Find Romantic Hotels in Osterville, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Osterville Romantic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Osterville Romantic Hotels

Exterior
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3.0 star property
East Wareham
10.0 out of 10, Exceptional, (9)
"thanks u for very nice place and clean i really loved i will cominng back soon"
United States
Mail
The price is SAR 315
SAR 2,029 total
includes taxes & fees
7 Dec - 8 Dec
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Terrace/patio
The Coonamessett

The Coonamessett

3.5 star property
Falmouth
8.8 out of 10, Excellent, (596)
"Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!"
United States
CARMEN
The price is SAR 323
SAR 370 total
includes taxes & fees
22 Dec - 23 Dec
The Coonamessett
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4.0 star property
Brewster
8.2 out of 10, Very Good, (1000)
"Amazing stay and location! "
United States
Joanne
The price is SAR 512
SAR 801 total
includes taxes & fees
7 Dec - 8 Dec
The Mansion at Ocean Edge
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
West Yarmouth
8.8 out of 10, Excellent, (1000)
"Excellent stay."
United States
Patricia
The price is SAR 372
SAR 426 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Cape Cod-West Yarmouth
Exterior
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
West Yarmouth
8.0 out of 10, Very Good, (1000)
"Nice place and good options for breakfast "
United States
Jennifer
The price is SAR 364
SAR 416 total
includes taxes & fees
18 Dec - 19 Dec
Aiden by Best Western Cape Cod - West Yarmouth
Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (292)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is SAR 489
SAR 560 total
includes taxes & fees
10 Dec - 11 Dec
Frederick William House
Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 star property
North Falmouth
8.0 out of 10, Very Good, (242)
"The room was very clean and the staff was friendly. It is our go to anniversary spot. "
United States
Marci
The price is SAR 402
SAR 675 total
includes taxes & fees
18 Dec - 19 Dec
Sea Crest Beach Resort
Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King) | Premium bedding, blackout drapes, iron/ironing board, free rollaway beds
Pelham House Resort

Pelham House Resort

2.5 star property
Dennis Port
8.6 out of 10, Excellent, (200)
"Wonderful stay "
United States
jennifer
The price is SAR 559
SAR 691 total
includes taxes & fees
23 Dec - 24 Dec
Pelham House Resort
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

2.5 star property
Hyannis
8.0 out of 10, Very Good, (1000)
"Karla at the front desk was so welcoming and accommodating."
United States
Megan
The price is SAR 368
SAR 421 total
includes taxes & fees
18 Dec - 19 Dec
Comfort Inn Hyannis - Cape Cod
Garden
The Dan'l Webster Inn and Spa

The Dan'l Webster Inn and Spa

3.5 star property
Sandwich
9.0 out of 10, Wonderful, (536)
"Loved it here!"
United States
Mark S.
The price is SAR 509
SAR 583 total
includes taxes & fees
7 Dec - 8 Dec
The Dan'l Webster Inn and Spa
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.
View all properties

Top Osterville Hotel Reviews

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Very nice hotel, room was clean and smells good."
Abraham 1-night trip
Posted 2 days ago
Mansion House Inn And Spa

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Osterville?
If you and your partner need a romantic escape, we've got just the ticket. If you want to explore the area, you might head to Cape Cod Beaches, Stand Up & Paddle Cape Cod, or Dowses Beach. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Osterville?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Osterville: The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 37°F. Average annual precipitation for Osterville is 52 inches.
What is there to do in Osterville?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Osterville has to offer. You might consider a visit to Cape Cod Beaches, Stand Up & Paddle Cape Cod, or Dowses Beach.
What's the best way to get to Osterville and around town during my romantic getaway?
This information about transportation options in Osterville might help your romantic trip get off to a smooth start: To get to Osterville, book a flight to Hyannis, MA (HYA-Barnstable Municipal), which is the closest major airport, located 5.8 mi (9.4 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.