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Our top choices for Osterville hotels

Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
Chatham
9.0 out of 10, Wonderful, (320 reviews)
"Lovely place to stay. The rooms were comfortable, beds very nice and the staff was great. A charming place to stay"
Canada
Virginia
The price is £131
includes taxes & fees
27 May - 28 May
Chatham Seafarer Inn

Chatham Tides

Chatham Tides
2.5 star property
South Chatham
9.4 out of 10, Exceptional, (695 reviews)
"Will go back very quaint and relaxing "
United States
Tim
The price is £217
includes taxes & fees
31 May - 1 Jun
Chatham Tides

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1,001 reviews)
"Amazing experience! Highly recommended. "
United States
Shima
The price is £368
includes taxes & fees
8 Jun - 9 Jun
The Mansion at Ocean Edge

The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very good, (1,002 reviews)
"We had a great stay, but were very disappointed that the outdoor pool was not available because a wedding was happening in the tent next to it. When we checked in, we asked about pools and were specifically told that the outdoor one was open for a couple more hours, so we rushed over. The property overall is lovely, very peaceful."
United States
Alexandra
The price is £215
includes taxes & fees
8 Jun - 9 Jun
The Villages at Ocean Edge

Pelham on Earle

Pelham on Earle
3.0 star property
West Harwich
9.4 out of 10, Exceptional, (78 reviews)
"Lovely hotel with a good restaurant and walking distance to beach."
United States
Kathleen
The price is £158
includes taxes & fees
28 May - 29 May
Pelham on Earle

A Beach Breeze Inn

A Beach Breeze Inn
2.5 star property
West Harwich
9.6 out of 10, Exceptional, (275 reviews)
"We had a wonderful stay! Pam, the owner, was wonderful and very welcoming. The rooms were so clean beds and pillows were incredibly comfortable. Looking forward to staying again this coming summer."
United States
Amy
The price is £123
includes taxes & fees
26 May - 27 May
A Beach Breeze Inn

Sea Shell Motel

Sea Shell Motel
2.5 star property
Dennis Port
9.0 out of 10, Wonderful, (157 reviews)
"Hotel is right on beach rooms are spotless n comfortable price is great n staff are super friendly"
United States
Susan
The price is £163
includes taxes & fees
15 Jun - 16 Jun
Sea Shell Motel

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
2.5 star property
Dennis Port
8.6 out of 10, Excellent, (229 reviews)
"We decided to get away during the off season and this was a great choice. The rooms are very comfortable and clean. The staff was extremely pleasant and helpful. Most of the rooms on the second floor have a pretty good view of the ocean, but for the best view and room ask for room 114. We will definitely stay here again."
United States
Brandon
The price is £150
includes taxes & fees
26 May - 27 May
The Corsair & Cross Rip Oceanfront Resort

Bluebird Dennisport

Bluebird Dennisport
3.0 star property
Dennis Port
8.4 out of 10, Very good, (219 reviews)
"Great locatfor weekend visit "
United States
Alex
The price is £144
includes taxes & fees
7 Jun - 8 Jun
Bluebird Dennisport

Doryman Motel

Doryman Motel
2.0 star property
Dennis Port
9.6 out of 10, Exceptional, (121 reviews)
"Friendly staff, close to the beach, great stay"
United States
Alla
The price is £107
includes taxes & fees
7 Jun - 8 Jun
Doryman Motel

Kingfisher Oceanside

Kingfisher Oceanside
2.0 star property
Dennis Port
9.2 out of 10, Wonderful, (169 reviews)
"Loved the location, room was super clean, and staff was friendly! "
United States
Allana
The price is £152
includes taxes & fees
28 May - 29 May
Kingfisher Oceanside

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
2.0 star property
Dennis Port
8.4 out of 10, Very good, (957 reviews)
"nice spot to stay"
United States
Francine
The price is £97
includes taxes & fees
27 May - 28 May
Holiday Hill Inn & Suites

Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
3.0 star property
Dennis Port
10.0 out of 10, Exceptional, (2 reviews)
"Everything was new and clean, just beautiful. Staff was also wonderful!"
United States
Donald
The price is £133
includes taxes & fees
26 May - 27 May
Dennis Port Surf Club (Boutique Hotel)

Love Farms Lodge

Love Farms Lodge
2.5 star property
West Dennis
8.6 out of 10, Excellent, (403 reviews)
"The room was very clean and comfortable, had a great 2 night stay"
United States
Charles
The price is £123
includes taxes & fees
26 May - 27 May
Love Farms Lodge

Lighthouse Inn

Lighthouse Inn
3.0 star property
West Dennis
8.8 out of 10, Excellent, (182 reviews)
"Beautiful views, lots of history and charm."
United States
Tyler
The price is £153
includes taxes & fees
7 Jun - 8 Jun
Lighthouse Inn

GuestLodge

GuestLodge
2.0 star property
West Dennis
8.0 out of 10, Very good, (517 reviews)
"We were transferred to travellodge down the road because our room wasn't available due to toilet trouble. Travelodge was good."
United States
Maija
The price is £62
includes taxes & fees
28 May - 29 May
GuestLodge

Travelodge by Wyndham Cape Cod Area

Travelodge by Wyndham Cape Cod Area
2.0 star property
West Dennis
7.4 out of 10, Good, (933 reviews)
"Very nice room and staff."
United States
Richard
The price is £67
includes taxes & fees
28 May - 29 May
Travelodge by Wyndham Cape Cod Area

Blue Rock Resort

Blue Rock Resort
3.0 star property
South Yarmouth
8.8 out of 10, Excellent, (645 reviews)
"Loved this place! Great location, friendly staff and lots of amenities "
United States
Marissa
The price is £77
includes taxes & fees
28 May - 29 May
Blue Rock Resort

Ambassador Inn & Suites

Ambassador Inn & Suites
3.0 star property
Bass River
8.6 out of 10, Excellent, (667 reviews)
"Great stay and very clean"
United States
Ton
The price is £104
includes taxes & fees
29 May - 30 May
Ambassador Inn & Suites

Sesuit Harbor House

Sesuit Harbor House
3.0 star property
Dennis
9.6 out of 10, Exceptional, (179 reviews)
"Loved the location and the staff!"
United States
Vince
The price is £158
includes taxes & fees
27 May - 28 May
Sesuit Harbor House
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Stay near popular Osterville attractions

Learn more about Osterville

Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers.

Top Osterville Hotel Reviews

More cheap stays in Osterville

Find out more about Osterville

Top reasons to visit Osterville

  • Stunning Beaches: Osterville boasts pristine beaches like Oyster Harbors Beach, perfect for relaxation and family fun.
  • Rich History: Explore the Osterville Historical Society Museum and the oldest house in the area to immerse yourself in local heritage.
  • Charming Village: Wander through Osterville Village, featuring delightful shops and eateries that showcase local charm.
  • Outdoor Activities: Enjoy a variety of activities, from golfing to bird watching, ensuring adventure for all ages.
  • Welcoming Accommodations: Choose from a range of hotels and rentals that cater to families and beachgoers alike.

Find great hotels near Osterville

Osterville, a charming seaside village, offers a delightful array of accommodation options, including hotels and motels perfect for families and adventurers alike. Whether you seek a beachfront retreat or a cosy house rental, you'll discover a variety of lodgings that cater to your holiday needs. Experience the beauty of Cape Cod while enjoying the warm hospitality of Osterville's hotels and rentals.

  • Bayside Resort Hotel: Nestled conveniently 11.3km from Osterville, the Bayside Resort Hotel is a charming 3-star accommodation that boasts a commendable guest rating of 8.8. Perfect for those seeking a beach holiday, this hotel offers direct access to the sandy shores, ensuring a relaxed, sun-soaked getaway. Guests can revel in various amenities, including a pool and recreational options, providing a quintessential seaside experience. Whether you’re taking a leisurely stroll along the beach or enjoying family time, this hotel aims to enhance your coastal retreat.
  • Cape Cod Hotel: Located 8.0km from Osterville, the Cape Cod Hotel is an ideal budget-friendly choice for families and pet owners alike. This welcoming property provides essential amenities for children, including free cribs and a dedicated children's pool, ensuring a delightful stay for young guests. The hotel is also pet-friendly, accommodating dogs with specific policies in place. Whether you're on a family holiday or a business trip, this hotel offers a comfortable atmosphere that caters to various needs and preferences.
  • Cape Sands Inn: Just 11.3km away from Osterville, Cape Sands Inn is a budget-friendly motel with a solid guest rating of 8.2, making it a suitable option for family vacations. This inn offers a shared playground and an arcade game room, catering to children’s entertainment and ensuring a fun-filled stay for families. With its casual ambiance and essential amenities, it provides an inviting space for guests to unwind and enjoy their time together, making it a solid choice for those travelling with kids.

Where to stay near Osterville

Osterville, Massachusetts, is a charming destination perfect for a relaxing beach holiday. Explore the picturesque Osterville Village, with its quaint shops and eateries, or unwind on the pristine local beaches. Delve into the historical ambiance of the area while enjoying family-friendly excursions or romantic strolls along Cape Cod's stunning scenery. Whether you're seeking adventure or tranquillity, Osterville offers a delightful blend of experiences for every type of traveller.

  • Cape Cod: Nestled approximately 12.9km from Osterville, Cape Cod is a quintessential seaside destination renowned for its stunning beaches and picturesque scenery. The region lures visitors with its wide array of outdoor activities, especially during the peak summer months from June to August. Beach lovers can indulge in sunbathing and swimming, while avid golfers can tee off at some of the region's finest courses. Notable attractions include vibrant family-friendly beaches and charming local shops, ensuring a delightful experience for all who visit.
  • Hyannis: Just 9.7km away from Osterville, Hyannis is a lively hub that combines beach relaxation with cultural experiences. With its peak tourist season coinciding with the summer months, visitors flock to Hyannis for its beautiful coastline and vibrant atmosphere. The city is home to a variety of attractions, including theatres and music concerts, providing plenty of entertainment options. Families can enjoy the soft sandy beaches, while the bustling waterfront offers delightful dining and shopping experiences, making Hyannis a must-visit on your holiday.
  • Centerville: Located a mere 3.2km from Osterville, Centerville is a charming town that offers a perfect blend of natural beauty and outdoor fun. With its visitor numbers peaking in the summer months, travellers are drawn to its scenic beaches and tranquil surroundings. Centerville boasts numerous activities, including access to water parks, golf, and local theatres. The area's family beaches and stunning cape views create a serene atmosphere, making it an ideal spot for relaxation or adventure during your getaway.

Things to do near Osterville

Osterville offers a delightful mix of outdoor activities, making it ideal for a family outing or day trip. Visitors can enjoy beautiful beaches and scenic views while indulging in golf or exploring local theatre. Bird watching and various family activities provide ample opportunities for enjoyment, ensuring a memorable vacation for all. Whether you seek relaxation or adventure, Osterville's charm will not disappoint.

Shopping

In Osterville, explore charming boutiques like Osterville Village Shops for unique gifts and local treasures. If you're up for a drive, head to Cape Cod Mall in Hyannis for a wider selection of stores, including popular brands and dining options. It's a great spot for souvenirs.

Recreation

Cape Cod Country Club, located 14.5km from Osterville, offers a luxurious golfing experience amidst stunning landscapes. Twin Brooks Golf Course, only 8.0km away, provides a similarly elegant setting, perfect for unwinding while enjoying the fresh air and scenic views of the Massachusetts countryside.

Adventure

Explore the Cape Cod Rail Trail for a scenic cycle through beautiful landscapes. For a thrilling experience, try kayaking in the calm waters of Osterville Bay, where you can spot local wildlife and enjoy the peaceful surroundings.

Nightlife

Experience the charm of Osterville’s nightlife at The 19th Hole, where you can enjoy a relaxed atmosphere with cocktails and light bites. For a vibrant evening, visit the Osterville Village Library for occasional live music events in a unique setting that showcases local talent.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Osterville

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Osterville is moderately seasonal. The cheapest months to stay in Osterville are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Osterville is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Osterville is Tuesday. The most expensive day to stay in Osterville is Friday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred location, and various other criteria. You can arrange the results to display prices from lowest to highest, ensuring that the most affordable hotels appear at the top. Additionally, you can refine your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel booking in Osterville with your flights and activities through an Expedia package.

Find the best attractions near Osterville

Osterville is a delightful destination for beach lovers and outdoor enthusiasts, offering a blend of scenic beauty and cultural experiences. Key attractions include the historic Osterville Historical Society Museum, the charming Oyster Harbors Beach, and the oldest house in Osterville. Visitors can immerse themselves in local history at the Osterville Historical Museum Complex while enjoying the coastal charm that this picturesque area has to offer.

  • Hyannis Harbor: Located 9.7km from Osterville, Hyannis Harbor offers stunning coastal scenery and a vibrant atmosphere. Enjoy leisurely strolls along the waterfront, indulge in fresh seafood at local eateries, and immerse yourself in the beach vibes that define this picturesque harbour.
  • Craigville Beach: Just 4.8km away, Craigville Beach is a quintessential New England beach retreat. With its soft sands and gentle waves, it’s the perfect spot for sunbathing, swimming, or enjoying a leisurely beach walk while soaking up the relaxed coastal ambience.
  • Cape Playhouse: Situated 20.9km from Osterville, Cape Playhouse is a cultural gem. This historic arts centre showcases an array of performances, providing a unique glimpse into local theatre and arts, making it a delightful experience for culture enthusiasts.

Best time to go to Osterville

The best time to visit Osterville is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January and February are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly cloudy.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.9°F (1.6°C)Light RainMostly SunnyAverageModerately Low
February34.9°F (1.6°C)Light RainMostly CloudyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageModerately Low
April45.9°F (7.7°C)Light RainMostly SunnyAverageAverage
May54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
June62.6°F (17.0°C)Light RainMostly SunnyModerately HighModerately High
July70.5°F (21.4°C)Light RainMostly SunnyModerately HighModerately High
August70.9°F (21.6°C)Light RainMostly SunnyModerately HighModerately High
September65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnyModerately LowAverage
November48.4°F (9.1°C)Light RainMostly SunnyModerately LowAverage
December41.0°F (5.0°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Osterville

Osterville, Massachusetts, can be conveniently accessed via several major airports. BOSton Logan International Airport (BOS) is approximately 96.6km away, with excellent hotel options such as the 5-star Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within a few miles of the airport. Providence T.F. Green Airport (PVD) is about 88.5km distant, featuring nearby accommodations like the 4-star Omni Providence Hotel and Renaissance Providence Downtown Hotel. For a closer option, Nantucket Memorial Airport (ACK) is only 49.9km from Osterville, with excellent stays at the 4.5-star White Elephant Hotel and The Wauwinet. Each airport offers various transportation services for easy access to your hotel.

Frequently asked questions

What is the best area to stay in Osterville?
The best area to stay in Osterville is the village centre, particularly around Main Street and Wianno Avenue.

This area is the heart of Osterville, offering a refined yet relaxed New England village experience. You'll find a collection of independent shops, high-end boutiques, and excellent restaurants. It's very walkable, with most amenities just a short stroll from each other, and it's close to the village's beautiful beaches and marinas.

Couples seeking a sophisticated and tranquil getaway will find the village centre ideal. You can enjoy leisurely mornings with coffee from a local cafe, browse art galleries, and spend afternoons at Dowses Beach, known for its soft sand and calm waters. Evenings can be spent dining at one of the village's acclaimed restaurants, many of which focus on fresh, local seafood.

For families, staying near the village centre provides convenience and access to activities. Children can enjoy the proximity to the beaches for swimming and building sandcastles, and the village green often hosts community events during the warmer months.
When is the best time to go to Osterville?
The best time to go to Osterville is during the late spring, summer, and early autumn months, from May to October, for the most pleasant weather and full access to activities.

May and June offer milder temperatures, fewer crowds, and blooming natural scenery, making it ideal for those who enjoy peaceful walks along the beaches or exploring the local villages without the peak season hustle. The water might still be a bit cool for swimming, but it's superb for kayaking or paddleboarding in the calmer bays.

July and August are the warmest months, superb for beach holidays and water sports. The village is buzzing with activity, and all restaurants and shops are open. This is a fantastic time for families, with plenty of opportunities for swimming, sailing, and enjoying the lively option. Be aware that this is also the busiest period, so booking accommodation and popular restaurants well in advance is essential.

September and October bring cooler, crisp air and stunning autumn foliage, especially inland. The crowds thin out, but many establishments remain open, offering a more relaxed experience. This period is great for couples looking for a romantic getaway, with opportunities for scenic drives, coastal walks, and enjoying fresh seafood in a more tranquil setting.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Osterville.
How can I save on a Osterville hotel booking with Expedia?
Members always get our best prices. Find our best Osterville hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Osterville hotel?
Prices for hotels in Osterville often vary, but you can find a great deal from £59 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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