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

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

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Osterville Hotels with Outdoor or Indoor Pools

The Emerald Resort: Irish Village / Hyport Conference Center - Barnstable
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
35 Scudder Ave., Barnstable, MA 02601 ~4.85 miles east of Osterville
  • We have a pool ready for use
  • Affordable Convention Center property
More Photos Swimming pool at The Emerald Resort: Irish Village / Hyport Conference Center
From$109
Average 3.0 /5 Review Score Call BookMore Details
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Margaritaville Resort Cape Cod - Hyannis
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1225 Iyannough Rd., Hyannis, MA 02601 ~5.22 miles northeast of Osterville
  • Pool in hotel
  • 3 star Resort hotel
More Photos Photo of Margaritaville Resort Cape Cod Pool
From$126
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cape Cod Hyannis - Hyannis
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
867 Iyannough Rd., Hyannis, MA 02601 ~5.34 miles northeast of Osterville
  • Pool in hotel: Indoor heated salt water pool.
  • Three Star Resort hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Cape Cod Hyannis
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyannis Inn Hotel in Hyannis
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
473 Main St., Hyannis, MA 02601 ~5.46 miles east of Osterville
  • Pool in hotel: Indoor pool and hours do vary by the season
  • Cheap Downtown hotel
More Photos Swimming pool at Hyannis Inn Hotel
From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Cape Cod Hyannis : 287 Iyannough Rd.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
287 Iyannough Rd., Hyannis, MA 02601 ~6.06 miles east of Osterville
  • Pool available: Take a dip in the hotel’s sparkling outdoor swimming pool (seasonal), set in a landscaped courtyard, or plunge into the large heated indoor pool (year round.)
  • 3 star property
More Photos Pool image of Doubletree by Hilton Cape Cod Hyannis
From$113
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Cape Cod-West Yarmouth in West Yarmouth
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
99 Main St. Route 28, West Yarmouth, MA 02673 ~6.71 miles east of Osterville
  • Includes a pool: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • Affordable Resort hotel
More Photos Pool image of Hampton Inn & Suites Cape Cod-West Yarmouth
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sunbird Cape Cod Resort in Yarmouth
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
216 Main St., Yarmouth, MA 02673 ~7.07 miles east of Osterville
  • Pool in hotel: 8 am - 10 pm
  • Affordable Beach hotel
More Photos Pool image of Sunbird Cape Cod Resort
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
476 Route 28, West Yarmouth, MA 02673 ~7.82 miles east of Osterville
  • Has swimming pool: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Mid-scale Resort hotel
More Photos Pool image of Aiden by Best Western Cape Cod - West Yarmouth
From$76
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Freebird Motor Lodge - Yarmouth
+1-888-469-4795

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553 Ma 28, Yarmouth, MA 02673 ~8.11 miles east of Osterville
  • Has swimming pool: The pool at Freebird Motor Lodge is a stylish blend of retro and modern, featuring mid-century lounge chairs, vibrant umbrellas, and nostalgic decor. The heated pool offers year-round comfort with a spacious deck for sunbathing. Poolside cabanas provide privacy, while an adjacent hot tub offers relaxation. A poolside bar serves craft cocktails and snacks, enhancing the laid-back atmosphere. The pool area hosts themed parties with live music, creating a lively social hub. It's family-friendly with a shallow end and pool toys for kids, making it a vibrant spot for all guests to enjoy.
  • Midscale hotel
More Photos hotel room
From$80
Average 3.0 /5 Review Score Call BookMore Details
Red Jacket Beach Resort - South Yarmouth
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 South Shore Dr., South Yarmouth, MA 02673 ~8.70 miles east of Osterville
  • Pool details: Heated Indoor and Outdoor Pools
  • Mid-scale Oceanfront hotel
More Photos Photo of Red Jacket Beach Resort Pool
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blue Water Resort
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
291 South Shore Dr., South Yarmouth, MA 02664 ~9.55 miles east of Osterville
  • Pool available: Heated indoor and outdoor pools
  • Affordable Beach hotel
More Photos Pool image of Blue Water Resort
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Riviera Resort
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
327 South Shore Dr., Yarmouth, MA 02664 ~9.64 miles east of Osterville
  • Has swimming pool: Outdoor Pool: Our zero entry heated outdoor pool with giant water umbrella and foot bridge is a swimmers delight! A garden oasis in the middle of the resort, enjoy a relaxing day lounging in the sun or splashing in the pool. The outdoor pool may be found in the middle of the resort as you walk toward the beach. Indoor Pool: Looking for a break from the sun? Our beautiful indoor pool offers a shady respite with plenty of room to sit or lounge on the surrounding deck. The indoor pool is located near reception at the front of the resort.
  • 3-star hotel
More Photos Swimming pool at Riviera Resort
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
All Seasons Resort : 1199 Ma 28
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1199 Ma 28, Yarmouth, MA 02664 ~10.29 miles east of Osterville
  • Pool in hotel: All Seasons Resort has a year-round heated indoor pool, seasonal outdoor pool, and hot tub. *Due to COVID-19- hot tub is currently out of service*
  • 3-star Beach hotel
More Photos Swimming pool at All Seasons Resort
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
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Sandwich Lodge & Resort in Sandwich
+1-888-906-6358

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54 Route 6a, Sandwich, MA 02563 ~11.56 miles northwest of Osterville
  • Pool in hotel: Indoor pool with hot tub open daily from 9am to 10pm. Outdoor pool open seasonally May 23 to Sep 6.
  • Low priced Highway property
More Photos Swimming pool at Sandwich Lodge & Resort
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Blue Rock Resort in South Yarmouth
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
39 Todd Rd., South Yarmouth, MA 02664 ~11.57 miles east of Osterville
  • Pool in hotel: Outdoor heated pool
  • 3-star Golf Course property
More Photos Photo of Blue Rock Resort Pool
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Admiralty Inn & Suites - a Red Collection Hotel
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
51 Teaticket Highway, East Falmouth, MA 02536 ~11.70 miles west of Osterville
  • Has swimming pool: 8am. to 9pm.
  • Low-priced Downtown hotel
More Photos Pool image of Admiralty Inn & Suites - a Red Collection Hotel
From$74
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Cape Cod-Falmouth, an IHG Hotel
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
291 Jones Rd., Falmouth, MA 02540 ~12.29 miles west of Osterville
  • Pool details: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • Three Star Lake hotel
More Photos Photo of Holiday Inn Cape Cod-Falmouth, an IHG Hotel Pool
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging : 59 Shore St.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
59 Shore St., Falmouth, MA 02540 ~12.79 miles west of Osterville
  • Pool available: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Midscale Resort property
More Photos Photo of Shoreway Acres Inn & Cape Cod Lodging Pool
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sea Crest Beach Resort - North Falmouth
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
350 Quaker Rd., North Falmouth, MA 02556 ~12.99 miles west of Osterville
  • Pool in hotel: Indoor heated pool: 21 x 36 ft. Open 7am-10pm in season and slightly shorter hours the rest of the year. A wading pool, Jacuzzi and exercise room are also available. Outdoor heated pool is also 21 x 32 ft, open 7 days a week from7am-9pm, Memorial day to Columbus day.
  • Midscale Oceanfront property
More Photos Photo of Sea Crest Beach Resort Pool
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Bluegreen Vacations The Breakers, an Ascend Resort
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
61 Chase Ave., Dennis Port, MA 2639 ~13.88 miles east of Osterville
  • Has swimming pool
  • 4 star property
More Photos Photo of Bluegreen Vacations The Breakers, an Ascend Resort Pool
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Mansion House Inn - Vineyard Haven
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
9 Main St., Vineyard Haven, MA 02568 ~16.28 miles southwest of Osterville
  • Has swimming pool: Mansion House Inn boasts a 75 X 21 foot “Spring Water” swimming pool, ranging in depth from 3.5 to 9 feet, Red Cross compliant, maintained at 83 degrees. A lap lane, handicapped lift, Pool side shower.
  • Affordable Downtown hotel
More Photos Pool image of Mansion House Inn
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Mansion at Ocean Edge
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2907 Main St., Brewster, MA 02631 ~19.97 miles northeast of Osterville
  • Pool details: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • 4 star Resort hotel
More Photos Swimming pool at The Mansion at Ocean Edge
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn in Plymouth
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
4 Home Depot Dr., Plymouth, MA 02360 ~25.35 miles northwest of Osterville
  • Pool available: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • Affordable Downtown property
More Photos Swimming pool at Hilton Garden Inn
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven - Fairhaven
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1 Hampton Way, Fairhaven, MA 02719 ~25.56 miles west of Osterville
  • Includes a pool: Seasonal outdoor pool, 10a-8p
  • Affordable Suburban hotel
More Photos Pool image of Hampton Inn by Hilton New Bedford/Fairhaven
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton Eastham Cape Cod in Eastham
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3800 Route 6, Eastham, MA 02642 ~25.66 miles northeast of Osterville
  • Has swimming pool
  • 3 star Beach property
More Photos Pool image of Four Points by Sheraton Eastham Cape Cod
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
The John Carver Inn in Plymouth
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
25 Summer St., Plymouth, MA 02360 ~26.83 miles northwest of Osterville
  • Includes a pool: Indoor theme pool with waterslide
  • Three Star Suburban hotel
More Photos Swimming pool at The John Carver Inn
From$80
Average 3.0 /5 Reviews Call BookMore Details
Seaport Resort & Marina : 110 Middle St.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
110 Middle St., Fairhaven, MA 02719 ~26.86 miles west of Osterville
  • We have a pool ready for use
  • 3 star Oceanfront hotel
More Photos Swimming pool at Seaport Resort & Marina
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Plymouth, an IHG Hotel in Plymouth
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
155 Samoset St., Plymouth, MA 02360 ~27.34 miles northwest of Osterville
  • Has swimming pool: open 8a-9p, indoor heated, approx. 13x26,depth range 3'' - 4.5'', 4 seating areas with tables, towel station, shower room, french doors leading to outside sun patio with seating, colorful tropical fish motif surrounding pool,
  • 3-star Oceanfront hotel
More Photos Pool image of Holiday Inn Express Plymouth, an IHG Hotel
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel 1620 Plymouth Harbor : 180 Water St.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
180 Water St., Plymouth, MA 02360 ~27.39 miles northwest of Osterville
  • Includes a pool
  • 3 star Oceanfront property
More Photos Photo of Hotel 1620 Plymouth Harbor Pool
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Beachside on Nantucket - Nantucket
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
30 North Beach St., Nantucket, MA 02554 ~27.43 miles southeast of Osterville
  • Our hotel comes with a pool
  • Affordable Downtown hotel
More Photos Photo of Beachside on Nantucket Pool
From$120
Average 3.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford - New Bedford
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
185 Macarthur Dr., New Bedford, MA 02740 ~27.58 miles west of Osterville
  • Pool available: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • Three Star Downtown hotel
More Photos Photo of Fairfield Inn & Suites by Marriott New Bedford Pool
From$114
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Plus Cold Spring in Plymouth
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
180 Court St., Plymouth, MA 02360 ~27.73 miles northwest of Osterville
  • Has swimming pool: Seasonal heated outdoor pool
  • 3-star Resort hotel
More Photos Pool image of Best Western Plus Cold Spring
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Plymouth
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
10 Plaza Way, Plymouth, MA 02360 ~28.02 miles northwest of Osterville
  • Pool details: 9a-9p
  • Affordable Suburban hotel
More Photos Pool image of Hampton Inn & Suites Plymouth
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites in Plymouth
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
16 Plaza Way, Plymouth, MA 02360 ~28.09 miles northwest of Osterville
  • Pool details: Indoor Pool Open from 9am- 10pm
  • Midscale Suburban hotel
More Photos Photo of Fairfield Inn & Suites Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Nantucket Inn
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1 Miller's Lane, Nantucket, MA 02554 ~29.28 miles southeast of Osterville
  • Includes a pool: Indoor Pool is open from 9 AM - 9 PM. Outoor Pool is open 10 AM - 6 PM with extended hours during the peak season. Also features the Cool Spot Bar. Pool attendants at each.
  • 3-star Resort hotel
More Photos Photo of Nantucket Inn Pool
From$235
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth in Dartmouth
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
181 Faunce Corner Rd., Dartmouth, MA 02747 ~31.03 miles west of Osterville
  • Pool in hotel: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • 3 star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott New Bedford Dartmouth
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Harbor Hotel Provincetown : 698 Commercial St.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
698 Commercial St., Provincetown, MA 02657 ~32.26 miles north of Osterville
  • Pool available: Outdoor Heated Pool
  • 3 star Oceanfront hotel
More Photos Swimming pool at Harbor Hotel Provincetown
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou : 4 Chalet Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
4 Chalet Rd., Middleborough, MA 02346 ~35.51 miles northwest of Osterville
  • With a pool!
  • Midscale Suburban hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
43 Harding St., Middleboro, MA 02346 ~35.63 miles northwest of Osterville
  • Has swimming pool
  • Midscale Rural hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Fall River/Westport
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
53 Old Bedford Rd., Westport, MA 02790 ~37.57 miles west of Osterville
  • Pool in hotel: Indoor pool open 9 am to 10 pm
  • Midscale Rural hotel
More Photos Swimming pool at Hampton Inn Fall River/Westport
From$92
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel - Fall River
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
360 Airport Rd., Fall River, MA 02720 ~38.60 miles west of Osterville
  • Pool available: Indoor Pool 7am-10pm
  • Affordable Highway hotel
More Photos Photo of Holiday Inn Express Fall River North An Ihg Hotel Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Raynham Taunton - Raynham
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
600 New State Highway, Raynham, MA 02767 ~38.77 miles northwest of Osterville
  • Includes a swimming pool
  • Mid-scale Suburban property
More Photos Swimming pool at Hampton Inn Raynham Taunton
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details

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