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Featured Oak Bluffs Hotels with Bars

Pequot Hotel

19 Pequot Avenue, Oak Bluffs, MA

Located in Oak Bluffs, Pequot Hotel is in the historical district, within a 5-minute walk of Inkwell Beach and Ocean Park.

Breakfast included

Parking included

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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.

Your FAQ Guide to Amazing Cheap Oak Bluffs Hotels

If you're looking for a great (and cheap!) hotel in Oak Bluffs, CheapTickets is the best place to find them. We offer deals on the best 226 hotels throughout Oak Bluffs. No matter what you're looking for, we have options for you.

Grab great rates on the 95 affordable 3-star hotels that are easy on the wallet without sacrificing comfort. Looking for more luxury? Try one of the 2, 4-star hotel accommodations in Oak Bluffs. No matter your budget needs, we've pulled out all the stops to make sure you have plenty of vacation options.

Maybe you prefer to search for your hotel deals based on what each hotel offers? For example, let's say you just want to find a hotel or resort that has a pool to cool off in after a long day exploring Oak Bluffs. Scroll down to choose from the 36 hotels in Oak Bluffs that has a pool for guests. Or search for deals on Oak Bluffs hotels offering free wifi or breakfast, non-smoking rooms, and more!

CheapTickets is here to be your personal travel agent for your next trip to Oak Bluffs. Get booking today!

What hotels in Oak Bluffs offer free wifi access?

Book one of our Oak Bluffs hotels that offer free wifi below. Exploring Oak Bluffs can be tiring, and sometimes after a long day the best thing you can do is hide away in your hotel room and binge-watch your favorite show. Our hotels in Oak Bluffs with free wifi access are perfect for every type of traveler. Some of the most popular are below:

Madison Inn, a 2.50 star hotel in Oak Bluffs that offers free wifi access for guests
Inn on the Square, a 3.50 star hotel in Oak Bluffs that offers free wifi access for guests
Wood Duck Inn, a 3.00 star hotel in Oak Bluffs that offers free wifi access for guests
Cape Cod Inn, a 2.00 star hotel in Oak Bluffs that offers free wifi access for guests

Are there deals on Oak Bluffs hotels offering free breakfast?

Yes! The only thing better than finding a great deal on a cheap hotel in Oak Bluffs is finding one that offers free breakfast. Grab some eggs, a waffle, or some healthy oatmeal before a day full of exploring Oak Bluffs and all that it has to offer. Below are just some of the many hotels that offer free breakfast in Oak Bluffs.

Long Dell Inn is a 3.50 star rated hotel property in Oak Bluffs that offers free breakfast.
Heritage House Hotel is a 2.50 star rated hotel property in Oak Bluffs that offers free breakfast.
Admiralty Inn & Suites is a 2.00 star rated hotel property in Oak Bluffs that offers free breakfast.
International Inn is a 2.50 star rated hotel property in Oak Bluffs that offers free breakfast.

What about deals on pet-friendly hotels in Oak Bluffs?

Oak Bluffs is a great place to get outside and explore with your pets in tow so don't leave your furry friends behind. Below you'll find great deals on hotels in Oak Bluffs that allow pets. Don't forget to bring plenty of treats!

Best Western Cape Cod Hotel is a popular, pet-friendly, 2.50 star hotel in Oak Bluffs.
Resort & Conference Center at Hyannis is a popular, pet-friendly, 3.50 star hotel in Oak Bluffs.
Sea Crest Beach Hotel is a popular, pet-friendly, 3.00 star hotel in Oak Bluffs.
Cape Codder Resort and Spa is a popular, pet-friendly, 3.00 star hotel in Oak Bluffs.

Any good rates on Oak Bluffs hotels with restaurants?

Absolutely. Don't want to deal with planning our all your meals on your trip to Oak Bluffs? We don't blame you. Keep the hangry away by staying in one of the 19 hotels that have restaurants. With a room at one of these spots, all it takes to get a good meal is hopping in the elevator. Check out some of the most popular hotels in Oak Bluffs that have restaurants below.

Book Holiday Inn HyannisHoliday Inn Hyannis is a 3.00 star hotel and has one or more restaurant options.
Book Clarion Inn Martha's VineyardClarion Inn Martha's Vineyard is a 3.00 star hotel and has one or more restaurant options.
Book Vineyard Square Hotel & SuitesVineyard Square Hotel & Suites is a 4.00 star hotel and has one or more restaurant options.
Book Holiday Inn Cape Cod-FalmouthHoliday Inn Cape Cod-Falmouth is a 3.00 star hotel and has one or more restaurant options.

What are the cheapest hotels in Oak Bluffs with pools?

What's better after a long day exploring Oak Bluffs then a relaxing dip in a pool? Finding the Oak Bluffs hotel you need for a bargain! Cool off and unwind at one of our 36 Oak Bluffs hotels with a pool. Browse some of the top deals on these hotels and resorts with pools in Oak Bluffs below, but be warned: You may not want to check out!

Green Harbor Waterfront Lodging has a pool and a 2.50 star rating.
Falmouth Inn has a pool and a 2.00 star rating.
Quality Inn has a pool and a 2.50 star rating.
Cape Winds Resort has a pool and a 3.50 star rating.

What hotels in Oak Bluffs offer parking for guests?

Once you've made your way to Oak Bluffs, the last thing you want to deal with is finding parking close to your hotel. Avoid the hassle of parking around the block and carrying your luggage all the way to the lobby by booking one of our hotels with parking. Check out deals on some of the 50 hotels in Oak Bluffs that offer parking for guests.

Sands of Time Motor Inn & Harbor House This hotel has a 2.00-star rating.
Anchor In Distinctive Waterfront Lodging This hotel has a 3.00-star rating.
Kelley House This hotel has a 3.00-star rating.
Red Horse Inn This hotel has a 2.50-star rating.

Do Oak Bluffs hotels offer 24-hour concierge services?

When you're on vacation, things don't always go according to plan. Travel with peace of mind when you book one of our 15 hotels in Oak Bluffs with 24-hour concierge service. That way you know help is always phone call or elevator ride away.

Try Clark House at the Twin Oaks Inn. It's a 3.00 star rated hotel in Oak Bluffs that offers concierge services 24 hours a day.
Try Thorncroft Inn. It's a 3.00 star rated hotel in Oak Bluffs that offers concierge services 24 hours a day.
Try ShoreWay Acres Inn & Cape Cod Lodging. It's a 2.50 star rated hotel in Oak Bluffs that offers concierge services 24 hours a day.
Try International Inn. It's a 2.50 star rated hotel in Oak Bluffs that offers concierge services 24 hours a day.

What about low rates on non-smoking hotels in Oak Bluffs?

If you're searching for a great deal on non-smoking hotels in Oak Bluffs, you've come to the right place. CheapTickets has pulled together some of the best deals on non-smoking hotel rooms throughout Oak Bluffs. Check out some of the most popular options below:

Mariner's Point Resort This hotel has a 2.50-star rating.
Hyannis Travel Inn This hotel has a 2.00-star rating.
Anchor In Distinctive Waterfront Lodging This hotel has a 3.00-star rating.
Kelley House This hotel has a 3.00-star rating.

What are the cheapest Oak Bluffs 3-star hotel deals?

Our 3-star hotels bring you quality accommodations at a lower price point for the perfect, budget-friendly vacation in Oak Bluffs. With 95 3-star hotels throughout Oak Bluffs to choose from, you still have options. Browse our selection below.

Cape Codder Resort and Spa. Situated near the airport, this spa resort is 1.2 mi (2 km) from Hyannis Golf Course and within 3 mi (5 km) of Coast Guard Heritage Museum and Barnstable Old Gaol. Barnstable Performing Arts Center and Cape Cod Carousel are also within 3 mi (5 km).
Sea Crest Beach Hotel. This North Falmouth hotel is on the beach, 0 mi (0.1 km) from Old Silver Beach, and within 6 mi (10 km) of Wood Neck Beach and Cataumet Arts Center. Falmouth Museums on the Green and College Light Opera Company are also within 6 mi (10 km).
Resort & Conference Center at Hyannis. Located in the heart of Hyannis, this family-friendly resort is steps from Twin Brooks Golf Course and Cape Cod Melody Tent. Cape Cod Carousel and St. Francis Xavier Church are also within 15 minutes.
Harbor View Hotel. This family-friendly Edgartown hotel is located near the airport, within a 10-minute walk of Edgartown Lighthouse and Edgartown Public Library. Vincent House Museum and Martha's Vineyard Museum are also within 15 minutes.

What are the best deals on 4-Star Hotels in Oak Bluffs?

Oak Bluffs is full of hotels and it can be hard to narrow down where you really want to stay. Luckily, we've done that hard work for you be narrowing you from 226 hotels throughout Oak Bluffs, to the 2 4-star hotels in Oak Bluffs. Our 4-star hotels in Oak Bluffs are exactly what you need for your next family trip, romantic weekend, or solo getaway. Check out our most popular deals below.

Vineyard Square Hotel & Suites: Situated near the beach, this hotel is within a 5-minute walk of Edgartown Public Library, Old Whaling Church, and Vincent House Museum. Martha's Vineyard Museum and Edgartown Lighthouse are also within 15 minutes.

What are the most popular attractions in Oak Bluffs?

People travel to Oak Bluffs from all around to witness the incredible sights and attractions. With 13 sights to see during your stay, you're sure to have a busy trip in Oak Bluffs. Below, we've listed some of our favorites.