23 miles southeast of Winchester
  • We have a pool ready for use
  • 3-star Downtown hotel
More Photos Swimming pool at Doubletree Downtown
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Boston Brookline
+1-888-469-4795

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700 Brookline Ave., Brookline, MA 02446 ~8.59 miles south of Winchester
  • Pool details: Indoor Heated Pool
  • Mid-scale Downtown hotel
More Photos Photo of Hilton Garden Inn Boston Brookline Pool
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Boston Brookline-Longwood Medical
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
111 Boylston St., Brookline, MA 02445 ~8.61 miles south of Winchester
  • Pool in hotel: Our pool is currenlt closed due to the pandemic
  • Three Star Suburban hotel
More Photos Photo of Homewood Suites by Hilton Boston Brookline-Longwood Medical Pool
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Boston Bedford Burlington in Billerica
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
25 Middlesex Turnpike, Billerica, MA 01821 ~8.67 miles northwest of Winchester
  • Has swimming pool: Come for a swim in our beautiful outdoor pool. Open Memorial Day - Labor Day.
  • Midscale Suburban property
More Photos Swimming pool at Hampton Inn Boston Bedford Burlington
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Seaport Hotel Boston in Boston
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1 Seaport Lane, Boston, MA 02210 ~8.79 miles southeast of Winchester
  • Includes a pool: Indoor Pool as part of Wave Fitness Health Club.
  • High-end Convention Center hotel
More Photos Pool image of Seaport Hotel Boston
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Renaissance Boston Seaport Hotel in Boston
+1-888-965-8297

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606 Congress St., Boston, MA 02210 ~8.97 miles southeast of Winchester
  • We have a pool ready for use
  • 4 star hotel
More Photos Swimming pool at Renaissance Boston Seaport Hotel
From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Boston Crosstown Center
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
811 Massachusetts Ave., Boston, MA 02118 ~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.
  • 3-star Downtown hotel
More Photos Swimming pool at Hampton Inn & Suites Boston Crosstown Center
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Boston Marriott Newton
+1-888-749-6785

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2345 Commonwealth Ave., Newton, MA 02466 ~9.71 miles southwest of Winchester
  • Pool in hotel: Indoor pool
  • 3-star Suburban property
More Photos Swimming pool at Boston Marriott Newton
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Candlewood Suites Boston North Shore Danvers An Ihg Hotel in Danvers
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
238 Andover St., Danvers, MA 01923 ~10.86 miles northeast of Winchester
  • Includes a pool: Outdoor pool open Memorial Day-Labor Day
  • Low Cost Suburban property
More Photos Photo of Candlewood Suites Boston North Shore Danvers An Ihg Hotel Pool
From$109
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