Bayside Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Bayside Holiday

Discover all the amazing things this neighbourhood has to offer with a customized Bayside holiday package. However you picture yourself spending your days here, you'll find countless opportunities for adventure, relaxation and fun. Start your trip to Bayside by heading to nearby attractions such as Nantasket Beach Reservation, World’s End and Hull Lifesaving Museum. No matter what your ideal Bayside holiday may look like, you can turn it into reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • Standard Room, 1 Queen Bed | Premium bedding, in-room safe, iron/ironing board, free WiFi
    Aug 3 - Aug 9

    Hotel Ivy Boston Common + Flight

    Bay Village
    6 nights
    2.5 star property
    8.4/10 - Very good (1,453 reviews)
    "Clean rooms, staff friendly"
    Reviewed May 21, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • Direct BOS - EDI • Direct
    £2,120
    £1,364
    per traveller
    found 8 hours ago
    Hotel Ivy Boston Common
  • Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillow-top beds, minibar
    Aug 3 - Aug 9

    Boston Harbor Hotel + Flight

    North End
    6 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "This was 10/10 with everything top tier"
    Reviewed May 20, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • Direct BOS - EDI • Direct
    £3,244
    £1,861
    per traveller
    found 8 hours ago
    Boston Harbor Hotel
  • Breakfast meal
    Jul 28 - Aug 7

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    10 nights
    3.5 star property
    9.2/10 - Wonderful (185 reviews)
    "."
    Reviewed October 16, 2025
    Return • Glasgow (GLA) - Boston (BOS)
    GLA - BOS • 2 stops BOS - GLA • 2 stops
    Save 100% on your flight
    £2,610
    £1,778
    per traveller
    found 1 day ago
    By the Sea Guests Bed & Breakfast & Suites
  • Property entrance
    Jul 28 - Aug 7

    Sea Crest Beach Resort + Flight

    North Falmouth
    10 nights
    3.5 star property
    8.0/10 - Very good (280 reviews)
    "The hotel has an excellent location . They were understaffed. We arrived at 6:00 PM and check in was at 4:00 PM. We were told that they were still cleaning our room . The room was finally ready at 8:00 PM. W e had to change our dinner plans due to this. The staff did not seem to care much , they made it sound like it was out of their hands. There were other people like us that had to wait for their room to be clean. "
    Reviewed May 19, 2026
    Return • Glasgow (GLA) - Boston (BOS)
    GLA - BOS • 2 stops BOS - GLA • 2 stops
    Save 100% on your flight
    £3,997
    £2,807
    per traveller
    found 1 day ago
    Sea Crest Beach Resort
  • Lobby
    Aug 3 - Aug 9

    Fairmont Copley Plaza, Boston + Flight

    Back Bay
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,241 reviews)
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • Direct BOS - EDI • Direct
    £2,250
    £1,616
    per traveller
    found 8 hours ago
    Fairmont Copley Plaza, Boston

Where to stay in Bayside

Find the best Bayside areas and neighborhoods for the activities you enjoy most. Learn more about Bayside
Downtown Boston

Downtown Boston

4.5/5(95 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Bayside

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is £226 per night from 25 May to 26 May
£226
25 May - 26 May
includes taxes & fees
9.6/10 Exceptional! (4,352 reviews)
"A truly excellent experience at the Seaport Hotel. All of the staff I encountered were friendly and helpful. My room was very nicely appointed with thoughtful extras. The details seem to matter here and you can’t beat the location. Don’t miss the PopUp Bagel shop 1 block away."

Reviewed on 21 May 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £110 per night from 25 May to 26 May
£110
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (2,627 reviews)
"Everything is fantastic"

Reviewed on 22 May 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £186 per night from 29 May to 30 May
£186
29 May - 30 May
includes taxes & fees
9.2/10 Wonderful! (4,649 reviews)
"Breakfast was nice its alacarte , pool very poor and no service on the pool , spa slots are very limited and they are off every Tuesday and Wednesday"

Reviewed on 19 May 2026

Omni Boston Hotel at the Seaport
See all 4,049 properties in Bayside
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Bayside travel package cost?
We make it simple to travel the world, with Bayside packages starting from just . You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a few experiences and tours to your itinerary?
If I'm not able to travel, can I cancel my Bayside travel package?
Whether it's your flight or hotel, you can cancel or amend it. Locked in your Bayside travel package in the last 24 hours? You may be able to make changes or cancellations for free. If it's been longer than that, you may incur a fee from your hotel, airline or car rental company. For further information, look up our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Bayside?
Booking a hotel and flight together with Expedia won't just save you time — it'll save you dollars too. A Bayside travel package makes it simple to create your dream adventure. With more than 550 airlines throughout the world to pick from, finding convenient flights that fit your busy schedule won't be difficult. In addition to that, we have over 1,000,000 properties globally to choose from. Now that's what you call choice. No matter who you are, Expedia puts the world within your reach.
Does Expedia offer Book Now, Pay Later Bayside holidays?
Expedia has joined forces with online lender Klarna to make your next trip easier on your budget. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Browse these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If paying small amounts each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Bayside?
A holiday in Bayside isn't complete without stopping by Hull Lifesaving Museum, World's End and Nantasket Beach Reservation. Spend your nights close to these sights and make sightseeing simple.
What are the top hotels in Bayside?
Reserve a room at Nantasket Beach Resort. It's one of this neighbourhood's most sought-after hotels. Another reputable option in Bayside is Nantasket Beach Hotel.
How far in advance should I book my Bayside holiday?
It can be difficult to know when is the ideal time to book your Bayside trip. But generally the earlier you book, the cheaper the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to your departure date. If you're considering a last-minute getaway, no need to worry! There are incredible deals posted on Expedia every single day.
What does an Expedia Bayside travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to create your ideal Bayside travel package. Once you've made your booking, you can add on the fun things like activities and tours. Don't forget, the more you bundle, the more you stand to save!
What should I know before booking a Bayside travel package?
A travel package can be easier on the bank balance than separately booking all you need for your escape. For example, combine your flights, hotels and rental cars and save a tidy sum. Whatever type of holiday you have in mind, you're bound to find a package that suits your budget.
Can I choose my airline with a Bayside Expedia travel package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just pick the airline you want and put together the perfect Bayside holiday.

Popular places to visit

Fenway Park

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£42
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£58
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£40
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
See all activities in Boston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.