Book Hotels in Osterville, MA

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Top Osterville hotels

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $137 total per night from Nov 1 to Nov 2
$137 total
Nov 1 - Nov 2
Total with taxes and fees
The hotel's indoor pool, seasonal outdoor pool, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self ...
"The room was very nice, clean, and perfect for a couple. Unfortunately, the noise made our stay extremely disappointing. Despite the outdoor pool being closed for the season, loud music played from 9 a.m. to 10 p.m. The guests below us blasted music until 1 a.m., and there was no front desk staff ..."

Reviewed on Oct 25, 2026

Opens in a new windowUncommoner Hotel by Reverie Boutique Collection
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $168 total per night from Nov 23 to Nov 24
$168 total
Nov 23 - Nov 24
Total with taxes and fees
A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. A garden is provided and the front desk is staffed ...
"We enjoyed having a glass of wine by the fire pit in the courtyard area, and the adjoining restaurant for breakfast. Our primary interest was proximity to the Shining Sea Bikeway which was just a block away. Easy stroll to the downtown area with lots of shops and restaurants. We did not use the indoor ..."

Reviewed on Oct 24, 2026

Opens in a new windowInn on the Square
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

2.5 out of 5
1470 Iyannough Road Hyannis MA
Fully refundable
$94 nightly
The price is $108 total per night from Nov 26 to Nov 27
$108 total
Nov 26 - Nov 27
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna ...
"Upon arrival, the manager was pleasant and welcoming. The hotel looked like it was recently renovated however our room had a funny odor."

Reviewed on Oct 25, 2026

Opens in a new windowHoliday Inn Express Hyannis Cape Cod by IHG
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
216 Main St West Yarmouth MA
$123 nightly
The price is $141 total per night from Oct 31 to Nov 1
$141 total
Oct 31 - Nov 1
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free ...
"Good sized clean room. Good location for exploring. Nice restaurants nearby. Even had a pickleball court with equipment provided. Staff were very helpful. Amazing whale watching with Dolphin Fleet, 37 whales some with calves!!"

Reviewed on Oct 25, 2026

Opens in a new windowSunbird Cape Cod Resort
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Nov 8 to Nov 9
$193 total
Nov 8 - Nov 9
Total with taxes and fees
A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"Nice room. Didnt have a balcony and our view was of the other building. Spacious rooms and clean !"

Reviewed on Oct 25, 2026

Opens in a new windowSea Crest Beach Resort
Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach ...
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Opens in a new windowLighthouse Inn
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St Hyannis MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $113 total per night from Oct 27 to Oct 28
$113 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public ...
Opens in a new windowHyannis Travel Inn
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive South Yarmouth MA
A private beach and an indoor pool are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun ...
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Opens in a new windowRiviera Beach Resort
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $97 total per night from Oct 27 to Oct 28
$97 total
Oct 27 - Oct 28
Total with taxes and fees
This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate ...
Opens in a new windowCape Sands Inn
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See all available properties in Osterville
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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.

Osterville Hotel & Travel Guide\n

Osterville offers visitors an array of quality hotel and apartment options. Travelocity's guide is where you can compare 20 places to base yourself within 6 miles (10 kilometers) of Osterville's urban core.

Check out a handful of hotel options you can find within a 3 miles (5 kilometers) of Osterville's vibrant center, like the Long Dell Inn and Craigville Beach Inn.

The Red Jacket Beach Resort is positioned 9 miles (14 kilometers) outside of the middle of Osterville. An alternative place to stay is the Green Harbor Resort, which is situated 7 miles (11 kilometers) away. Alternatively, you may like to book a bed at the Thorncroft Inn or the Ashley Manor.

Once you and your family have really explored Osterville, how about you discover a little more of the region? The Eastern Massachusetts district boasts plenty of things to offer. Investigate Eastern Massachusetts's churches, art museums and history museums. Those who love nature could also leave time to enjoy the region's coastal plains. Wise travelers in this pocket of United States of America adore snowboarding and skiing.

5 miles (9 kilometers) away from Osterville, you will find Hyannis, where you can find Kalmus Beach and John F. Kennedy Hyannis Museum. Next time you get to Hyannis, be sure to check out the Cape Codder Resort and Spa and Doubletree by Hilton Cape Cod - Hyannis. Alternatively, you could consider staying at Yarmouth Port, 10 miles (16 kilometers) to the northeast of Osterville, where you can choose between the The Captain Farris House B&B and The Blushing Oyster Bed and Breakfast. The Edward Gorey House and Dennis Pond Conservation Area are other popular attractions to see while in Yarmouth Port.

Prior to departing from Cape Cod, ensure you are able to watch an exciting game. Stop by Fenway Park, located northwest of Osterville. And travelers wanting to find Travelocity-listed accommodation options close to the action can make a choice from the Mandarin Oriental Boston or the Four Seasons Hotel Boston.

When you are traveling via Barnstable Municipal Airport and need to find a Travelocity-listed room in the area, consider Resort & Conference Center at Hyannis or Hyannis Harbor Hotel.

Frequently asked questions

What are the top kid-friendly hotels in Osterville?
From cool amenities to larger rooms, kid-friendly hotels come with features that can help turn a good family vacation into an awesome one. These Osterville properties make vacationing with children a snap: Your entourage will enjoy staying at Beautiful Osterville Home central to everything!. A playground and a king bed are just a couple of the things that help make this hotel an attractive option. Brand New Osterville Home! Central AC, Walk/Bike to town or beach, Sleeps 10 is also a hit with families. After a big day of exploring, come home to your cozy room and amenities like a nearby beach and animal viewing activities.
Where can I find cheap hotels in Osterville?
At Travelocity you'll find really nice hotels in Osterville at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Osterville rather than in Osterville. We may find you even better rates, too.
How do I find the best Osterville hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Osterville then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Osterville?
The cheapest hotel in Osterville is $97. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Osterville?
There are 6,250 hotels in Osterville on Travelocity.
What are the best hotels in Osterville?
Osterville has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Osterville for you!
When is the best time to visit Osterville?
If you want the joy of a fun-filled trip in peak season, visit Osterville during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Osterville?
Based on historic data is usually the cheapest month to visit Osterville. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Osterville?
There are multiple hotels in Osterville that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Osterville. We have plenty of kid-friendly hotels in Osterville to choose from on Travelocity!
Why book a hotel in Osterville through Travelocity?
Because we have the top hotels in Osterville! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Osterville on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Osterville hotel reviews by fellow wanderers

Sea Crest Beach Resort

Sea Crest Beach Resort

4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Nice room. Didnt have a balcony and our view was of the other building. Spacious rooms and clean !"
A verified traveler stayed at Sea Crest Beach Resort
Sea Crest Beach Resort

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