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Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $366, price is now $244 per person
$244
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was $483, price is now $327 per person
$327
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A coffee shop, a communal living room, and express check-in are also on offer.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $899, price is now $625 per person
$625
per person
Mar 12 - Mar 15
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $740, price is now $519 per person
$519
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage are also on offer.

Top East Dennis hotels deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $227 total per night
$227 total
Feb 1 - Feb 2
Total with taxes and fees
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$364 nightly
The price is $417 total per night
$417 total
Jan 28 - Jan 29
Total with taxes and fees
A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.
On private beach
Pool
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $179 total per night
$179 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
Pool
Breakfast included
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
$227 nightly
The price is $260 total per night
$260 total
Feb 1 - Feb 2
Total with taxes and fees
This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and get free self parking.
On private beach
Pool
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 out of 5
41 Chase Ave Dennis Port MA
Get rates
This hotel's private beach, 2 outdoor pools, and 2 hot tubs are some of the highlights. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the indoor pool and perks like free self parking and free WiFi.
On private beach
Pool
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $120 total per night
$120 total
Feb 11 - Feb 12
Total with taxes and fees
This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Hot Tub
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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.

Popular places to visit

Cape Cod Rail Trail

Enjoy a trip to Cape Cod Rail Trail and popular activities like golfing in South Dennis. Wander the beautiful beaches and waterfront in this family-friendly area.

Cape Cod Rail Trail

Frequently asked questions

How much are vacation packages to East Dennis?
With deals starting at just $244, hotel and flight packages are a fabulous way to make your vacation budget stretch further. East Dennis, here you come!
How long should my East Dennis vacation be?
If you're looking for some guidance, most visitors spend about 2 nights vacationing in East Dennis. But to uncover the true spirit of this destination, stay a few extra nights. You'll be able to get to more attractions and really immerse yourself in the local vibe.
Where can I get the best vacation package deals for East Dennis?
It's hard to beat Travelocity when it comes to piecing together your East Dennis package deal. There are as many as 400 partner airlines and 1,000,000 properties around the world to choose from. Book your vacation now and get ready to cross another amazing place off your travel bucket list.
Why should I purchase my East Dennis vacation bundle via Travelocity?
Because life is one amazing journey, and we offer everything you need to help you on your way. With our first-rate service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can rest easy while you're on the road knowing we're always available to chat via our 24/7 support.
Can I save money on my East Dennis car rental if I combine it with hotels and flights?
With an East Dennis vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. If you're in the mood to discover the best of this impressive region, why not head to Fenway Park? This famous attraction is 65 mi from East Dennis. With a rental car, you'll be there in a flash.
Which airport is best for East Dennis?
Logan Intl. Airport (BOS), around 60 mi northwest of downtown East Dennis, is most likely where you'll arrive. Your other choices are Martha's Vineyard Airport (MVY) (35 mi away from central East Dennis) and Nantucket Memorial Airport (ACK) (35 mi away from central East Dennis).
Where should I stay when visiting East Dennis?
Many visitors spend their nights at the Sesuit Harbor House. It's an excellent base for your East Dennis getaway.

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