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
$142 nightly
The price is $162 total per night from Sep 7 to Sep 8
$162 total
Sep 7 - Sep 8
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 ...
"Rooms were kept very neat and clean, WiFi was very spotty."

Reviewed on Aug 29, 2026

Opens in a new windowUncommoner Hotel by Reverie Boutique Collection
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $202 total per night from Sep 20 to Sep 21
$202 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a ...
"Great amenities, nice bonfire outside every night, great view of the salt marshes, and two beautiful pools. Very appetizing breakfast as well and nice staff. Everything we could have asked for at a great price."

Reviewed on Aug 27, 2026

Opens in a new windowBayside Resort Hotel
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
$143 nightly
The price is $164 total per night from Sep 27 to Sep 28
$164 total
Sep 27 - Sep 28
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 ...
"Their windows lack enough shade blinds to block the lights coming inside at night. It would have been a 5-star experience if they ensured guests had a comfortable sleep. When you’re in a new place, sleep issues are common, and if you have this kind of problem, it can be quite frustrating. I was awake ..."

Reviewed on Aug 28, 2026

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

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
$159 nightly
The price is $182 total per night from Sep 8 to Sep 9
$182 total
Sep 8 - Sep 9
Total with taxes and fees
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 ...
"Rooms were clean and the staff was friendly however"

Reviewed on Aug 29, 2026

Opens in a new windowLighthouse Inn
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $188 total per night from Sep 7 to Sep 8
$188 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"This hotel was so quaint… we loved the set up and the outdoor chairs that face the lake was so relaxing. The breakfast was delicious. 10 minute drive to the parking area to catch the bus to the ferry. Great location and room was clean and nice decor… I’m looking forward to going back"

Reviewed on Aug 29, 2026

Opens in a new windowIris Hotel Cape Cod
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 Sep 20 to Sep 21
$97 total
Sep 20 - Sep 21
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 ...
"Our room was not the best. The carpet was very wet from something and a loud blower was going. We unplugged it for a bit of quiet. Our bed had a very big dip in it and I rolled off 2 times. The place was clean and the staff were kind."

Reviewed on Aug 29, 2026

Opens in a new windowCape Sands Inn
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $161 total per night from Sep 10 to Sep 11
$161 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Air conditioning didn’t work well, no tv remote in the room."

Reviewed on Aug 28, 2026

Opens in a new windowFalmouth Inn
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
$326 nightly
The price is $373 total per night from Sep 20 to Sep 21
$373 total
Sep 20 - Sep 21
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. ...
"_"

Reviewed on Aug 29, 2026

Opens in a new windowSea Crest Beach Resort
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$243 nightly
The price is $279 total per night from Sep 20 to Sep 21
$279 total
Sep 20 - Sep 21
Total with taxes and fees
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families ...
Opens in a new windowMargaritaville Resort Cape Cod
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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 6,444 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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Rooms were kept very neat and clean, WiFi was very spotty."
A verified traveler stayed at Uncommoner Hotel by Reverie Boutique Collection
Uncommoner Hotel by Reverie Boutique Collection

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