Hotels in Osterville

Name: Inn on the Square
Price range: $147 total

Search over 6,344 hotels from $101

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Sep 29 - Sep 30

Tonight

Sep 30 - Oct 1

Tomorrow night

Top Rated Osterville Hotels

Free Cancellation

Reserve now, pay when you stay

12.95 mi from city center

$203 nightly

$232 total

Oct 25 - Oct 26

Total with taxes and fees

Sea Crest Beach Resort features a private beach, an indoor pool, and a children's pool. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with luggage storage, concierge services, and securing valuables. Other amenities at this beach hotel include a gym, free WiFi in public areas, and conference space.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

12.37 mi from city center

$133 nightly

$152 total

Oct 12 - Oct 13

Total with taxes and fees

At Iris Hotel Cape Cod , guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a business center, and coffee/tea in a common area.

Pool

Pet friendly

Free Cancellation

Reserve now, pay when you stay

5.04 mi from city center

$184 nightly

$211 total

Oct 25 - Oct 26

Total with taxes and fees

Guests of Margaritaville Resort Cape Cod have access to a full-service spa, a water park, and an indoor pool. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with concierge services, access to locker space, and securing valuables. Other amenities at this spa resort include an outdoor pool, a lazy river, and a children's pool.

Pool

Hot Tub

11.34 mi from city center

$104 nightly

$119 total

Oct 4 - Oct 5

Total with taxes and fees

A private beach, free WiFi in public areas, and an outdoor tennis court are featured at Lighthouse Inn. A stay here includes free parking. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and concierge services. Other amenities at this beach hotel include meeting rooms, a seasonal outdoor pool, and a terrace.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

7 mi from city center

$129 nightly

$148 total

Oct 27 - Oct 28

Total with taxes and fees

At Bayside Resort Hotel, guests enjoy an indoor pool, a gym, and a sauna. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, a hot tub, and conference space.

Pool

Hot Tub

Uncommoner Hotel by Reverie Boutique Collection

Free Cancellation

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6.76 mi from city center

$137 nightly

$156 total

Oct 13 - Oct 14

Total with taxes and fees

Renovated in 2025, Uncommoner Hotel by Reverie Boutique Collection offers an indoor pool, free WiFi in public areas, and a seasonal outdoor pool. Free parking is available if you drive. The front desk has multilingual staff that can help with securing valuables, luggage storage, and tours or tickets. Other amenities at this beach hotel include free use of bicycles, express check-out, and a garden.

Pool

Parking included

Holiday Inn Express Hyannis Cape Cod by IHG

Free Cancellation

5.03 mi from city center

$115 nightly

$132 total

Oct 26 - Oct 27

Total with taxes and fees

Holiday Inn Express Hyannis Cape Cod by IHG features an indoor pool, a children's pool, and a 24-hour gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a sauna, free WiFi in public areas, and a business center.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

13.28 mi from city center

$88 nightly

$101 total

Oct 4 - Oct 5

Total with taxes and fees

Guests of Holiday Hill Inn & Suites enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this family-friendly motel include an arcade/game room, a gift shop, and an ATM.

Pool

Parking included

19.56 mi from city center

$172 nightly

$197 total

Oct 19 - Oct 20

Total with taxes and fees

The Villages at Ocean Edge features a private beach, a golf course, and a full-service spa. Transportation is made easy with a free beach shuttle. The front desk is staffed 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this beach resort include 2 indoor pools, 3 outdoor pools, and a children's pool.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

7.03 mi from city center

$99 nightly

$113 total

Oct 12 - Oct 13

Total with taxes and fees

Guests of Sunbird Cape Cod Resort enjoy an indoor pool, free WiFi in public areas, and a seasonal outdoor pool. If you plan to drive, free parking is available. The 24-hour front desk has staff always at the ready. Additional amenities include coffee/tea in a common area, a picnic area, and a vending machine.

Pool

Breakfast included

5.68 mi from city center

$122 nightly

$140 total

Oct 20 - Oct 21

Total with taxes and fees

Guests of Hyannis Harbor Hotel have access to an indoor pool, a children's pool, and free WiFi in public areas. Self parking is offered for USD 28 per day. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a hot tub, meeting rooms, and conference space.

Pool

Hot Tub

13.11 mi from city center

$128 nightly

$147 total

Oct 13 - Oct 14

Total with taxes and fees

Guests staying at Inn on the Square enjoy an indoor pool, free WiFi in public areas, and a garden. Front-desk staff are standing by 24/7 to assist with any requests.

Pool

Free WiFi

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Osterville attractions

A wooden pier with a sunset view over the water.

Dowses Beach

10.0/10 (1 review)

Why not spend a lazy afternoon at Dowses Beach during your trip to Osterville?

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What's the best place for a stay in Osterville?

What are some favorite hotels in Osterville?

Here are some top hotels in Osterville:

Margaritaville Resort Cape Cod is located 5 mi away, and this resort has a full-service spa, a water park, and 2 restaurants.
Sea Crest Beach Resort is located 13 mi away, and this hotel has a private beach, 2 restaurants, and free WiFi.
Iris Hotel Cape Cod is located 12.4 mi away, and this hotel has free WiFi, free parking, and a fitness center.

Close to central Osterville, you'll find interesting places to visit like Main Street.

Osterville hotels essential information

Accommodation	6,344 hotels
Lowest Price	$101
Highest Price	$232
Popular hotels	Sea Crest Beach Resort, Iris Hotel Cape Cod , Margaritaville Resort Cape Cod, Lighthouse Inn, Bayside Resort Hotel, Uncommoner Hotel by Reverie Boutique Collection, Holiday Inn Express Hyannis Cape Cod by IHG, Holiday Hill Inn & Suites, The Villages at Ocean Edge, Sunbird Cape Cod Resort, Hyannis Harbor Hotel, Inn on the Square