Osterville Hotel Guide - 4 Stars Hotels in Osterville, Massachusetts

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Check availability on Osterville 4 Star Hotels

Tonight
2 Mar - 3 Mar
Tomorrow
3 Mar - 4 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for Osterville 4-star hotels

Outdoor pool, pool umbrellas, pool loungers

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
4.0 star property
Hyannis
8.6 out of 10, Excellent, (473 reviews)
"The interior of the rooms were clean, the staff was friendly. "
United States
Maria Luisa
The price is Rp2.220.920
Rp3.502.565 total
includes taxes & fees
3 Mar - 4 Mar
Margaritaville Resort Cape Cod
Exterior

Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis
4.0 star property
Hyannis
8.4 out of 10, Very good, (894 reviews)
"It was a decent stay I can’t complain "
United States
Rony
The price is Rp2.174.924
Rp2.489.201 total
includes taxes & fees
8 Mar - 9 Mar
Doubletree by Hilton Cape Cod - Hyannis
Property entrance

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)
"Really nice spot- friendly staff "
United States
Lynn
The price is Rp2.966.741
Rp4.356.155 total
includes taxes & fees
8 Mar - 9 Mar
The Mansion at Ocean Edge
Reception

AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.4 out of 10, Exceptional, (305 reviews)
"Overall we enjoyed our stay.. "
United States
Mardia
The price is Rp1.839.855
Rp2.778.200 total
includes taxes & fees
2 Apr - 3 Apr
AutoCamp Cape Cod
Front of property

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Plymouth
9.6 out of 10, Exceptional, (465 reviews)
"Great staff, delicious food and very relaxing "
United States
Suzanne
The price is Rp5.423.880
Rp6.696.166 total
includes taxes & fees
8 Mar - 9 Mar
Mirbeau Inn & Spa
Front of property – evening/night

Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
4.0 star property
Edgartown
9.2 out of 10, Wonderful, (310 reviews)
"Great stay"
United States
Peggy Thielen
Vineyard Square Hotel & Suites
Free daily self-service breakfast

Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (126 reviews)
"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."
United States
Anonymous traveller
Winstead Inn
Seasonal outdoor pool

Starlight Lodge Cape Cod

Starlight Lodge Cape Cod
4.0 star property
Dennis
8.2 out of 10, Very good, (26 reviews)
"Room was so cozy. We really liked it for an off season visit."
United States
Cynthia
Starlight Lodge Cape Cod
Outdoor pool

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (172 reviews)
"Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! "
United States
Michelle
The price is Rp5.103.248
Rp5.840.701 total
includes taxes & fees
3 Mar - 4 Mar
Brewster by the Sea Inn
Front of property – evening/night

The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (90 reviews)
"Amazing inn and the owners are great!"
United States
Harini
The Inn At Cape Cod
Deluxe Room, 1 King Bed, Balcony, Beach View | Pillow-top beds, individually decorated, individually furnished

Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (60 reviews)
"Very nice hotel, staff. Great location for relaxing visit to the mountains. "
United States
Robert
Winstead Beach Resort
Dining

Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45 reviews)
"Very nicely renovated small property with a fantastic breakfast."
United States
Paul
The price is Rp3.957.535
Rp4.529.468 total
includes taxes & fees
3 Mar - 4 Mar
Sea Street Inn
Front of property – evening/night

The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (252 reviews)
"Lovely place to stay. Breakfast was delicious!"
United States
Roberta
The Old Manse Inn
Exterior detail

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (139 reviews)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is Rp6.362.273
Rp7.281.529 total
includes taxes & fees
2 Apr - 3 Apr
Candleberry Inn on Cape Cod
40-inch Smart TV with cable channels, TV

The Platinum Pebble Boutique Inn - Adults Only

The Platinum Pebble Boutique Inn - Adults Only
4.0 star property
West Harwich
9.8 out of 10, Exceptional, (23 reviews)
"We had a wonderful stay,Shaun and Sharon were so helpful, wanting to ensure we got the most out of our trip. The breakfasts were a highlight, delicious xx"
United Kingdom
susan
The Platinum Pebble Boutique Inn - Adults Only
Garden

The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (120 reviews)
"Beautiful inn! Highly recommend to anyone looking for a exquisite bed and breakfast experience in the Cape."
United States
Dean
The Inn at Yarmouth Port
Front of property

Captain Freeman Inn

Captain Freeman Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (70 reviews)
"The room I stayed in was gorgeous. "
United States
Jennifer
Captain Freeman Inn
Outdoor dining

Cappawack Cottage

Cappawack Cottage
4.0 star property
Johns Pond
Cappawack Cottage
Terrace/patio

The Endless Summer Hideaway

The Endless Summer Hideaway
4.0 star property
New Seabury
The Endless Summer Hideaway
Exterior

Lookout Point

Lookout Point
4.0 star property
Falmouth Heights
Lookout Point
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Osterville.
Harbor View Hotel

Harbor View Hotel

131 N Water Street Marthas Vineyard Edgartown MA
Get rates
8.8/10 Excellent! (1,000 reviews)
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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.

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.

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Osterville showing a bay or harbor

Top Osterville Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"I love this resort. Close enough to home and just enough to make it feel like your in paradise for a little while. "
Matthew 1-night trip
Posted 5 hours ago
Margaritaville Resort Cape Cod

Frequently asked questions

What are the best 4-star hotels in Osterville?
Create unforgettable memories in Osterville at Doubletree by Hilton Cape Cod - Hyannis. Highly recommended by Expedia travellers, this 4-star hotel includes lots of amenities for a relaxing and comfortable stay.
How much does it cost to stay in a 4-star hotel in Osterville?
Expedia can help you easily track down the perfect 4-star hotel for your getaway in Osterville. Use our handy filter tool to tailor your search by things like price, conveniences and star rating and get access to unbeatable deals in a couple of clicks.

  • Search for the lowest price from Rp2.489.201

What's the difference between 5-star and 4-star hotels in Osterville?
If you decide to holiday at a 4-star hotel in Osterville, you'll usually find loads of amenities to ensure you're relaxed, such as a gym, pool and restaurant. You can enjoy top-quality service and upmarket accommodation. Go for a 5-star hotel and you'll get a few more bells and whistles — think on-site spas, concierge assistance and nightly turndown services. You'll most likely get additional amenities and exclusive services at a 5-star getaway, though both are fabulous options for luxury travellers.