Search for Cheap Deals onHotels in Osterville
Choose from 6049 Osterville Hotel Deals

Margaritaville Resort Cape Cod
Clean room, nice staff, the only problem was the internet was slow
Reviewed on Feb 2, 2026

Falmouth Inn
I stay here alot
Reviewed on Jan 21, 2026

Harbor View Hotel
It was pretty quiet while we were there so the breakfast was grab and go and the restaurants were closed but everything else about the hotel and the area were great. We had a lovely room - the location is perfect and there was enough going on in the town. Shame about the rain Late November
Reviewed on Dec 2, 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
The hotel is being remodeled, but the room is very clean. They even had gluten free options for breakfast, which made my little one super happy!
Reviewed on Jan 3, 2026

Bayside Resort Hotel
Good location, restaurant in hotel only open weekends off peak which wasn’t disclosed until checking in, did give drink voucher for nearby place Pool and outdoor area setup looked cool under snow
Reviewed on Feb 12, 2026

Mansion House Inn And Spa
The room was very nice and the staff was very nice.
Reviewed on Jan 31, 2026

The Coonamessett
The room was spacious and lovely. The room was extremely clean. The staff was friendly. The breakfast had a lovely variety including healthy options. The woman who was serving breakfast was friendly and helpful. The grounds were pretty. Our only disappointment was the noise from several trucks nearby ...
Reviewed on Jan 18, 2026

Summercamp
Lovely stay and the staff was friendly and helpful. Excellent location.
Reviewed on Dec 17, 2025

Faraway Martha's Vineyard
Very cozy comfortable hotel!!
Reviewed on Dec 17, 2025

Hyannis Plaza Hotel
The room was a spotless. Everything was clean. Very nice service. I love it. I would definitely stay again.
Reviewed on Jan 16, 2026

Courtyard Resort
Room what nice very easy check in.. The only thing is the toilet flooded our room but they moved us to another unit no problem! I always enjoy my stay at courtyard resort
Reviewed on Dec 20, 2025

Vineyard Harbor Motel - Private Beach
Friendly staff, nice clean room
Reviewed on Feb 6, 2026
Find cheap hotels in Osterville
You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Osterville hotel with Hotwire to complete your one-of-a-kind travel checklist.
For you, intrepid voyager, Hotwire has a large selection of the best hotels in Osterville.
Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Osterville’s 6,049 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $111. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Osterville hotel deals at the last minute.
While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Osterville. No matter your reason for visiting Osterville, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.
Frequently Asked Questions About Osterville hotels
Where can I find the best last-minute travel deals?
If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Osterville for as low as $111.
How many hotels are there in Osterville?
With over 6,049 hotels in Osterville, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $111.
How to find cheap car rentals in Osterville?
Finding a cheap car rental deal in Osterville is as easy as scoring cheap hotels in Osterville. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.
- Hotels near Main Street
- Hotels near Stand Up & Paddle Cape Cod
- Hotels near Hyannis Harbor
- Hotels near Mayflower Beach
- Hotels near Inkwell Beach
- Hotels near Cape Cod Melody Tent
- Hotels near Main Street Hyannis
- Hotels near Woods Hole Ferry Terminal
- Hotels near Harwich Port
- Hotels near Old Silver Beach
- Hotels near Cape Cod Inflatable Park
- Hotels near Ocean Edge Golf Club
- Hotels near Oak Bluffs Harbor
- Hotels near Craigville Beach
- Hotels near West Dennis Beach
- Hotels near Seagull Beach
- Hotels near Falmouth Heights Beach
- Hotels near Oak Bluffs Town Beach
- Hotels near Cape Cod Canal
- Hotels near Sandy Neck Beach
- Cape Cod Hotels
- Martha's Vineyard Hotels
- Chatham Hotels
- Falmouth Hotels
- Plymouth Hotels
- Hyannis Hotels
- Oak Bluffs Hotels
- Dennis Hotels
- Edgartown Hotels
- Brewster Hotels
- Sandwich Hotels
- Dennis Port Hotels
- South Yarmouth Hotels
- West Yarmouth Hotels
- Harwich Hotels
- Mashpee Hotels
- Barnstable Hotels
- Vineyard Haven Hotels
- East Falmouth Hotels
- Harwich Port Hotels


